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764-48-7 Usage

Uses

According to HSDB , EGME has been used in the manufacture of plastics and lacquers and also in the production of protective coatings.

Check Digit Verification of cas no

The CAS Registry Mumber 764-48-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 4 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 764-48:
(5*7)+(4*6)+(3*4)+(2*4)+(1*8)=87
87 % 10 = 7
So 764-48-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H8O2/c1-2-6-4-3-5/h2,5H,1,3-4H2

764-48-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (E0518)  Ethylene Glycol Monovinyl Ether (stabilized with KOH)  >98.0%(GC)

  • 764-48-7

  • 25mL

  • 750.00CNY

  • Detail
  • TCI America

  • (E0518)  Ethylene Glycol Monovinyl Ether (stabilized with KOH)  >98.0%(GC)

  • 764-48-7

  • 100mL

  • 1,190.00CNY

  • Detail
  • TCI America

  • (E0518)  Ethylene Glycol Monovinyl Ether (stabilized with KOH)  >98.0%(GC)

  • 764-48-7

  • 500mL

  • 1,990.00CNY

  • Detail
  • Aldrich

  • (410020)  Ethyleneglycolvinylether  97%

  • 764-48-7

  • 410020-10ML

  • 542.88CNY

  • Detail
  • Aldrich

  • (410020)  Ethyleneglycolvinylether  97%

  • 764-48-7

  • 410020-50ML

  • 508.95CNY

  • Detail

764-48-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethylene glycol vinyl ether

1.2 Other means of identification

Product number -
Other names Ethanol, 2-(ethenyloxy)-

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:764-48-7 SDS

764-48-7Synthetic route

2-bromomethyl-1,3-dioxolane
4360-63-8

2-bromomethyl-1,3-dioxolane

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
With sodium In diethyl ether for 6h; Heating;70%
ethylene glycol
107-21-1

ethylene glycol

acetylene
74-86-2

acetylene

A

ethylene glycol divinyl ether
764-78-3

ethylene glycol divinyl ether

B

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
With sodium hydroxide; cesium fluoride In dimethyl sulfoxide at 100℃; for 6h;A 37%
B 12%
With potassium hydroxide; nitrogen at 120℃; under 11032.6 - 22065.2 Torr;
With potassium hydroxide; nitrogen at 120℃; under 11032.6 - 22065.2 Torr;
ethylene glycol
107-21-1

ethylene glycol

acetylene
74-86-2

acetylene

A

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

B

ethylene glycol divinyl ether
764-78-3

ethylene glycol divinyl ether

C

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
With sodium hydroxide; cesium fluoride at 138 - 142℃; under 10297.1 Torr; for 3.5h;A 4%
B 11%
C 26%
2-(2-vinyloxy-ethoxy)-[1,3,2]dioxaphospholane
14690-04-1

2-(2-vinyloxy-ethoxy)-[1,3,2]dioxaphospholane

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
With potassium hydroxide
2-[2-(ethenyloxy)ethoxy]ethan-1-ol
929-37-3

2-[2-(ethenyloxy)ethoxy]ethan-1-ol

A

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

B

ethanol
64-17-5

ethanol

C

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
With potassium hydroxide at 170 - 250℃; Product distribution;
diethylene glycol
111-46-6

diethylene glycol

A

formaldehyd
50-00-0

formaldehyd

B

ethanol
64-17-5

ethanol

C

ethene
74-85-1

ethene

D

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

E

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With oxygen at 400℃; for 0.333333h; Product distribution;
2-bromomethyl-1,3-dioxolane
4360-63-8

2-bromomethyl-1,3-dioxolane

diethyl ether
60-29-7

diethyl ether

sodium

sodium

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

1,4-dioxane
123-91-1

1,4-dioxane

A

trimethylene oxide
503-30-0

trimethylene oxide

B

formaldehyd
50-00-0

formaldehyd

C

ethene
74-85-1

ethene

D

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

E

H2

H2

Conditions
ConditionsYield
Mechanism; Product distribution; Quantum yield; Irradiation; 185 nm vacuum-ultraviolet photolysis;
ethylene glycol
107-21-1

ethylene glycol

acetylene
74-86-2

acetylene

KOH

KOH

A

ethylene glycol divinyl ether
764-78-3

ethylene glycol divinyl ether

B

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

C

2-methyl-1.3-dioxolane

2-methyl-1.3-dioxolane

Conditions
ConditionsYield
at 180℃; unter Druck;
at 120℃; unter Druck;
at 120℃; unter Druck;
at 180℃; unter Druck;
bromoacetaldehyde ethylenacetal

bromoacetaldehyde ethylenacetal

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
With diethyl ether; sodium
Vinyl bromide
593-60-2

Vinyl bromide

ethylene glycol
107-21-1

ethylene glycol

potassium salt of ethylene glycol

potassium salt of ethylene glycol

A

ethylene glycol divinyl ether
764-78-3

ethylene glycol divinyl ether

B

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
at 120℃; unter Druck;
ethylene glycol
107-21-1

ethylene glycol

potassium salt with vinyl bromide

potassium salt with vinyl bromide

A

ethylene glycol divinyl ether
764-78-3

ethylene glycol divinyl ether

B

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
at 120℃; unter Druck;
ethylene glycol
107-21-1

ethylene glycol

acetylene
74-86-2

acetylene

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

Conditions
ConditionsYield
With potassium hydroxide at 150℃; for 4h; Autoclave;
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-Chloro-2-oxo-1,3,2-dioxaphospholane
6609-64-9

2-Chloro-2-oxo-1,3,2-dioxaphospholane

2-ethylene glycol vinyl ether-1,3,2-dioxaphospholane 2-oxide

2-ethylene glycol vinyl ether-1,3,2-dioxaphospholane 2-oxide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at -20 - 20℃; for 2h;100%
With triethylamine In dichloromethane at 4℃; for 12h;76%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

bis(1,3-dioxolan-2-ylmethyl)selenide
1398507-23-7

bis(1,3-dioxolan-2-ylmethyl)selenide

Conditions
ConditionsYield
Stage #1: ethyleneglycol vinyl ether In chloroform at -20 - 20℃; for 0.5h;
Stage #2: With sodium hydrogencarbonate In chloroform at 20℃; for 6h; Reagent/catalyst;
100%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-propanesulfonyl chloride
10147-37-2

2-propanesulfonyl chloride

1-vinyloxethyl propane 2-sulfonate
810668-09-8

1-vinyloxethyl propane 2-sulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;97.7%
bromobenzene
108-86-1

bromobenzene

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-methyl-2-phenyl-1,3-dioxolane
3674-77-9

2-methyl-2-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; triethylammonium tetrafluoroborate; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate; diisopropylamine at 115℃; for 2h; Heck arylation;97%
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine In ethylene glycol at 145℃; for 2h; Heck reaction; Inert atmosphere; regioselective reaction;88%
With 1,3-bis-(diphenylphosphino)propane; triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate at 115℃; for 18h; Heck reaction;83%
With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; thallium(I) acetate; triethylamine In N,N-dimethyl-formamide at 80℃; for 144h;81%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

para-bromoacetophenone
99-90-1

para-bromoacetophenone

1,4-Diacetylbenzene
1009-61-6

1,4-Diacetylbenzene

Conditions
ConditionsYield
Stage #1: ethyleneglycol vinyl ether; para-bromoacetophenone With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine In isopropyl alcohol at 115℃; Heck reaction; Inert atmosphere;
Stage #2: With hydrogenchloride; water In isopropyl alcohol for 0.5h;
97%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

bromostyrene
103-64-0

bromostyrene

(E)-2-methyl-2-styryl-1,3-dioxolane
63511-95-5

(E)-2-methyl-2-styryl-1,3-dioxolane

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine In dimethyl sulfoxide at 115℃; for 4h; Heck vinylation; Inert atmosphere; regioselective reaction;97%
5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione
26166-92-7

5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-(2,6-dioxo-3-piperidyl)-5-[2-(2-hydroxyethoxy)ethyl]isoindoline-1,3-dione

2-(2,6-dioxo-3-piperidyl)-5-[2-(2-hydroxyethoxy)ethyl]isoindoline-1,3-dione

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); N-Methyldicyclohexylamine In 1,4-dioxane at 25℃; for 16h;97%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-propynyl chloride
624-65-7

2-propynyl chloride

ethylene glycol vinyl propargyl diether
14846-79-8

ethylene glycol vinyl propargyl diether

Conditions
ConditionsYield
With sodium hydroxide; tributyl-amine In water at 50 - 60℃; for 3h; Product distribution; other catalyst;96.8%
With sodium hydroxide; tributyl-amine In water at 50 - 60℃; for 3h;96.8%
o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-(2-fluorophenyl)-2-methyl-1,3-dioxolane
261966-94-3

2-(2-fluorophenyl)-2-methyl-1,3-dioxolane

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate at 115℃; for 24h; Heck reaction;96%
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine In ethylene glycol at 145℃; Heck reaction; Inert atmosphere; regioselective reaction;77%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

2-(4-fluorophenyl)-2-methyl-1,3-dioxolane
36881-03-5

2-(4-fluorophenyl)-2-methyl-1,3-dioxolane

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; triethylammonium tetrafluoroborate; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate; diisopropylamine at 115℃; for 2h; Heck arylation;96%
With 1,3-bis-(diphenylphosphino)propane; triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate at 115℃; for 24h; Heck reaction;86%
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine In ethylene glycol at 145℃; Heck reaction; Inert atmosphere; regioselective reaction;85%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

4-Ethynyl-benzoic acid
10602-00-3

4-Ethynyl-benzoic acid

2-vinyloxyethyl 4-ethynylbenzoate

2-vinyloxyethyl 4-ethynylbenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 25℃; for 18h; Inert atmosphere;96%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

4-fluorobenzalaniline
5676-81-3, 102904-34-7

4-fluorobenzalaniline

(R)-N-(2-(1,3-dioxolan-2-yl)-1-(4-fluorophenyl)ethyl)aniline

(R)-N-(2-(1,3-dioxolan-2-yl)-1-(4-fluorophenyl)ethyl)aniline

Conditions
ConditionsYield
Stage #1: 4-fluorobenzalaniline With (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; magnesium sulfate In toluene at -10℃; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: ethyleneglycol vinyl ether In toluene at -10℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry; enantioselective reaction;
96%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

toluene-4-sulfonic acid 2-vinyloxy-ethyl ester
99051-18-0

toluene-4-sulfonic acid 2-vinyloxy-ethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 4h;95.46%
With dmap; triethylamine In dichloromethane94%
With pyridine at 0℃; for 1h;90%
With dmap; triethylamine In dichloromethane for 48h;65%
With pyridine In acetone
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

allyl bromide
106-95-6

allyl bromide

1-allyloxy-2-vinyloxyethane
17271-00-0

1-allyloxy-2-vinyloxyethane

Conditions
ConditionsYield
With sodium hydroxide; PEG-1 In water at 20℃; for 6.5h; Product distribution; other time, other temperature, other ratio, without catalyst;95.3%
With sodium hydroxide; PEG-1 In water at 20℃; for 6.5h;95.3%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

C16H36O4Si4

C16H36O4Si4

C32H68O12Si4

C32H68O12Si4

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 95℃; for 4h; Inert atmosphere; regioselective reaction;95%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-iodobenzonitrile
4387-36-4

2-iodobenzonitrile

C11H11NO2

C11H11NO2

Conditions
ConditionsYield
With copper(l) iodide; sodium t-butanolate In N,N-dimethyl-formamide for 24h; Schlenk technique; Inert atmosphere; Molecular sieve; Heating;95%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

4-(2-methyl-[1,3]dioxolan-2-yl)benzonitrile
14517-91-0

4-(2-methyl-[1,3]dioxolan-2-yl)benzonitrile

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate; palladium diacetate at 115℃; for 24h; Heck reaction;94%
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine In ethylene glycol at 145℃; Heck reaction; Inert atmosphere; regioselective reaction;86%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

triphenylstannane
892-20-6

triphenylstannane

(C6H5)3SnCH2CH2OCH2CH2OH
918162-79-5

(C6H5)3SnCH2CH2OCH2CH2OH

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); diphenyl diselenide In neat (no solvent) heating a mixt. of tin compd., alkene, Se compd. and AIBN at 80°Cfor 2.5 h with stirring;94%
With 2,2'-azobis(isobutyronitrile) In neat (no solvent) heating a mixt. of tin compd., alkene and AIBN at 80°C for 2.5 h with stirring;77%
5-bromo-3-pyridine carboxylic acid methyl ester
29681-44-5

5-bromo-3-pyridine carboxylic acid methyl ester

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

C11H13NO4
1072933-65-3

C11H13NO4

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine at 140℃; for 2h; Heck reaction;94%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

4-(1H-1,2,4-triazol-1-yl)benzaldehyde
27996-86-7

4-(1H-1,2,4-triazol-1-yl)benzaldehyde

1-(4-(1H-1,2,4-triazol-1-yl)phenyl)-2-(1,3-dioxolan-2-yl)ethanol

1-(4-(1H-1,2,4-triazol-1-yl)phenyl)-2-(1,3-dioxolan-2-yl)ethanol

Conditions
ConditionsYield
Stage #1: ethyleneglycol vinyl ether With isopropylmagnesium bromide In diethyl ether at 25℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: 4-(1H-1,2,4-triazol-1-yl)benzaldehyde With scandium tris(trifluoromethanesulfonate) at 40℃; for 20h; Schlenk technique; Inert atmosphere;
94%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

N-(2-bromobenzylidene)aniline
32347-03-8, 41077-23-0

N-(2-bromobenzylidene)aniline

(R)-N-(1-(2-bromophenyl)-2-(1,3-dioxolan-2-yl)ethyl)aniline

(R)-N-(1-(2-bromophenyl)-2-(1,3-dioxolan-2-yl)ethyl)aniline

Conditions
ConditionsYield
Stage #1: N-(2-bromobenzylidene)aniline With (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; magnesium sulfate In toluene at -10℃; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: ethyleneglycol vinyl ether In toluene at -10℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry; enantioselective reaction;
94%
4'-Bromopropiophenone
10342-83-3

4'-Bromopropiophenone

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

A

2-(4-propionylbenzyl)-1,3-dioxolane

2-(4-propionylbenzyl)-1,3-dioxolane

B

1-(2-hydroxyethoxy)-1-(4-propionylphenyl)ethene

1-(2-hydroxyethoxy)-1-(4-propionylphenyl)ethene

Conditions
ConditionsYield
With cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In N,N-dimethyl-formamide at 130℃; for 20h;A 93%
B 5 % Spectr.
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-bromonaphthalene
580-13-2

2-bromonaphthalene

methyl 2-naphthyl ketone
93-08-3

methyl 2-naphthyl ketone

Conditions
ConditionsYield
Stage #1: ethyleneglycol vinyl ether; 2-bromonaphthalene With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine In isopropyl alcohol at 115℃; Heck reaction; Inert atmosphere;
Stage #2: With hydrogenchloride; water In isopropyl alcohol for 0.5h;
93%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

2-formylbenzo[b]furan
4265-16-1

2-formylbenzo[b]furan

1-(benzofuran-2-yl)-2-(1,3-dioxolan-2-yl)ethanol

1-(benzofuran-2-yl)-2-(1,3-dioxolan-2-yl)ethanol

Conditions
ConditionsYield
Stage #1: ethyleneglycol vinyl ether With isopropylmagnesium bromide In diethyl ether at 25℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: 2-formylbenzo[b]furan With scandium tris(trifluoromethanesulfonate) at 40℃; for 12h; Schlenk technique; Inert atmosphere;
93%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

methyl 3-((phenylimino)methyl)benzoate
1159445-34-7

methyl 3-((phenylimino)methyl)benzoate

methyl (R)-3-(2-(1,3-dioxolan-2-yl)-1-(phenylamino)ethyl)benzoate

methyl (R)-3-(2-(1,3-dioxolan-2-yl)-1-(phenylamino)ethyl)benzoate

Conditions
ConditionsYield
Stage #1: methyl 3-((phenylimino)methyl)benzoate With (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; magnesium sulfate In toluene at -10℃; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: ethyleneglycol vinyl ether In toluene at -10℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry; enantioselective reaction;
93%
1-bromo-butane
109-65-9

1-bromo-butane

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

ethylene glycol n-butyl vinyl diether
4223-11-4

ethylene glycol n-butyl vinyl diether

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water92.1%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

A

4-(2-methyl-[1,3]dioxolan-2-yl)benzonitrile
14517-91-0

4-(2-methyl-[1,3]dioxolan-2-yl)benzonitrile

B

4-(1,3-dioxolan-2-ylmethyl)benzonitrile

4-(1,3-dioxolan-2-ylmethyl)benzonitrile

Conditions
ConditionsYield
With potassium carbonate; (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; bis(η3-allyl-μ-chloropalladium(II)) In N,N-dimethyl-formamide at 130℃; for 20h; Heck reaction;A n/a
B 92%
With cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In N,N-dimethyl-formamide at 130℃; for 20h;A 2 % Spectr.
B 92%
3-bromoquinoline
5332-24-1

3-bromoquinoline

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

C13H13NO2
1072933-62-0

C13H13NO2

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine In ethylene glycol at 140℃; for 2h; Heck reaction;92%
3-bromo-5-methoxypyridine
50720-12-2

3-bromo-5-methoxypyridine

2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

C10H13NO3
1072933-64-2

C10H13NO3

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine at 140℃; for 1h; Heck reaction;92%
2-hydroxyethyl vinyl ether
764-48-7

2-hydroxyethyl vinyl ether

(E)-4-(2-bromo-vinyl)-anisole
6303-59-9, 60592-52-1, 27570-08-7

(E)-4-(2-bromo-vinyl)-anisole

(E)-2-(4-methoxystyryl)-2-methyl-1,3-dioxolane

(E)-2-(4-methoxystyryl)-2-methyl-1,3-dioxolane

Conditions
ConditionsYield
With palladium diacetate; triethylamine; diphenylphosphino(diphenylphosphonyl)propane In dimethyl sulfoxide at 115℃; for 1h; Heck vinylation; Inert atmosphere; regioselective reaction;92%

764-48-7Relevant articles and documents

Modified copolymers of bifunctional vinyl ethers with methyl vinyl sulfide as active matrices of solid superbases

Trofimov,Morozova,Mikhaleva,Markova,Tatarinova,Henkelmann

experimental part, p. 2111 - 2116 (2010/05/02)

Reactive linear and crosslinked copolymers of diethylene glycol divinyl ether and ethylene glycol vinyl glycidyl ether with methyl vinyl sulfide have been synthesized in the presence of 2,2′-azobis(isobutyronitrile) (2%, 60 °C, 45-55 h) in ~53% yield. The hydrolyzed at the residual vinyloxy and epoxy groups and oxidized at the methylthio groups copolymers upon treatment with KOH afford alkoxide (complex) and crown-like superbases. They are capable of catalyzing the acetone ethynylation, as well as the prototropic isomerization of methyl propargyl ether to allenyl methyl ether and vinylation of ethylene and diethylene glycols with acetylene.

PYROLYTIC TRANSFORMATION OF THE VINYL MONOETHERS OF DIOLS IN THE PRESENCE OF ALKALIS

Trofimov, B. A.,Oparina, L. A.,Parshina, L. N.,Lavrov, V. I.,Grigorenko, V. I.,Zhumabekov, M. K.

, p. 1424 - 1428 (2007/10/02)

The alkaline pyrolysis of the vinyl monoethers of diols takes place at 170-250 deg C and is accompanied by cycloacetalization (ethylene glycol, 1,3-propanediol), by processes involving cleavage of the C-O bonds (diethylene glycol, 1,4-butanediol), and also by the release of hydrogen, carbon dioxide, methane, ethane, acetylene, and C3 to C5 hydrocarbons.Distillation of ethylene glycol vinyl monoether with potassium hydroxide, sodium hydroxide, and lithium hydroxide can result in explosion as a result of the vigorous and exothermic release of gas.

HOMOLYTIC DISPLACEMENT AT CARBON. XI. INTRAMOLECULAR HOMOLYTIC DISPLACEMENT AS A ROUTE TO CYCLOPENTANE AND TETRAHYDROFURAN DERIVATIVES FROM HEX-5-ENYL- AND HEX-3-OXO-5-ENYLCOBALOXIMES

Bongars, Christophe,Bougeard, Peter,Bury, Adrian,Cooksey, Christopher J.,Johnson, Michael D.,et al.

, p. 163 - 172 (2007/10/02)

5-Methylhex-5-enylcobaloxime reacts with carbon tetrachloride and with fluorotrichloromethane at 80-100 deg C to give substantially pure 1-methyl-1-(Β,Β,Β-trichloroethyl)- and 1-methyl-1-(β-fluoro-β,β-dichloroethyl)-cyclopentane.Hex-5-enylcobaloxime also gives trichloroethylcyclopentane from carbon tetrachloride, but the yield is dependent on the concentration of carbon tetrachloride.Similar cyclisation to give trichloroethyl- or fluorodichloroethyltetrahydrofuran is observed in the reactions of hex-3-oxo-5-enylcobaloxime with carbon tetrachloride and fluorotrichloromethane.However, no cyclisation was observed in the reactions of the ester, hex-2-one-3-oxo-5-enylcobaloxime, with carbon tetrachloride.These reactions are believed to take place by attack of a polyhalogenomethyl radical at the terminal unsaturated carbon of the organic ligand, followed either by an intramolecular homolytic displacement in which the carbon radical at position-5 attacks carbon-1 with displacement of cobaloxime(II), or by a halogen atom abstraction.

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