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  • 306-44-5 Structure
  • Basic information

    1. Product Name: ISONITROSOACETONE
    2. Synonyms: ANTI-PYRUVIC ALDEHYDE 1-OXIME;ISONITROSOACETONE;1,2-propanedione,1-oxime;2-oxopropanal-1-oxime;3-hydroxyimino-aceton;3-hydroxyiminoacetone;monoizonitrozoacetone;oximinoacetone
    3. CAS NO:306-44-5
    4. Molecular Formula: C3H5NO2
    5. Molecular Weight: 87.08
    6. EINECS: 206-184-0
    7. Product Categories: N/A
    8. Mol File: 306-44-5.mol
    9. Article Data: 14
  • Chemical Properties

    1. Melting Point: 69°
    2. Boiling Point: 160.87°C (rough estimate)
    3. Flash Point: 70.6°C
    4. Appearance: /
    5. Density: 1.0744
    6. Vapor Pressure: 0.126mmHg at 25°C
    7. Refractive Index: 1.4940 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: pK (25°) 8.39
    11. CAS DataBase Reference: ISONITROSOACETONE(CAS DataBase Reference)
    12. NIST Chemistry Reference: ISONITROSOACETONE(306-44-5)
    13. EPA Substance Registry System: ISONITROSOACETONE(306-44-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 306-44-5(Hazardous Substances Data)

306-44-5 Usage

Description

ISONITROSOACETONE, also known as (E)-2-oxopropanal oxime, is an organic compound that serves as a versatile intermediate in the synthesis of various organic and pharmaceutical compounds. It is characterized by its reactivity and ability to form a wide range of products, making it a valuable asset in the fields of research and development, as well as in the production of pharmaceuticals and chemicals.

Uses

Used in Organic Synthesis:
ISONITROSOACETONE is used as an organic synthesis intermediate for its ability to react with a variety of reagents, leading to the formation of diverse organic compounds. This makes it a valuable tool in the development of new chemical entities and the improvement of existing ones.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, ISONITROSOACETONE is used as a pharmaceutical intermediate. Its reactivity allows for the creation of various drug candidates, which can then be further developed and optimized for specific therapeutic applications.
Used in Laboratory Research and Development:
ISONITROSOACETONE is also utilized in laboratory research and development processes, where it can be employed to explore new reaction pathways, develop novel synthetic methods, and investigate the properties of newly synthesized compounds.
Used in Pharmaceutical and Chemical Production Processes:
Finally, ISONITROSOACETONE is used in the production processes of pharmaceuticals and chemicals. Its versatility as an intermediate allows for the efficient synthesis of a wide range of products, contributing to the advancement of both industries.

Preparation

To a well-stirred, ice-cooled solution of 5.8 gm (0.1 mole) of acetone in 30 ml of glacial acetic acid is added dropwise a concentrated aqueous solution containing 15 gm of sodium nitrite. Stirring at 0°C is continued for 45 min, then 100 ml of water is added and the crude product is extracted with ether. The ether extracts are combined, washed repeatedly with 10 ml portions of water, and dried with sodium sulfate. The ether is evaporated off under reduced pressure and the residue is dried on a porous plate. After recrys-tallization from benzene, 6 gm (69%) of the product is isolated, m.p. 65°C.

Synthesis

under the condition of the ice, to 1000 ml three port successively added in the bottle KOH (58.35g, 1 . 16eq, 1 . 04mol) and 585 ml water, the reaction system is cooled to 0 °C, adding to the reaction system (103.61g, 1eq, 0.892mol), after stirring at room temperature add 24h; once again the reaction system is cooled to 0 °C, in the reaction system by adding NaNO2(71.76g, 1 . 16eq, 1 . 04mol), the reaction system to maintain 0 °C, to wherein the dropwise H2SO4(50%), the for PH 4-5 (adding sulphuric acid to the volume to the final system is PH), stir at room temperature 2h, this will produce a large amount of gas in the process, a white precipitate, then in to the system by adding NaOH (35%) solution, the for PH 9-10, finally in the reaction system by adding 100 ml of toluene, the organic phase and aqueous phase separation, is added to the aqueous phase H2SO4(50%) the adjusted to PH 5-6, ethyl acetate (3*100 ml) extraction, anhydrous sodium sulfate for drying, can be obtained turns on lathe does white solid 61 . 3g (yield 79%).

Check Digit Verification of cas no

The CAS Registry Mumber 306-44-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,0 and 6 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 306-44:
(5*3)+(4*0)+(3*6)+(2*4)+(1*4)=45
45 % 10 = 5
So 306-44-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H5NO2/c1-3(5)2-4-6/h2,6H,1H3/b4-2+

306-44-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Propanal, 2-oxo-,1-oxime

1.2 Other means of identification

Product number -
Other names 3-hydroxyiminoacetone

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:306-44-5 SDS

306-44-5Synthetic route

ethyl acetoacetate
141-97-9

ethyl acetoacetate

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
Stage #1: ethyl acetoacetate With potassium hydroxide In water at 0℃; for 24h; Cooling with ice;
Stage #2: With sulfuric acid; sodium nitrite In water at 0 - 20℃; for 2h; pH=4-5;
79%
2-oxopropanal
78-98-8

2-oxopropanal

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride In tetrahydrofuran; water at 24℃; for 12h; Inert atmosphere;79%
With hydroxylamine hydrochloride In tetrahydrofuran; water at 20℃; Inert atmosphere;65%
With pyridine; hydroxylamine hydrochloride; toluene-4-sulfonic acid at 20℃; for 15h;
acetone
67-64-1

acetone

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
With hydrogenchloride; ethyl nitrite at 45℃; for 1h;74%
With nitrogen(II) oxide; {pentacyanoferrate(II)}(3-) aq. alkali;
With nitrogen(II) oxide; (OH)pentacyanoferrate(III)(3-) In water catalytic activity of different Fe(III) pentacyano complexes;
methyl nitrite
624-91-9

methyl nitrite

acetone
67-64-1

acetone

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether
acetone
67-64-1

acetone

isopentyl nitrite
110-46-3

isopentyl nitrite

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
With hydrogenchloride
acetone
67-64-1

acetone

A

phorone
504-20-1

phorone

B

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
With nitrosylchloride
1,1'-(Z)-dioxydiazenediyl-bis-propan-2-one
1747-09-7, 91775-13-2

1,1'-(Z)-dioxydiazenediyl-bis-propan-2-one

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
In toluene
propen-2-ol
29456-04-0

propen-2-ol

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
With nitrosylchloride In water at 25℃; Rate constant;
With nitrosyl bromide In water at 25℃; Rate constant;
water
7732-18-5

water

ethyl acetoacetate
141-97-9

ethyl acetoacetate

NaNO2

NaNO2

KOH

KOH

propanone 1-oxime
306-44-5

propanone 1-oxime

hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

methyl nitrite
624-91-9

methyl nitrite

acetone
67-64-1

acetone

propanone 1-oxime
306-44-5

propanone 1-oxime

perchloric acid
7601-90-3

perchloric acid

cis-nitrous acid
7782-77-6

cis-nitrous acid

acetone
67-64-1

acetone

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
at 0℃;
at 25℃;
at 40℃;
hydrogenchloride
7647-01-0

hydrogenchloride

acetone
67-64-1

acetone

isopentyl nitrite
110-46-3

isopentyl nitrite

propanone 1-oxime
306-44-5

propanone 1-oxime

acetone
67-64-1

acetone

sodium nitroprusside

sodium nitroprusside

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
With sodium carbonate
acetone
67-64-1

acetone

sodium nitroprusside

sodium nitroprusside

natrium carbonate

natrium carbonate

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
nachfolgendes Ansaeuern;
acetone
67-64-1

acetone

nitrosyl chloride

nitrosyl chloride

A

phorone
504-20-1

phorone

B

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
at -10℃;
1-hydroxyimino-2-sulfoamino-propane-2-sulfonic acid

1-hydroxyimino-2-sulfoamino-propane-2-sulfonic acid

sulfuric acid
7664-93-9

sulfuric acid

propanone 1-oxime
306-44-5

propanone 1-oxime

Conditions
ConditionsYield
at 40 - 50℃; Alkalisalze des α-Oximino-β-sulfamino-propan-β-sulfonsaeures;
hydrogenchloride
7647-01-0

hydrogenchloride

bis-(hydroxyimino-isopropylidene)-hydrazine

bis-(hydroxyimino-isopropylidene)-hydrazine

A

2-hydroxyimino-propionaldehyde oxime
1804-15-5

2-hydroxyimino-propionaldehyde oxime

B

acetone
67-64-1

acetone

C

propanone 1-oxime
306-44-5

propanone 1-oxime

2-methoxybenzenediazonium chloride
3425-23-8

2-methoxybenzenediazonium chloride

alkali

alkali

A

propanone 1-oxime
306-44-5

propanone 1-oxime

B

α-isonitroso-α-<2-methoxy-phenyl>-acetone

α-isonitroso-α-<2-methoxy-phenyl>-acetone

propanone 1-oxime
306-44-5

propanone 1-oxime

2,6-dichloro-4-(trifluoromethyl)phenyl hydrazine
86398-94-9

2,6-dichloro-4-(trifluoromethyl)phenyl hydrazine

2-(2,6-Dichloro-4-trifluoromethylphenylhydrazono)propanal 1-oxime

2-(2,6-Dichloro-4-trifluoromethylphenylhydrazono)propanal 1-oxime

Conditions
ConditionsYield
In diethyl ether at 20℃; Condensation;100%
1-amino-3-cyclohexylguanidine hydrochloride
81067-81-4

1-amino-3-cyclohexylguanidine hydrochloride

propanone 1-oxime
306-44-5

propanone 1-oxime

methylglyoxal bis(cyclohexyl-amidinohydrazone) hydrochloride
114442-92-1

methylglyoxal bis(cyclohexyl-amidinohydrazone) hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In isopropyl alcohol for 0.5h; Heating;93%
3,4,5-triamino-1,2,6-thiadiazine 1,1-dioxide
61403-61-0

3,4,5-triamino-1,2,6-thiadiazine 1,1-dioxide

propanone 1-oxime
306-44-5

propanone 1-oxime

4-amino-6-methyl-1H-pyrazino<2,3-c><1,2,6>thiadiazine 2,2-dioxide
132992-64-4

4-amino-6-methyl-1H-pyrazino<2,3-c><1,2,6>thiadiazine 2,2-dioxide

Conditions
ConditionsYield
With hydrogenchloride In methanol for 24h; Heating;91%
[(hydrotris(3,5-phenylmethylpyrazolyl)borate)ZnOH]

[(hydrotris(3,5-phenylmethylpyrazolyl)borate)ZnOH]

propanone 1-oxime
306-44-5

propanone 1-oxime

[Tp(Ph,Me)Zn(pyrivic aldehyde oxime(-H))]

[Tp(Ph,Me)Zn(pyrivic aldehyde oxime(-H))]

Conditions
ConditionsYield
In methanol; dichloromethane soln. of ligand (0.33 mmol) in methanol added dropwise to soln. of Zn compd. (0.33 mmol) in CH2Cl2, stirred for 3 h; concd. (vac.), filtered off, washed (methanol), crystd. (CH3CN), elem. anal.;88%
pyridine
110-86-1

pyridine

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidebis(pyridyne)cobalt(II) monohydrate

(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidebis(pyridyne)cobalt(II) monohydrate

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of salt in the presence of pyridine (pH 8), the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;86%
cobalt(II) bromide hexahydrate

cobalt(II) bromide hexahydrate

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

dibromo(2-hydroxyimino-1-methylethylidene)benzhydrazideaquacobalt monohydrate
465538-50-5

dibromo(2-hydroxyimino-1-methylethylidene)benzhydrazideaquacobalt monohydrate

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of Co-salt, the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;86%
water
7732-18-5

water

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

copper(ll) bromide
7789-45-9

copper(ll) bromide

dibromo(2-hydroxyimino-1-methylethylidene)benzhydrazideaquacopper dihydrate

dibromo(2-hydroxyimino-1-methylethylidene)benzhydrazideaquacopper dihydrate

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of Cu-salt, the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;83%
pyridine
110-86-1

pyridine

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

copper dichloride

copper dichloride

(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidebis(pyridyne)copper(II)

(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidebis(pyridyne)copper(II)

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of salt in the presence of pyridine (pH 8), the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;83%
pyridine
110-86-1

pyridine

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidebis(pyridyne)nickel(II) monohydrate

(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidebis(pyridyne)nickel(II) monohydrate

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of salt in the presence of pyridine (pH 8), the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;82%
propanone 1-oxime
306-44-5

propanone 1-oxime

3-amino-4-methylfurazan
17647-70-0

3-amino-4-methylfurazan

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine hydrochloride; urea In water for 3h; Heating;81%
With potassium hydroxide; hydroxylamine hydrochloride Heating;
2,4,5,6-tetraamino-pyrimidine dihydrochloride
39944-62-2, 51093-30-2, 52980-67-3, 65540-06-9

2,4,5,6-tetraamino-pyrimidine dihydrochloride

propanone 1-oxime
306-44-5

propanone 1-oxime

2,4-diamino-6-methylpteridine
708-74-7

2,4-diamino-6-methylpteridine

Conditions
ConditionsYield
In methanol for 2h; Heating;81%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

water
7732-18-5

water

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

dichloro(2-hydroxyimino-1-methylethylidene)benzhydrazideaquanickel dihydrate

dichloro(2-hydroxyimino-1-methylethylidene)benzhydrazideaquanickel dihydrate

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of Ni-salt, the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;81%
4,5-Diamino-1,3-dimethyluracil
5440-00-6

4,5-Diamino-1,3-dimethyluracil

propanone 1-oxime
306-44-5

propanone 1-oxime

6-amino-5-(2-methyloximinoethylideneamino)-1,3-dimethyluracil
112649-30-6

6-amino-5-(2-methyloximinoethylideneamino)-1,3-dimethyluracil

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 3h; Ambient temperature;80%
water
7732-18-5

water

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

bis((2-hydroxyimino-1-methylethylidene)benzhydrazide)nickel(II) dihydrate

bis((2-hydroxyimino-1-methylethylidene)benzhydrazide)nickel(II) dihydrate

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of salt, the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;79%
cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

water
7732-18-5

water

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

diaqua(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidecobalt dihydrate

diaqua(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidecobalt dihydrate

Conditions
ConditionsYield
With sodium acetate In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of salt in the presence of sodium acetate (pH 8), the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;79%
aniline-d5
4165-61-1

aniline-d5

propanone 1-oxime
306-44-5

propanone 1-oxime

2‐methylquinoxaline‐d4

2‐methylquinoxaline‐d4

Conditions
ConditionsYield
Stage #1: aniline-d5; propanone 1-oxime With trifluoroacetic acid In nitrobenzene at 90℃; for 1.5h;
Stage #2: With trichlorophosphate In nitrobenzene; acetonitrile at 100℃; Solvent; Reagent/catalyst; Temperature;
79%
Stage #1: aniline-d5; propanone 1-oxime With acetic acid In benzene Reflux;
Stage #2: With trichlorophosphate In acetonitrile; benzene at 100℃; for 4h;
74%
propanone 1-oxime
306-44-5

propanone 1-oxime

benzylamine
100-46-9

benzylamine

2-benzylimino-propionaldehyde-oxime
79322-27-3

2-benzylimino-propionaldehyde-oxime

Conditions
ConditionsYield
In water at 20℃; for 72h;78%
With benzene
water
7732-18-5

water

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

bis((2-hydroxyimino-1-methylethylidene)benzhydrazide)cobalt trihydrate

bis((2-hydroxyimino-1-methylethylidene)benzhydrazide)cobalt trihydrate

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of salt, the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;78%
cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

dichloro(2-hydroxyimino-1-methylethylidene)benzhydrazideaquacobalt dihydrate

dichloro(2-hydroxyimino-1-methylethylidene)benzhydrazideaquacobalt dihydrate

Conditions
ConditionsYield
In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of Co-salt, the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;78%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

water
7732-18-5

water

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

diaqua(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidenickel(II) dihydrate

diaqua(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidenickel(II) dihydrate

Conditions
ConditionsYield
With sodium acetate In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of Ni-salt in the presence of sodium acetate (pH 8), the mixt. was stirred at 50-55°C for 60 min,cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;76%
norborn-2-ene
498-66-8

norborn-2-ene

propanone 1-oxime
306-44-5

propanone 1-oxime

C10H13NO2

C10H13NO2

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; trifluoroacetic acid In methanol at 20℃; Inert atmosphere;76%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

propanone 1-oxime
306-44-5

propanone 1-oxime

1,3-bis(trimethylsilyloxy)-1-aza-1,3-butadiene
130721-00-5

1,3-bis(trimethylsilyloxy)-1-aza-1,3-butadiene

Conditions
ConditionsYield
With triethylamine; zinc(II) chloride In benzene 1.) room temperature, 2.) 40 deg C;75%
water
7732-18-5

water

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

propanone 1-oxime
306-44-5

propanone 1-oxime

copper dichloride

copper dichloride

diaqua(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidecopper monohydrate

diaqua(chloro)(2-hydroxyimino-1-methylethylidene)benzhydrazidecopper monohydrate

Conditions
ConditionsYield
With sodium acetate In ethanol hot (50-55°C) ethanolic soln. of benzoylhydrazine and isonitroacetone were mixed with an ethanolic soln. of salt in the presence of sodium acetate (pH 8), the mixt. was stirred at 50-55°C for 60 min, cooled; ppt. was filtered, washed with alcohol and ether, air-dried; elem. anal.;75%
styrene
292638-84-7

styrene

propanone 1-oxime
306-44-5

propanone 1-oxime

1-(5-phenyl-4,5-dihydroisoxazol-3-yl)ethan-1-one
7064-03-1

1-(5-phenyl-4,5-dihydroisoxazol-3-yl)ethan-1-one

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; trifluoroacetic acid In methanol at 20℃; Inert atmosphere;75%
(2,6-difluorophenyl)hydrazine
119452-66-3

(2,6-difluorophenyl)hydrazine

propanone 1-oxime
306-44-5

propanone 1-oxime

2-[2-(2,6-difluorophenyl)hydrazinylidene]propanal oxime

2-[2-(2,6-difluorophenyl)hydrazinylidene]propanal oxime

Conditions
ConditionsYield
In ethanol for 3h; Reflux;75%
In ethanol for 3h; Reflux;75%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

propanone 1-oxime
306-44-5

propanone 1-oxime

2-methylquinoxaline
7251-61-8

2-methylquinoxaline

Conditions
ConditionsYield
In ethanol for 1.25h;74%
With acetic acid
With hydrogenchloride; acetic acid
p-toluidine
106-49-0

p-toluidine

propanone 1-oxime
306-44-5

propanone 1-oxime

4-methyl-5-p-tolyl-2,5-diaza-1-oxapentadiene
75511-45-4

4-methyl-5-p-tolyl-2,5-diaza-1-oxapentadiene

Conditions
ConditionsYield
In ethanol73%

306-44-5Relevant articles and documents

-

Singer,Vamplew

, p. 3052 (1957)

-

Involvement of the Enol Tautomers in the Nitrosation of Ketones

Leis, J. Ramon,Pena, M. Elena,Williams, D. Lyn H.

, p. 45 - 47 (1987)

Nitrosation of ketones involves reaction of the enol form; the rate limiting step can be either formation of the enol, or its reaction with the nitrosating agent.

Sterilization compound and preparation method and application thereof

-

Paragraph 0021; 0047; 0048; 0049, (2016/10/27)

The invention relates to the field of agricultural plant protection, and particularly relates to a sterilization compound and a preparation method and an application thereof. The compound has the structure represented by a formula defined in the specification, wherein R is selected from one of components defined in the specification; the compound has excellent bacteriostatic activity on potato phytophthora infestans, phytophthora capsici, phytophthora nicotianae, peronophthora litchii, pseudoperonospora cubensis and other plant pathogenic oomycetes, and has broad application prospects in prevention and control of oomycete diseases.

Palladium-Catalyzed Direct Arylation of Azine and Azole N-Oxides: Reaction Development, Scope and Applications in Synthesis

Campeau, Louis-Charles,Stuart, David R.,Leclerc, Jean-Philippe,Bertrand-Laperle, Megan,Villemure, Elisia,et al.

supporting information; experimental part, p. 3291 - 3306 (2009/07/30)

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