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  • 3047-32-3 Structure
  • Basic information

    1. Product Name: 3-ETHYL-3-OXETANEMETHANOL
    2. Synonyms: 2-HYDROXYMETHYL-2-ETHYL-1,3-EPOXYPROPANE;3-ETHYL-3-OXETANEMETHANOL;3-ETHYL-3-HYDROXYMETHYLOXETANE;3-HYDROXYMETHYL-3-ETHYLOXETANE;3-ethyl-3-oxetanemethano;3-Ethyl-3-oxethanemethanol;3-ethyloxetane-3-methanol;Trimethylolpropaneoxetane,TMPO
    3. CAS NO:3047-32-3
    4. Molecular Formula: C6H12O2
    5. Molecular Weight: 116.16
    6. EINECS: 221-254-0
    7. Product Categories: Oxetanes;Simple 4-Membered Ring Compounds;Alcohols;C2 to C6;Oxygen Compounds;Asymmetric Synthesis;Building Blocks;C2 to C6;Chemical Synthesis;Chiral Building Blocks;Heterocyclic Building Blocks;Organic Building Blocks;Oxygen Compounds
    8. Mol File: 3047-32-3.mol
    9. Article Data: 10
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 96 °C4 mm Hg(lit.)
    3. Flash Point: 227 °F
    4. Appearance: Clear colorless/Liquid
    5. Density: 1.019 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.0689mmHg at 25°C
    7. Refractive Index: n20/D 1.453(lit.)
    8. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    9. Solubility: N/A
    10. PKA: 14.58±0.10(Predicted)
    11. Water Solubility: Miscible in water.
    12. CAS DataBase Reference: 3-ETHYL-3-OXETANEMETHANOL(CAS DataBase Reference)
    13. NIST Chemistry Reference: 3-ETHYL-3-OXETANEMETHANOL(3047-32-3)
    14. EPA Substance Registry System: 3-ETHYL-3-OXETANEMETHANOL(3047-32-3)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 36/37/38-22
    3. Safety Statements: 37/39-26-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 3047-32-3(Hazardous Substances Data)

3047-32-3 Usage

Chemical Properties

clear colorless liquid

Uses

3-Ethyl-3-oxetanemethanol is used as pharmaceutical intermediate.

Check Digit Verification of cas no

The CAS Registry Mumber 3047-32-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,4 and 7 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3047-32:
(6*3)+(5*0)+(4*4)+(3*7)+(2*3)+(1*2)=63
63 % 10 = 3
So 3047-32-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O2/c1-2-6(3-7)4-8-5-6/h7H,2-5H2,1H3

3047-32-3 Well-known Company Product Price

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

  • (H53497)  3-Ethyl-3-oxetanemethanol, 97%   

  • 3047-32-3

  • 5g

  • 405.0CNY

  • Detail
  • Alfa Aesar

  • (H53497)  3-Ethyl-3-oxetanemethanol, 97%   

  • 3047-32-3

  • 25g

  • 1617.0CNY

  • Detail
  • Aldrich

  • (444197)  3-Ethyl-3-oxetanemethanol  96%

  • 3047-32-3

  • 444197-10G

  • 971.92CNY

  • Detail

3047-32-3SDS

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-ethyloxetan-3-yl)methanol

1.2 Other means of identification

Product number -
Other names 2-Hydroxymethyl-2-ethyl-1,3-epoxypropane

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:3047-32-3 SDS

3047-32-3Synthetic route

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With potassium carbonate; Diethyl carbonate at 110℃;72%
With potassium hydroxide; Diethyl carbonate In ethanol for 2h; Reflux;64.7%
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Diethyl carbonate
105-58-8

Diethyl carbonate

3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With potassium hydroxide at 180℃; unter vermindertem Druck;
With potassium hydroxide
With potassium carbonate
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Diethyl carbonate
105-58-8

Diethyl carbonate

ethanolic KOH-solution

ethanolic KOH-solution

3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
Erhitzen des Reaktionsprodukts auf Temperaturen oberhalb von 180grad;
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

Diethyl carbonate
105-58-8

Diethyl carbonate

A

3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

B

trimethylolpropane cyclic monocarbonate

trimethylolpropane cyclic monocarbonate

Conditions
ConditionsYield
Stage #1: 1,1,1-tri(hydroxymethyl)propane; Diethyl carbonate With potassium hydroxide at 120℃;
Stage #2: at 250℃; under 6.00048 Torr; Title compound not separated from byproducts;
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With potassium hydroxide
trimethylene oxide
503-30-0

trimethylene oxide

carbon dioxide
124-38-9

carbon dioxide

3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With bis(acetylacetonate)oxovanadium; tetrabutylammomium bromide In toluene at 60℃; under 26252.6 Torr; for 8h; Autoclave; Cooling with ice; chemoselective reaction;
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

A

3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

B

3,9-diethyl-3,9-dihydroxymethyl-1,5,7,11-tetraoxaspiro[5,5]undecane
65282-19-1

3,9-diethyl-3,9-dihydroxymethyl-1,5,7,11-tetraoxaspiro[5,5]undecane

C

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane
23235-61-2

3,3,7,7-tetra(hydroxymethyl)-5-oxanonane

Conditions
ConditionsYield
Stage #1: 1,1,1-tri(hydroxymethyl)propane With urea In water at 100 - 150℃; under 300 - 600 Torr; Alkaline conditions; Large scale;
Stage #2: In water at 100 - 195℃; under 45 Torr; Pyrolysis; Large scale;
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

A

3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

B

3,9-diethyl-3,9-dihydroxymethyl-1,5,7,11-tetraoxaspiro[5,5]undecane
65282-19-1

3,9-diethyl-3,9-dihydroxymethyl-1,5,7,11-tetraoxaspiro[5,5]undecane

Conditions
ConditionsYield
Stage #1: 1,1,1-tri(hydroxymethyl)propane With zinc diacetate; urea; potassium hydroxide at 140℃; under 300 Torr;
Stage #2: at 195 - 215℃; under 10 - 50 Torr; Pyrolysis;
A 42 %Spectr.
B 18 %Spectr.
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(3-ethyl-3-oxetanyl)methyl methanesulfonate
3893-75-2

(3-ethyl-3-oxetanyl)methyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 25℃; for 2h; Product distribution / selectivity; Inert atmosphere;99%
With triethylamine In toluene at 5 - 20℃; for 6h;95%
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Concentration; Temperature;93%
With triethylamine
With triethylamine In diethyl ether for 1h;
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

3-ethyl-3-(acryloyloxymethyl)oxetane
41988-14-1

3-ethyl-3-(acryloyloxymethyl)oxetane

Conditions
ConditionsYield
With mesoporous silica gel supported organotin catalyst for 6h; Reflux;98.5%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

(3-ethyloxetan-3-yl)methyl 4-methylbenzenesulfonate
237403-65-5

(3-ethyloxetan-3-yl)methyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
Stage #1: p-toluenesulfonyl chloride With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; toluene at 5℃;
Stage #2: 3-ethyl-3-(hydroxymethyl)oxetane In water; toluene at 10 - 20℃; for 6h;
95%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;91%
With sodium hydroxide; tetramethylammonium bromide In water; toluene at 5 - 20℃; for 17.5h;90%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

9,10-epoxy-18-hydroxyoctadecanoic acid
3233-92-9

9,10-epoxy-18-hydroxyoctadecanoic acid

hexanedioic acid dimethyl ester
627-93-0

hexanedioic acid dimethyl ester

A

C72H126O15

C72H126O15

B

C126H222O24

C126H222O24

Conditions
ConditionsYield
With Candida antarctica lipase B at 85℃; for 2h; Enzymatic reaction;A 94%
B 65%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

3-ethyl-3-[(allyloxy)methyl]oxetane

3-ethyl-3-[(allyloxy)methyl]oxetane

Conditions
ConditionsYield
With potassium hydroxide In tetrabutylammomium bromide; water; allyl bromide92%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5078 Da, PDI 1.60, degree of branching 42 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5078 Da, PDI 1.60, degree of branching 42 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 30℃; for 48h;91%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

C48H48Cl4F12O4

C48H48Cl4F12O4

C72H92F12O12

C72H92F12O12

Conditions
ConditionsYield
Stage #1: 3-ethyl-3-(hydroxymethyl)oxetane With sodium hydride In hexane; mineral oil at 20℃; for 1h; Inert atmosphere;
Stage #2: C48H48Cl4F12O4 In hexane; N,N-dimethyl-formamide; mineral oil at 50℃; for 4h;
90.3%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

2-(bromomethyl)-2-ethyl-1,3-propanediol
32321-45-2

2-(bromomethyl)-2-ethyl-1,3-propanediol

Conditions
ConditionsYield
With hydrogen bromide In tetrahydrofuran; water at 25℃; for 5h;90%
With hydrogen bromide In tetrahydrofuran; water at 0 - 20℃;81%
With hydrogen bromide
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 4731 Da, PDI 1.61, degree of branching 36 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 4731 Da, PDI 1.61, degree of branching 36 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 48h;90%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5374 Da, PDI 1.42, degree of branching 41 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5374 Da, PDI 1.42, degree of branching 41 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 48h;90%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

propargyl alcohol
107-19-7

propargyl alcohol

C158H314O53

C158H314O53

Conditions
ConditionsYield
Stage #1: propargyl alcohol With boron trifluoride diethyl etherate In dichloromethane at 35℃; Inert atmosphere;
Stage #2: 3-ethyl-3-(hydroxymethyl)oxetane In dichloromethane for 24h; Inert atmosphere;
90%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

2-(chloromethyl)-2-ethyl-1,3-propanediol
16081-43-9

2-(chloromethyl)-2-ethyl-1,3-propanediol

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃;89%
With hydrogenchloride
With hydrogenchloride In chloroform
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 4890 Da, PDI 1.54, degree of branching 15 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 4890 Da, PDI 1.54, degree of branching 15 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -30℃; for 48h;89%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5266 Da, PDI 1.45, degree of branching 39 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5266 Da, PDI 1.45, degree of branching 39 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 10℃; for 48h;87%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5412 Da, PDI 1.46, degree of branching 31 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5412 Da, PDI 1.46, degree of branching 31 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -10℃; for 48h;86%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

3-ethyloxetane-3-carboxylic acid
28562-61-0

3-ethyloxetane-3-carboxylic acid

Conditions
ConditionsYield
With Jones reagent In acetone at -5 - 25℃; for 6h;86%
With Jones reagent In acetone at 0 - 20℃; for 6h;50.4%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

Hexafluorobenzene
392-56-3

Hexafluorobenzene

3-ethyl-3-(2,3,4,5,6-pentafluorophenoxymethyl)oxetan

3-ethyl-3-(2,3,4,5,6-pentafluorophenoxymethyl)oxetan

Conditions
ConditionsYield
With potassium hydride In toluene at 20℃; for 22h; Inert atmosphere; Cooling with ice;86%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

trifluoromethanol
1493-11-4

trifluoromethanol

1,3-dimethylperfluorobenzene
80979-93-7

1,3-dimethylperfluorobenzene

C15H17F5O3

C15H17F5O3

Conditions
ConditionsYield
Stage #1: 3-ethyl-3-(hydroxymethyl)oxetane; 2,4,5,6-tetrafluoro-m-xylene With potassium hydride In tetrahydrofuran at 20℃; for 22h; Inert atmosphere; Cooling with ice;
Stage #2: trifluoromethanol With potassium hydride In tetrahydrofuran at 20℃; for 20h;
86%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

C19H19BrCl2

C19H19BrCl2

C31H41BrO4

C31H41BrO4

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;86%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

C19H19BrCl2

C19H19BrCl2

C31H41BrO4

C31H41BrO4

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;86%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5243 Da, PDI 1.38, degree of branching 22 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5243 Da, PDI 1.38, degree of branching 22 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -20℃; for 48h;85%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5425 Da, PDI 1.33, degree of branching 9 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 5425 Da, PDI 1.33, degree of branching 9 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -50℃; for 48h;84%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

2,2,3,3,4,4,4-heptafluorobutoxypentafluorobenzene

2,2,3,3,4,4,4-heptafluorobutoxypentafluorobenzene

C16H13F11O3

C16H13F11O3

Conditions
ConditionsYield
With potassium hydride In toluene at 20℃; for 20h; Inert atmosphere; Cooling with ice;84%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 4987 Da, PDI 1.57, degree of branching 11 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

polymer, Mn 4987 Da, PDI 1.57, degree of branching 11 percent; monomer(s): 3-ethyl-3-(hydroxymethyl)oxetane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -40℃; for 48h;83%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

3-ethyloxetane-3-carbaldehyde
98485-37-1

3-ethyloxetane-3-carbaldehyde

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 20℃; for 5h;82.3%
With oxalyl dichloride; dimethyl sulfoxide; triethylamine 1.) CH2Cl2, 2.) CH2Cl2; Multistep reaction;
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

epichlorohydrin
106-89-8

epichlorohydrin

3-ethyl-3-[(ethylene oxide)(methoxy)methyl]oxetane
15957-34-3

3-ethyl-3-[(ethylene oxide)(methoxy)methyl]oxetane

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate for 5.5h;82%
With sodium hydroxide at 0 - 50℃; for 15h;72%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

allyl bromide
106-95-6

allyl bromide

3-ethyl-3-[(allyloxy)methyl]oxetane

3-ethyl-3-[(allyloxy)methyl]oxetane

Conditions
ConditionsYield
Stage #1: 3-ethyl-3-(hydroxymethyl)oxetane With sodium hydride In dichloromethane at 0℃;
Stage #2: allyl bromide In dichloromethane at 20℃; for 24h;
81%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

bis(3-ethyl-3-hydroxymethyloxetane)fumarate

bis(3-ethyl-3-hydroxymethyloxetane)fumarate

Conditions
ConditionsYield
Stage #1: (2E)-but-2-enedioic acid With thionyl chloride at 70℃; for 5h;
Stage #2: 3-ethyl-3-(hydroxymethyl)oxetane at 20℃; for 10h;
81%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

3-ethyl-3-(5-norbornene-2-carbonyloxymethyl)-1-oxetane

3-ethyl-3-(5-norbornene-2-carbonyloxymethyl)-1-oxetane

Conditions
ConditionsYield
Stage #1: 5-norbornene-endo-2-carboxylic acid With thionyl chloride at 75℃; for 6h;
Stage #2: 3-ethyl-3-(hydroxymethyl)oxetane With triethylamine In dichloromethane at 20℃; for 12h; Temperature; Inert atmosphere;
81%
3-ethyl-3-(hydroxymethyl)oxetane
3047-32-3

3-ethyl-3-(hydroxymethyl)oxetane

3-methyl-bicyclo<2,2,1>-5-hepten-2-carboxylic acid
53624-84-3

3-methyl-bicyclo<2,2,1>-5-hepten-2-carboxylic acid

5-norbornene-3-methyl-2-carboxylic acid glycidyl ester

5-norbornene-3-methyl-2-carboxylic acid glycidyl ester

Conditions
ConditionsYield
Stage #1: 3-methyl-bicyclo<2,2,1>-5-hepten-2-carboxylic acid With oxalyl dichloride at 80℃; for 4h;
Stage #2: 3-ethyl-3-(hydroxymethyl)oxetane With triethylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;
81%

3047-32-3Relevant articles and documents

Preparation method and applications of acrylic acid(3-ethyl-3-oxetanyl)methyl ester

-

Paragraph 0054-0056, (2020/02/10)

The invention provides a preparation method and applications of acrylic acid(3-ethyl-3-oxetanyl)methyl ester. The method comprises N parts, wherein the steps of the Nth part comprise: 1, carrying outa transesterification reaction by using methyl acrylate and 3-ethyl-3-hydroxymethyl oxetane as raw materials and using the kettle residue material of the (N-1)th part as a catalyst, and extracting methanol and methyl acrylate azeotrope in the reaction process, and 2, sequentially extracting a methyl acrylate distillate, a front distillate and a product from the material after the reaction in the step 1 of the Nth part, and remaining the kettle residue materials, and the steps of the 1th part comprise: 1) carrying out a transesterification reaction by using methyl acrylate and 3-ethyl-3-hydroxymethyl oxetane as raw materials and using mesoporous silica gel loaded organic tin as a catalyst, and extracting methanol and methyl acrylate azeotrope in the reaction process; and 2) sequentially extracting methyl acrylate distillate, front distillate and a product from the material after the reaction in the step 1) of the 1th part, and remaining kettle residue material.

Synthesis and polymerization of alkyl halide-functional cyclic carbonates

Mindemark, Jonas,Bowden, Tim

experimental part, p. 5716 - 5722 (2012/03/26)

To increase the diversity in functional aliphatic polycarbonates, a series of novel chloro- and bromo-functional six-membered cyclic carbonate monomers were synthesized. Despite asymmetry in the monomer functionalities, homopolymerization of the monomers afforded semicrystalline polycarbonates with a high tendency to crystallize from the melt and/or on precipitation from a THF solution. Melting points were found in the 90-105 °C or 120-155 °C range for polymers comprising methyl or ethyl moieties, respectively, in the backbone. The monomers were further copolymerized with trimethylene carbonate to form random copolymers. Even among some of these random copolymers elements of semicrystallinity were found as confirmed by melting endotherms in DSC. The results clearly show that the incorporation of alkyl halide functionalities in aliphatic polycarbonates may lead to materials with a high ability to form crystallites, even in random copolymers, likely driven by polar interactions due to the presence of the halide functionalities.

Fast monomers: Factors affecting the inherent reactivity of acrylate monomers in photoinitiated acrylate polymerization

Jansen, Johan F. G. A.,Dias, Aylvin A.,Dorschu, Marko,Coussens, Betty

, p. 3861 - 3873 (2007/10/03)

A systematic study on the effect of molecular structure on the photoinitiated polymerization of acrylates was undertaken. Initially, the research was focused on the effect of hydrogen bonding, and it was found that preorganization via hydrogen bonding enhances the maximum rate of polymerization (Rp). This hydrogen bonding facilitated preorganization also affected the tacticity of the resultant polymer. Next, the effect of polarity as represented by the calculated dipole moment (μcalc) of a given monomer was investigated. A direct linear correlation between Rp and the calculated Boltzmann-averaged dipole moment (μcalc) was observed. The Rp-μcalc correlation holds for pure monomers, mixtures of monomers, and even mixtures of monomers with inert solvents. This correlation enables the rational design of monomers with a required reactivity. In addition, these studies suggest that the propagation step of polymerization is influenced by hydrogen bonding while the dipole moment influences the termination rate constant. These two mechanistic explanations can be regarded as complementary factors that influence the speed of acrylate polymerization.

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