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  • 4091-39-8 Structure
  • Basic information

    1. Product Name: 3-Chloro-2-butanone
    2. Synonyms: 2-CHLORO-3-BUTANONE;1-CHLOROETHYL METHYL KETONE;1-ACETYL-1-CHLOROETHANE;3-CHLORO-2-BUTANONE;3-CHLOROBUTANONE;3-CL-MEK;3-chloro-2-butanon;3-Chloro-2-oxobutane~Methyl alpha-chloroethyl ketone
    3. CAS NO:4091-39-8
    4. Molecular Formula: C4H7ClO
    5. Molecular Weight: 106.55
    6. EINECS: 223-834-9
    7. Product Categories: Industrial/Fine Chemicals;Organics;ketone;API intermediates;C3 to C6;Carbonyl Compounds;Ketones
    8. Mol File: 4091-39-8.mol
    9. Article Data: 18
  • Chemical Properties

    1. Melting Point: <-60°C
    2. Boiling Point: 114-117 °C(lit.)
    3. Flash Point: 70 °F
    4. Appearance: /
    5. Density: 1.055 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 19.7mmHg at 25°C
    7. Refractive Index: n20/D 1.421(lit.)
    8. Storage Temp.: Flammables area
    9. Solubility: 30g/l
    10. Explosive Limit: 2.3%(V)
    11. Water Solubility: 3 g/100 mL
    12. BRN: 385637
    13. CAS DataBase Reference: 3-Chloro-2-butanone(CAS DataBase Reference)
    14. NIST Chemistry Reference: 3-Chloro-2-butanone(4091-39-8)
    15. EPA Substance Registry System: 3-Chloro-2-butanone(4091-39-8)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 10-22-36/37/38-20/21/22-2011/10/22
    3. Safety Statements: 16-36/37/39-26-24/25
    4. RIDADR: UN 1224 3/PG 3
    5. WGK Germany: 3
    6. RTECS: EL7062000
    7. TSCA: Yes
    8. HazardClass: 3
    9. PackingGroup: III
    10. Hazardous Substances Data: 4091-39-8(Hazardous Substances Data)

4091-39-8 Usage

Description

3-Chloro-2-butanone, also known as chloroacetone, is an organic compound with the chemical formula C4H7ClO. It is a colorless liquid with a pungent odor and is soluble in water and organic solvents. It is used as an intermediate in the synthesis of various organic compounds and has applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
3-Chloro-2-butanone is used as a reagent in the production of chiral alcohols from acetophenone derivatives, β-ketoesters, and N-Boc-3-pyrrolidinone by recombinant E. coli cells. These chiral alcohols are important building blocks in the synthesis of pharmaceuticals and agrochemicals.
Used in Chemical Industry:
3-Chloro-2-butanone is used in the synthesis of carbene precursor, 3-aryl-4,5-dimethylthiazolium chloride, which is an important compound in the field of organocatalysis.
Used in Enzymatic Reactions:
3-Chloro-2-butanone is used to study various carbonylic compounds as substrates for 4-hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB. This enzyme is involved in the oxidation of carbonyl compounds, and the study of its substrate specificity can provide insights into the design of new biocatalytic processes.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 5274, 1955 DOI: 10.1021/ja01625a016

Check Digit Verification of cas no

The CAS Registry Mumber 4091-39-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,0,9 and 1 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4091-39:
(6*4)+(5*0)+(4*9)+(3*1)+(2*3)+(1*9)=78
78 % 10 = 8
So 4091-39-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H7ClO/c1-3(5)4(2)6/h3H,1-2H3/t3-/m0/s1

4091-39-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (L14158)  3-Chloro-2-butanone, 96%   

  • 4091-39-8

  • 100g

  • 224.0CNY

  • Detail
  • Alfa Aesar

  • (L14158)  3-Chloro-2-butanone, 96%   

  • 4091-39-8

  • 500g

  • 895.0CNY

  • Detail

4091-39-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Chloro-2-butanone

1.2 Other means of identification

Product number -
Other names 1-Acetyl-1-Chloroethane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4091-39-8 SDS

4091-39-8Synthetic route

butanone
78-93-3

butanone

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With trichloroisocyanuric acid; boron trifluoride diethyl etherate for 1.5h; Ambient temperature;58%
With hydrogenchloride; dihydrogen peroxide; copper dichloride at 35 - 78℃; for 5.25h;12.6%
With chlorine
2-chloro-but-2-ene
4461-41-0

2-chloro-but-2-ene

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With calcium hypochlorite In water at -3 - 0℃; for 2.5h;39.5%
2,3-dimethyl-2-nitro-oxirane
22596-46-9

2,3-dimethyl-2-nitro-oxirane

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With lithium chloride; boron trifluoride diethyl etherate In acetone for 2h;34%
2-chloro-but-2-ene
4461-41-0

2-chloro-but-2-ene

A

2,2,3-trichloro-butane
10403-60-8

2,2,3-trichloro-butane

B

2,3-dichlorobut-1-ene
7013-11-8

2,3-dichlorobut-1-ene

C

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With chlorine; sodium hydrogencarbonate at 0℃;A 22.7%
B 17%
C 20%
acetaldehyde
75-07-0

acetaldehyde

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With chlorine in der Dampfphase;
With chlorine in der Dampfphase;
chlorourea
3135-74-8

chlorourea

butanone
78-93-3

butanone

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

1-chlorobutan-2-one
616-27-3

1-chlorobutan-2-one

Conditions
ConditionsYield
With water
butanone
78-93-3

butanone

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

1-chlorobutan-2-one
616-27-3

1-chlorobutan-2-one

Conditions
ConditionsYield
With water; calcium carbonate at 70℃; beim Chlorieren;
With chlorine im Sonnenlicht;
With sulfuryl dichloride im Sonnenlicht;
butanone
78-93-3

butanone

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

1-chlorobutan-2-one
616-27-3

1-chlorobutan-2-one

C

1,3-dichlorobutan-2-one
16714-77-5

1,3-dichlorobutan-2-one

Conditions
ConditionsYield
beim Chlorieren;
beim Chlorieren;
2-acetoxy-2-butene
6203-88-9

2-acetoxy-2-butene

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With chlorine; dinitrogen tetraoxide In tetrachloromethane
1-methyl-1-propenyl acetate
15984-02-8

1-methyl-1-propenyl acetate

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With chlorine; dinitrogen tetraoxide In methanol; tetrachloromethane
3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With pyridine; thionyl chloride
(2-chloromethyl-3-methyl-oxiranyl)-trimethyl-silane
61628-46-4

(2-chloromethyl-3-methyl-oxiranyl)-trimethyl-silane

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With cesium fluoride In acetonitrile
2-Chlor-2,3-dimethyloxiran
71313-16-1

2-Chlor-2,3-dimethyloxiran

A

3-fluoro-2-butanone
814-79-9

3-fluoro-2-butanone

B

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With silver tetrafluoroborate ether, -30 deg C to r.t.; Yield given. Yields of byproduct given;
Tiglic acid
80-59-1

Tiglic acid

A

2-chloro-3-hydroxy-2-methyl-butyric acid

2-chloro-3-hydroxy-2-methyl-butyric acid

B

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With calcium hypochlorite; water In dichloromethane for 5h;
3-chlorobutan-2-ol
563-84-8

3-chlorobutan-2-ol

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium chloride In water; ethyl acetate electrooxidation;
3-bromo-1-(trimethylsilyl)-1-propyne
38002-45-8

3-bromo-1-(trimethylsilyl)-1-propyne

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

2-Chloro-3-methyl-4-trimethylsilanyl-hexa-4,5-dien-3-ol
131364-96-0

2-Chloro-3-methyl-4-trimethylsilanyl-hexa-4,5-dien-3-ol

Conditions
ConditionsYield
With aluminium; mercury dichloride 1.) THF, 50 deg C, 4h, 2.) 0 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
methanol
67-56-1

methanol

butanone
78-93-3

butanone

A

2-Chloro-3,3-dimethoxybutane
77416-04-7

2-Chloro-3,3-dimethoxybutane

B

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

C

1-Chloro-2,2-dimethoxybutane
77416-03-6

1-Chloro-2,2-dimethoxybutane

D

1-chlorobutan-2-one
616-27-3

1-chlorobutan-2-one

Conditions
ConditionsYield
With chlorine Product distribution; 1.) 20-50 deg C;A 13 % Chromat.
B 32 % Chromat.
C 30 % Chromat.
D 25 % Chromat.
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With titanium(III) chloride In nitromethane100 % Chromat.
2-chloro-but-1-ene
2211-70-3

2-chloro-but-1-ene

A

3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

B

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

C

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With dihydrogen peroxide; RuPcS In chloroform-d1; water at 20℃; for 8h; pH=5; Product distribution; Further Variations:; Reaction partners; Oxidation; Dechlorination;A 5 % Spectr.
B 65 % Spectr.
C n/a
2-chloro-2-methyl-acetoacetic acid ester

2-chloro-2-methyl-acetoacetic acid ester

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With sulfuric acid
acrolein
107-02-8

acrolein

methyl magnesium halide

methyl magnesium halide

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

1-chlorobutan-2-one
616-27-3

1-chlorobutan-2-one

Conditions
ConditionsYield
With potassium dichromate
ueber mehrere Stufen;
2-chloro-but-2-ene
4461-41-0

2-chloro-but-2-ene

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

methyl-<1.1-dichloro-ethyl>-carbinol

methyl-<1.1-dichloro-ethyl>-carbinol

Conditions
ConditionsYield
With tetrachloromethane; water; chlorine
chlorourea
3135-74-8

chlorourea

water
7732-18-5

water

butanone
78-93-3

butanone

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

1-chlorobutan-2-one
616-27-3

1-chlorobutan-2-one

chlorine
7782-50-5

chlorine

butanone
78-93-3

butanone

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

1-chlorobutan-2-one
616-27-3

1-chlorobutan-2-one

Conditions
ConditionsYield
at 70℃; bei raschem Chlorieren in Gegenwart von Wasser und Marmor;
3-chloro-2-hydroxy-2-methyl-butyronitrile
736148-37-1

3-chloro-2-hydroxy-2-methyl-butyronitrile

concentrated potassium cyanide

concentrated potassium cyanide

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

α.α'-dimethyl-α-cyano-ethylene oxide of bp : 142-143 degree

α.α'-dimethyl-α-cyano-ethylene oxide of bp : 142-143 degree

Conditions
ConditionsYield
higher-boiling form of 3-chloro-2-hydroxy-2-methyl-butyronitrile;
3-chloro-2-hydroxy-2-methyl-butyronitrile
736148-37-1

3-chloro-2-hydroxy-2-methyl-butyronitrile

KOH-solution

KOH-solution

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

lower-boiling α.α'-dimethyl-α-cyano-ethylene oxide

lower-boiling α.α'-dimethyl-α-cyano-ethylene oxide

C

higher-boiling α.α'-dimethyl-α-cyano-ethylene oxide

higher-boiling α.α'-dimethyl-α-cyano-ethylene oxide

Conditions
ConditionsYield
Beim Behandeln eines Gemisches isomerer 3-Chlor-2-hydroxy-2-methyl-butyronitrile; mixtures of/the/ both forms of 3-chloro-2-hydroxy-2-methyl-butyronitrile;
trans-2-Butene
624-64-6

trans-2-Butene

A

formaldehyd
50-00-0

formaldehyd

B

carbon dioxide
124-38-9

carbon dioxide

C

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

D

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With clorine; oxygen at 22.85℃; under 700 Torr; Kinetics;A n/a
B n/a
C 13 % Spectr.
D n/a
3-chloro-2-hydroxy-2-methyl-butyronitrile
736148-37-1

3-chloro-2-hydroxy-2-methyl-butyronitrile

concentrated potassium cyanide

concentrated potassium cyanide

A

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

B

α.α'-dimethyl-α-cyano-ethylene oxide of bp :142-143 degree

α.α'-dimethyl-α-cyano-ethylene oxide of bp :142-143 degree

Conditions
ConditionsYield
lower-boiling form of 3-chloro-2-hydroxy-2-methyl-butyronitrile;
2-(1-chloroethyl)-2-methyl-1,3-dioxane
90196-27-3

2-(1-chloroethyl)-2-methyl-1,3-dioxane

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

Conditions
ConditionsYield
With diclazuril In tetrahydrofuran-d8; water-d2 at 19.84℃; Kinetics;
2,6-dimethyl-1,5-dihydroxynaphthalene
123979-29-3

2,6-dimethyl-1,5-dihydroxynaphthalene

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

2,6-Dimethyl-1,5-bis(2-oxo-3-butoxy)naphthalene
137517-20-5

2,6-Dimethyl-1,5-bis(2-oxo-3-butoxy)naphthalene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Ambient temperature;100%
4-Phenylphenol
92-69-3

4-Phenylphenol

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

3-(4-phenylphenoxy)butan-2-one
28089-74-9

3-(4-phenylphenoxy)butan-2-one

Conditions
ConditionsYield
Stage #1: 4-Phenylphenol With 18-crown-6 ether; potassium carbonate In butanone at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 3-chloro-2-butanone In butanone at 20℃; for 23h; Inert atmosphere;
100%
With potassium carbonate In acetone
With potassium carbonate; potassium iodide In butanone at 20℃; for 12h;
N-benzyloxyamine
622-33-3

N-benzyloxyamine

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

(E/Z)-3-chloro-2-butanone O-benzyl oxime

(E/Z)-3-chloro-2-butanone O-benzyl oxime

Conditions
ConditionsYield
With sodium acetate In acetic acid for 1h;100%
4-bromo-phenol
106-41-2

4-bromo-phenol

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

3-(4-bromophenoxy)butan-2-one
3782-10-3

3-(4-bromophenoxy)butan-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone Heating / reflux;100%
With potassium carbonate In acetonitrile Reflux;
With potassium carbonate; potassium iodide In butanone at 20℃; for 12h;
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

C5(13)CH11NSe2*C5H11N

C5(13)CH11NSe2*C5H11N

1-piperidine[13C]carbodiselenoic acid 1-methyl-2-oxopropyl ester
402947-98-2

1-piperidine[13C]carbodiselenoic acid 1-methyl-2-oxopropyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 1h;99%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

3-chlorobutan-2-ol
563-84-8

3-chlorobutan-2-ol

Conditions
ConditionsYield
With isopropyl alcohol; zirconium(IV) oxide for 6h; Rate constant; Heating;98%
With isopropyl alcohol; zirconium(IV) oxide for 6h; Heating;98%
mit gaerender Hefe;
7-hydroxy-2H-chromen-2-one
93-35-6

7-hydroxy-2H-chromen-2-one

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

7-((3-oxobutan-2-yl)oxy)-2H-chromen-2-one
156006-08-5

7-((3-oxobutan-2-yl)oxy)-2H-chromen-2-one

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone at 0 - 60℃;98%
With potassium carbonate In acetone for 24h; Heating;62%
<13C>thiourea
113899-66-4

<13C>thiourea

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

2-amino-4,5-dimethyl<2-13C>thiazole hydrochloride
134486-85-4

2-amino-4,5-dimethyl<2-13C>thiazole hydrochloride

Conditions
ConditionsYield
In ethanol for 3h; Heating;98%
2-methyl-5-nitrophenol
5428-54-6

2-methyl-5-nitrophenol

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

1-methyl-2-(1-methyl-2-oxoprop-1-yloxy)-4-nitrobenzene
203940-76-5

1-methyl-2-(1-methyl-2-oxoprop-1-yloxy)-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 10h; Heating;98%
2,2-dimethyl-3-butyne
917-92-0

2,2-dimethyl-3-butyne

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

2-chloro-3,6,6-trimethyl 4-heptyn 3-ol
124067-35-2

2-chloro-3,6,6-trimethyl 4-heptyn 3-ol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -60 - 20℃; for 2h;97%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

2,4-dihydro-4-[4-[4-(4-methoxyphenyl)-1-piperazinyl ]-phenyl]-3H-1,2,4-triazol-3-one
74853-07-9

2,4-dihydro-4-[4-[4-(4-methoxyphenyl)-1-piperazinyl ]-phenyl]-3H-1,2,4-triazol-3-one

2,4-dihydro-4-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-2-(1-methyl-2-oxopropyl)-3H-1,2,4-triazol-3-one
250255-72-2

2,4-dihydro-4-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-2-(1-methyl-2-oxopropyl)-3H-1,2,4-triazol-3-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene at 110℃; for 16h;97%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

1-(methyl)-thiourea
598-52-7

1-(methyl)-thiourea

(4,5-dimethyl-thiazol-2-yl)-methyl-amine; hydrochloride
118871-92-4

(4,5-dimethyl-thiazol-2-yl)-methyl-amine; hydrochloride

Conditions
ConditionsYield
In ethanol for 12h; Reflux;97%
1-hydroxy-9-methyl-3-pentyl-6H-dibenzopyran-6-one
63839-83-8

1-hydroxy-9-methyl-3-pentyl-6H-dibenzopyran-6-one

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

9-methyl-1-(1-methyl-2-oxopropoxy)-3-pentyldibenzopyran-6-one
91022-23-0

9-methyl-1-(1-methyl-2-oxopropoxy)-3-pentyldibenzopyran-6-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Heating;96%
potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

O-ethyl S-(3-oxobutan-2-yl) dithiocarbonate
50708-35-5

O-ethyl S-(3-oxobutan-2-yl) dithiocarbonate

Conditions
ConditionsYield
In acetone at 20℃;96%
In acetone at 20℃; for 2h;
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

hex-1-yne
693-02-7

hex-1-yne

2-chloro 3-methyl 4-nonyne 3-ol
124067-34-1

2-chloro 3-methyl 4-nonyne 3-ol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -60 - 20℃; for 2h;96%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

diphenyldisulfane
882-33-7

diphenyldisulfane

3-phenylsulfanyl-butan-2-one
13023-53-5, 132187-18-9, 132187-19-0

3-phenylsulfanyl-butan-2-one

Conditions
ConditionsYield
With borohydride exchange resin In methanol 1.) reflux, 1 h, 2.) r.t., 1 h;96%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

butanone
78-93-3

butanone

Conditions
ConditionsYield
With sodium chloride; tin(ll) chloride In tetrahydrofuran; water for 2h; Heating; further sodium halides or pseudo-halides and metal halides;96%
With sodium tetrahydroborate; tin(ll) chloride In tetrahydrofuran for 2h; Heating;93%
With sodium iodide; tin(ll) chloride In tetrahydrofuran; water for 2h; Heating;91%
methyl 2-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)acetate
433703-81-2

methyl 2-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)acetate

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

methyl 2-[4,8-dimethyl-7-(1-methyl-2-oxopropoxy)-2-oxo-2H-3-chromenyl]acetate
664365-88-2

methyl 2-[4,8-dimethyl-7-(1-methyl-2-oxopropoxy)-2-oxo-2H-3-chromenyl]acetate

Conditions
ConditionsYield
With potassium carbonate In acetone at 50 - 56℃; Williamson reaction;96%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

ethyl 7-chloro-6-fluoro-4-hydroxy-2-mercaptoquinoline-3-carboxylate
84338-83-0

ethyl 7-chloro-6-fluoro-4-hydroxy-2-mercaptoquinoline-3-carboxylate

ethyl 7-chloro-6-fluoro-4-oxo-2-(2-oxobutyl-3-thio)-1,4-dihydroquinoline-3-carboxylate

ethyl 7-chloro-6-fluoro-4-oxo-2-(2-oxobutyl-3-thio)-1,4-dihydroquinoline-3-carboxylate

Conditions
ConditionsYield
With sodium In ethanol; water96%
(R,S)-7,8-dimethoxy-4-methyl-1-(4-nitrophenyl)-3-thiocarbamoyl-4,5-dihydro-3H-[2,3]benzodiazepine
1071137-23-9

(R,S)-7,8-dimethoxy-4-methyl-1-(4-nitrophenyl)-3-thiocarbamoyl-4,5-dihydro-3H-[2,3]benzodiazepine

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

C23H24N4O4S
1071130-52-3

C23H24N4O4S

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 40 - 70℃; for 1.5 - 4h;96%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

N2-(7-chloroquinolin-4-yl)propane-1,2-diamine
849179-93-7

N2-(7-chloroquinolin-4-yl)propane-1,2-diamine

3-(2-(7-chloroquinolin-4-ylamino)propylamino)butan-2-one

3-(2-(7-chloroquinolin-4-ylamino)propylamino)butan-2-one

Conditions
ConditionsYield
In acetone at 80 - 130℃;95.78%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

potassium thioacetate
10387-40-3

potassium thioacetate

3-acetylthio-2-butanone
61323-21-5

3-acetylthio-2-butanone

Conditions
ConditionsYield
In acetone for 20h; Ambient temperature;95%
In N,N-dimethyl-formamide for 3h;
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

potassium phtalimide
1074-82-4

potassium phtalimide

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione
2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20 - 25℃; for 8h; Temperature;95%
In N,N-dimethyl-formamide at 20℃;
In N,N-dimethyl-formamide at 20℃; for 3h;
In N,N-dimethyl-formamide at 20℃;
potassium thiocyanate-silica gel

potassium thiocyanate-silica gel

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

3-thiocyanobutan-2-one
57308-65-3

3-thiocyanobutan-2-one

Conditions
ConditionsYield
In toluene at 80℃; for 6h;95%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

ethanethiol
75-08-1

ethanethiol

3-(ethylthio)-2-butanone
19170-22-0

3-(ethylthio)-2-butanone

Conditions
ConditionsYield
Stage #1: ethanethiol With sodium methylate In methanol at 0 - 5℃; for 0.166667h; deprotonation;
Stage #2: 3-chloro-2-butanone In methanol at 20℃; for 1h; Substitution;
94%
With sodium In ethanol47%
With sodium hydroxide In ethanol
4-methoxyphenylacetamide
3424-93-9

4-methoxyphenylacetamide

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

2-(4-methoxy-phenyl)-4,5-dimethyl-oxazole
124811-80-9

2-(4-methoxy-phenyl)-4,5-dimethyl-oxazole

Conditions
ConditionsYield
With silver(I) trifluoromethoxide In ethyl acetate at 50℃; for 24h; Darkness;94%
at 115℃; for 15h;42%
O-methylresorcine
150-19-6

O-methylresorcine

3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

3-(3-methoxyphenyloxy)-butan-2-one
93351-44-1

3-(3-methoxyphenyloxy)-butan-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Heating;93%
With potassium carbonate; acetone
With potassium carbonate
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

ethyl 7-(aminothioxomethyl)-6-chloro-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate
134811-54-4

ethyl 7-(aminothioxomethyl)-6-chloro-1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate

6-Chloro-7-(4,5-dimethyl-thiazol-2-yl)-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
134811-76-0

6-Chloro-7-(4,5-dimethyl-thiazol-2-yl)-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100℃;93%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

1,1-dimethylprop-3-ynylamine
2978-58-7

1,1-dimethylprop-3-ynylamine

6-amino-2-chloro-3,6-dimethyl-4-heptyn 3-ol
124067-31-8

6-amino-2-chloro-3,6-dimethyl-4-heptyn 3-ol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -60 - 20℃; for 2h;93%
3-chloro-2-butanone
4091-39-8

3-chloro-2-butanone

allyl bromomethanesulfonamide
246540-39-6

allyl bromomethanesulfonamide

1-(2-allyl-3-methyl-1,1-dioxo-1λ6-[1,2]thiazetidin-3-yl)-ethanone

1-(2-allyl-3-methyl-1,1-dioxo-1λ6-[1,2]thiazetidin-3-yl)-ethanone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 168h;93%

4091-39-8Relevant articles and documents

Ruthenium sulfophthalocyanine catalyst for the oxidation of chlorinated olefins with hydrogen peroxide

Bressan, Mario,Celli, Nicola,D'Alessandro, Nicola,Liberatore, Lolita,Morvillo, Antonino,Tonucci, Lucia

, p. 416 - 420 (2000)

In aqueous solution and at room temperature, various α-chloro-alkenes are effectively dechlorinated by hydrogen peroxide oxidation using a water-soluble ruthenium(II)-tetrasulfophthalocyanine catalyst, RuPcS. The molecular structure of RuPcS has been elucidated by ESI-mass spectroscopy. In the reaction conditions, and specifically in acidic media, the complex rapidly gives rise to a novel species, most likely catalytically active, whose nature is investigated.

A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity

Munyemana, Fran?ois,George, Isabelle,Devos, Alain,Colens, Alain,Badarau, Eduard,Frisque-Hesbain, Anne-Marie,Loudet, Aurore,Differding, Edmond,Damien, Jean-Marie,Rémion, Jeanine,Van Uytbergen, Jacqueline,Ghosez, Léon

, p. 420 - 430 (2015/12/31)

α-Chloro-, bromo- and iodoenamines, which are readily prepared from the corresponding isobutyramides have been found to be excellent reagents for the transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms have been proposed.

Chlorination of various substrates in subcritical carbon tetrachloride

Tanemura, Kiyoshi,Suzuki, Tsuneo,Nishida, Yoko,Horaguchi, Takaaki

experimental part, p. 2881 - 2888 (2010/06/16)

Various aliphatic hydrocarbons and the side chains of aromatic hydrocarbons were chlorinated in subcritical carbon tetrachloride. Chlorination of aromatic compounds including 1,4-disubstituted benzenes was investigated. Ketones and sulfones were stable under the employed conditions. Sulfoxides were converted into sulfides in a low to modest yields. The coupling adducts between olefins and carbon tetrachloride were obtained from the reactions of olefins.

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