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96-35-5 Usage

Chemical Properties

Clear colorless liquid

Uses

Methyl glycolate is a chemical reagent used in the synthesis of taxol and rapamycin. It is used in leather tanning and textile dyeing. It acts as a flavoring agent, preservative in food processing, in water treatment industries and as chemical intermediates. Further, it is used in emulsion polymers, ink and paint additive to improve flow properties and impart gloss. It plays an important role in producing triisopropylsilanyloxy-acetic acid methyl ester using imidazole as reagent.

General Description

Synthesis of methyl glycolate from the carbonylation of HCHO using heteropoly acids (HPAs) as catalysts, followed by esterification with methanol was reported. Size-selective vibrational spectroscopy of methyl glycolate clusters was reported.

Check Digit Verification of cas no

The CAS Registry Mumber 96-35-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 6 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 96-35:
(4*9)+(3*6)+(2*3)+(1*5)=65
65 % 10 = 5
So 96-35-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H6O3/c1-6-3(5)2-4/h4H,2H2,1H3

96-35-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A17870)  Methyl glycolate, 98%   

  • 96-35-5

  • 5g

  • 237.0CNY

  • Detail
  • Alfa Aesar

  • (A17870)  Methyl glycolate, 98%   

  • 96-35-5

  • 25g

  • 750.0CNY

  • Detail
  • Alfa Aesar

  • (A17870)  Methyl glycolate, 98%   

  • 96-35-5

  • 100g

  • 2101.0CNY

  • Detail

96-35-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl Glycolate

1.2 Other means of identification

Product number -
Other names methyl 2-hydroxyacetate

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:96-35-5 SDS

96-35-5Synthetic route

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With C33H32Cl2N2P2Ru; hydrogen; sodium methylate In para-xylene; toluene at 5 - 100℃; under 37503.8 Torr; for 4h; Reagent/catalyst; Glovebox;100%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With (o-PPh2C6H4NH2)[EtNH(CH2)2NHEt]RuCl2; hydrogen; sodium methylate In tetrahydrofuran; para-xylene at 5 - 100℃; under 7500.75 Torr; for 1.5h; Reagent/catalyst; Pressure; Temperature; Glovebox;99%
With hydrogen In methanol at 219.84℃; under 18751.9 Torr; Temperature; Reagent/catalyst; Autoclave;32%
With 1,1,1-tris(n-butylthiomethyl)ethane; hydrogen; zinc; Λ(+)-tris(pentane-2,5-dionato)ruthenium In methanol at 100℃; under 60004.8 Torr; for 69h; Kinetics; Product distribution; Further Variations:; Reagents;
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

carbon monoxide
201230-82-2

carbon monoxide

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
Stage #1: formaldehyd; carbon monoxide With 1,3,5-Trioxan; methanesulfonic acid; phosphoric acid In dichloromethane; benzene at 150℃; under 54005.4 Torr;
Stage #2: methanol In dichloromethane; benzene at 190℃; under 9000.9 Torr; for 24h; Temperature; Reagent/catalyst; Solvent; Pressure;
97.4%
Stage #1: formaldehyd; carbon monoxide With 4-n-butyl-4-(3-sulfopropyl)thiomorpholinium 1,1-dioxide trifluoromethane sulfonate In sulfolane at 160℃; under 37503.8 Torr; for 8h; Autoclave;
Stage #2: methanol With 4-n-butyl-4-(3-sulfopropyl)thiomorpholinium 1,1-dioxide trifluoromethane sulfonate In sulfolane at 80℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent; Pressure; Time; Temperature; Concentration; Autoclave;
92%
Stage #1: formaldehyd; carbon monoxide In sulfolane at 200℃; under 60006 Torr; Autoclave;
Stage #2: methanol With nitric acid for 4h; Reflux; chemoselective reaction;
47.7 %Chromat.
methanol
67-56-1

methanol

glycolic Acid
79-14-1

glycolic Acid

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With amberlyst-15 for 16h;96%
With toluene-4-sulfonic acid for 10h; Reflux;87.2%
With boric acid at 20℃; for 18h;80%
[(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester
146351-72-6

[(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With formic acid In water; acetonitrile at 20℃;95%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

methanol
67-56-1

methanol

A

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

B

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With hydrogen at 199.84℃; under 22502.3 Torr; Reagent/catalyst;A 90.6%
B n/a
methanol
67-56-1

methanol

glycolic Acid
79-14-1

glycolic Acid

A

glycolide
502-97-6

glycolide

B

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 10h; Reflux;A n/a
B 87.2%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

A

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

B

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With C32H32Cl2N2P2Ru; hydrogen; sodium methylate In para-xylene; toluene at 5 - 100℃; under 37503.8 Torr; for 4h; Reagent/catalyst; Glovebox;A 86%
B 13%
With hydrogen In methanol at 219.84℃; under 18751.9 Torr; Autoclave;A 76%
B n/a
With hydrogen In methanol at 219.84℃; under 18751.9 Torr; Autoclave;A 31%
B n/a
methanol
67-56-1

methanol

Glyoxal
131543-46-9

Glyoxal

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With zeolite Sn-MFI for 18h; Reagent/catalyst; Time; Sealed tube; Green chemistry;83%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

A

methanol
67-56-1

methanol

B

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With hydrogen; <(Ph3P)(Ph2P)RuH2-K+*diglyme>2 In toluene at 90℃; under 4650.4 Torr; for 20h; Title compound not separated from byproducts;A n/a
B 70%
With (K(1+))2<(Ph3P)3(Ph2P)Ru2H4>(2-)*2C6H14O3; hydrogen In toluene at 90℃; under 4650.4 Torr; for 20h;
methanol
67-56-1

methanol

Glycolaldehyde
141-46-8

Glycolaldehyde

A

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

B

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II) In 1,4-dioxane at 70℃; for 2 - 5h; Product distribution / selectivity;A n/a
B 50%
[RuH(OCOMe)(PPh3)3] In 1,4-dioxane at 70℃; for 2 - 5h; Product distribution / selectivity;A n/a
B 35%
dihydridotris(triphenylphosphine)ruthenium In 1,4-dioxane at 70℃; for 2 - 5h; Product distribution / selectivity;A n/a
B 35%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

A

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

B

Methyl formate
107-31-3

Methyl formate

Conditions
ConditionsYield
Stage #1: 1,3,5-Trioxan; carbon monoxide With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate; water In tetrahydrofuran at 170℃; under 37503.8 Torr; for 8h; Autoclave;
Stage #2: methanol In tetrahydrofuran at 80℃; for 2h; Autoclave;
A 49.9%
B 37.9%
methanol
67-56-1

methanol

mannitol
69-65-8

mannitol

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With Au NCs/TiO2; oxygen; potassium carbonate; molybdenum(VI) oxide at 119.84℃; under 7500.75 Torr; for 4h; Catalytic behavior; Time; Temperature;39.2%
methanol
67-56-1

methanol

D-glucose
50-99-7

D-glucose

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With Au NCs/TiO2; oxygen; potassium carbonate; molybdenum(VI) oxide at 119.84℃; under 7500.75 Torr; for 4h; Catalytic behavior; Time;38.7%
methanol
67-56-1

methanol

Glycolaldehyde
141-46-8

Glycolaldehyde

A

2,2-dimethoxyethanol
30934-97-5

2,2-dimethoxyethanol

B

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

C

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
tris(triphenylphosphine)ruthenium(II) chloride In 1,4-dioxane at 70℃; for 2 - 5h; Product distribution / selectivity;A n/a
B n/a
C 35%
With triethylamine; tris(triphenylphosphine)ruthenium(II) chloride In 1,4-dioxane at 70℃; for 2 - 5h; Product distribution / selectivity;A n/a
B n/a
C 35%
With potassium carbonate; tris(triphenylphosphine)ruthenium(II) chloride In 1,4-dioxane at 20℃; for 2 - 5h; Product distribution / selectivity;A n/a
B n/a
C 27%
With caesium carbonate; tris(triphenylphosphine)ruthenium(II) chloride In 1,4-dioxane at 20℃; for 2 - 5h; Product distribution / selectivity;A n/a
B n/a
C 27%
With potassium hydroxide; dichloro(pentamethylcyclopentadienyl) iridium In 1,4-dioxane at 70℃; for 2 - 5h; Product distribution / selectivity;A n/a
B n/a
C 20%
glycolic Acid
79-14-1

glycolic Acid

poly(p-methyltriazenestyrene)

poly(p-methyltriazenestyrene)

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
In quinoline at 20℃; for 3h;34%
methanol
67-56-1

methanol

Glycolaldehyde
141-46-8

Glycolaldehyde

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With Au NCs/TiO2; oxygen at 99.84℃; under 7500.75 Torr; for 2h;30.4%
[Cp*Ru(OMe)2] In 1,4-dioxane at 70℃; for 2 - 5h; Product distribution / selectivity;
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

A

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

B

Methyl formate
107-31-3

Methyl formate

C

methyl methoxyacetate
6290-49-9

methyl methoxyacetate

Conditions
ConditionsYield
Stage #1: 1,3,5-Trioxan; carbon monoxide With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate; water In toluene at 170℃; under 37503.8 Torr; for 8h; Autoclave;
Stage #2: methanol In toluene at 80℃; for 2h; Autoclave;
A 15.4%
B 23.9%
C 18.1%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

A

methanol
67-56-1

methanol

B

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

C

ethanol
64-17-5

ethanol

D

acetic acid methyl ester
79-20-9

acetic acid methyl ester

Conditions
ConditionsYield
With hydrogen at 199.84℃; under 18751.9 Torr; Catalytic behavior; Reagent/catalyst; Autoclave;A n/a
B n/a
C 14.2%
D n/a
C6H11ClN2O4
105157-41-3

C6H11ClN2O4

A

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

B

methyl N,N-dimethylcarbamate
7541-16-4

methyl N,N-dimethylcarbamate

C

C6H12N2O4
105157-38-8

C6H12N2O4

Conditions
ConditionsYield
With sodium methylate In methanol at 0℃; for 0.75h; Yields of byproduct given;A n/a
B n/a
C 14.1%
methanol
67-56-1

methanol

Glyoxal
131543-46-9

Glyoxal

A

glycolic Acid
79-14-1

glycolic Acid

B

1,2-dimethoxy 1,2-dimethoxy-ethane
2517-44-4

1,2-dimethoxy 1,2-dimethoxy-ethane

C

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

D

dimethoxyacetaldehyde
51673-84-8

dimethoxyacetaldehyde

Conditions
ConditionsYield
KA-3 for 4h;A n/a
B 11%
C n/a
D n/a
Dimethyl oxalate
553-90-2

Dimethyl oxalate

methanol
67-56-1

methanol

A

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

B

methane
34557-54-5

methane

Conditions
ConditionsYield
With hydrogen at 473℃; under 22502.3 Torr;A 6.8%
B n/a
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid; water at 210 - 260℃; under 588406 - 661957 Torr; CO-Druck;
methanol
67-56-1

methanol

chlorosulfinyloxy-acetyl chloride
861621-81-0

chlorosulfinyloxy-acetyl chloride

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

methanol
67-56-1

methanol

glycolide
502-97-6

glycolide

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride
With amberlyst wet 15 at 130℃;
methanol
67-56-1

methanol

potassium formate
590-29-4

potassium formate

methyl chloroacetate
96-34-4

methyl chloroacetate

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
at 110 - 115℃;
methyl chloroacetate
96-34-4

methyl chloroacetate

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With methanol; glycolacidic sodium at 160℃; im Druckrohr;
methanol
67-56-1

methanol

2-chloro-2-propenal
683-51-2

2-chloro-2-propenal

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

C

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

D

methyl chloroacetate
96-34-4

methyl chloroacetate

E

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With ozone at -78℃; Product distribution; ozonolysis;A 18 % Spectr.
B 14 % Spectr.
C 44 % Spectr.
D 1 % Spectr.
E 18 % Spectr.
methanol
67-56-1

methanol

3-chloro-but-3-en-2-one
683-70-5

3-chloro-but-3-en-2-one

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

C

acetic acid methyl ester
79-20-9

acetic acid methyl ester

D

methyl 2,2-dimethoxypropionate
10076-48-9

methyl 2,2-dimethoxypropionate

E

methyl chloroacetate
96-34-4

methyl chloroacetate

Conditions
ConditionsYield
With ozone at -78℃; Product distribution; ozonolysis;
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

methyl chloroacetate
96-34-4

methyl chloroacetate

A

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

B

acetic acid methyl ester
79-20-9

acetic acid methyl ester

C

methyl methoxyacetate
6290-49-9

methyl methoxyacetate

D

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
rhodium(III) chloride; KI/C at 150℃; for 4h; Product distribution; also other mono-substituted methyl halides;A 0.1 % Chromat.
B 0.9 % Chromat.
C 0.1 % Chromat.
D 10.4 % Chromat.
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

benzoyl chloride
98-88-4

benzoyl chloride

methyl Oα-benzoylglycolate
29747-05-5

methyl Oα-benzoylglycolate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 3h;100%
In pyridine at 20℃; for 12h;91%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

methyl 2-((tert-butyl(diphenyl)silyl)oxy)acetate
154698-92-7

methyl 2-((tert-butyl(diphenyl)silyl)oxy)acetate

Conditions
ConditionsYield
With 1H-imidazole; dmap In N,N-dimethyl-formamide for 10h; Ambient temperature;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 3h;99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;98%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

[(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester
146351-72-6

[(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide100%
With 1H-imidazole In N,N-dimethyl-formamide for 1.5h; Ambient temperature;100%
With 1H-imidazole In N,N-dimethyl-formamide for 90h; Ambient temperature;100%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

phenylcarbonochloridothioate
1005-56-7

phenylcarbonochloridothioate

methoxycarbonylmethyl phenyl thiocarbonate

methoxycarbonylmethyl phenyl thiocarbonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 2h;100%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

glycolic Acid
79-14-1

glycolic Acid

Conditions
ConditionsYield
With water at 95 - 97℃; under 760.051 Torr; for 2h; Reactive distillation;100%
With water; Candida rugosa lipase In aq. phosphate buffer at 45℃; for 30h; pH=7.2; Enzymatic reaction;
With water In methanol at 100℃;
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

hydroxyacetylhydrazine
3530-14-1

hydroxyacetylhydrazine

Conditions
ConditionsYield
With hydrazine In methanol at 20℃; for 74h; Heating / reflux;100%
With hydrazine hydrate In ethanol at 20℃; for 3h; Reflux;80%
With hydrazine hydrate In methanol for 8h; Reflux;
With hydrazine hydrate In methanol for 8h; Reflux;
With hydrazine hydrate In methanol at 60℃; for 96h; Inert atmosphere;
1H-imidazole
288-32-4

1H-imidazole

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

[(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester
146351-72-6

[(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester

Conditions
ConditionsYield
In dimethylformamide [DMF]; water100%
piperidine
110-89-4

piperidine

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

2-hydroxy-1-(1-piperidyl)ethanone
51068-75-8

2-hydroxy-1-(1-piperidyl)ethanone

Conditions
ConditionsYield
at 20℃; for 96h;100%
2-ethyl-4,5-dihydrooxazole
10431-98-8

2-ethyl-4,5-dihydrooxazole

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

M-PEOZ-OH 2000

M-PEOZ-OH 2000

Conditions
ConditionsYield
Stage #1: 2-ethyl-4,5-dihydrooxazole; methyl trifluoromethanesulfonate In chlorobenzene at 20 - 110℃; for 0.666667h;
Stage #2: glycolic acid methyl ester With 2,6-dimethylpyridine In chlorobenzene at 0 - 20℃; for 18h;
100%
2-ethyl-4,5-dihydrooxazole
10431-98-8

2-ethyl-4,5-dihydrooxazole

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

poly(2-ethyl-2-oxazoline)

poly(2-ethyl-2-oxazoline)

Conditions
ConditionsYield
Stage #1: 2-ethyl-4,5-dihydrooxazole With methyl trifluoromethanesulfonate In chlorobenzene at 20 - 110℃; for 0.666667h;
Stage #2: glycolic acid methyl ester With 2,6-dimethylpyridine In chlorobenzene at 0 - 20℃; for 18h; Product distribution / selectivity;
100%
pyrrolidine
123-75-1

pyrrolidine

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

2-hydroxy-1-(pyrrolidin-1-yl)ethanone
45657-97-4

2-hydroxy-1-(pyrrolidin-1-yl)ethanone

Conditions
ConditionsYield
at 20℃; for 96h;100%
5-bromo-2-chloro-3-nitropyridine
67443-38-3

5-bromo-2-chloro-3-nitropyridine

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

methyl 2-((5-bromo-3-nitropyridin-2-yl)oxy)acetate
227963-72-6

methyl 2-((5-bromo-3-nitropyridin-2-yl)oxy)acetate

Conditions
ConditionsYield
Stage #1: glycolic acid methyl ester With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 5-bromo-2-chloro-3-nitropyridine In tetrahydrofuran at 20℃; for 18h;
99%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

methyl 4-prenyloxyphenylacetate
1411884-59-7

methyl 4-prenyloxyphenylacetate

4-hydroxy-3-(4-prenyloxyphenyl)furan-2(5H)-one
1411884-62-2

4-hydroxy-3-(4-prenyloxyphenyl)furan-2(5H)-one

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 50h; Inert atmosphere;99%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

Methyl (2-chlorophenoxy)acetate
6956-85-0

Methyl (2-chlorophenoxy)acetate

Conditions
ConditionsYield
Stage #1: glycolic acid methyl ester With sodium methylate at 20℃;
Stage #2: 1,2-dichloro-benzene at 60℃;
99%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

phenol
108-95-2

phenol

methyl 2-phenoxyacetate
2065-23-8

methyl 2-phenoxyacetate

Conditions
ConditionsYield
With Mo1P3-MCM-48 at 100 - 120℃; for 3h; Reagent/catalyst; Temperature;98.3%
With catalyst Mo1P3-MCM-48 (molar ratio of Mo1P3 and MCM-48: 25:100) at 100 - 120℃; for 3h; Reagent/catalyst; Temperature;66.38%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

(3,4-dimethoxoxyphenyl)methyl 2,2,2-trichloroacetimidate
905589-59-5

(3,4-dimethoxoxyphenyl)methyl 2,2,2-trichloroacetimidate

(3,4-Dimethoxy-benzyloxy)-acetic acid methyl ester
185300-91-8

(3,4-Dimethoxy-benzyloxy)-acetic acid methyl ester

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 36h;98%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

4-fluorobenzeneacetic acid methyl ester
34837-84-8

4-fluorobenzeneacetic acid methyl ester

3-(4-fluorophenyl)-4-hydroxyfuran-2(5H)-one
100074-46-2

3-(4-fluorophenyl)-4-hydroxyfuran-2(5H)-one

Conditions
ConditionsYield
Stage #1: glycolic acid methyl ester; 4-fluorobenzeneacetic acid methyl ester With potassium tert-butylate In tetrahydrofuran for 16h; Dieckmann reaction; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere; Cooling;
98%
With potassium tert-butylate In tetrahydrofuran for 8h; Dieckmann Condensation; Reflux;
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 100℃; under 38002.6 Torr; for 2h; Autoclave;97%
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 100℃; under 37503.8 Torr; for 2h;97%
With sodium tetrahydroborate In diethylene glycol dimethyl ether at 32 - 35℃; for 2h;89%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

3-phenyltetronic acid
23782-85-6

3-phenyltetronic acid

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran for 16h; Heating;97%
Stage #1: glycolic acid methyl ester; benzeneacetic acid methyl ester With potassium tert-butylate In tetrahydrofuran for 16h; Dieckmann reaction; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere; Cooling;
97%
With potassium tert-butylate In tetrahydrofuran for 16h; Inert atmosphere; Reflux;63%
With potassium tert-butylate In tetrahydrofuran for 8h; Dieckmann Condensation; Reflux;
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Boc-Phe-NH-NPht
1171816-73-1

Boc-Phe-NH-NPht

C25H27N3O7
1091604-04-4

C25H27N3O7

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu reaction;97%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

(trifluoromethanesulfonyloxy)acetic acid methyl ester
88016-31-3

(trifluoromethanesulfonyloxy)acetic acid methyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at -78 - 20℃; Inert atmosphere;97%
With N-ethyl-N,N-diisopropylamine In dichloromethane at -20℃; for 1h; Inert atmosphere;93%
In dichloromethane at 0 - 5℃; for 1.5h; Inert atmosphere;70%
With pyridine In dichloromethane at -10 - 20℃; for 4.5h; Inert atmosphere;70%
With pyridine In dichloromethane at -10℃;
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Toluene-2-sulfonyl chloride
133-59-5

Toluene-2-sulfonyl chloride

methyl toluenesulfonyloxyacetate

methyl toluenesulfonyloxyacetate

Conditions
ConditionsYield
With triethylamine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane96%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

methyl 2-(2-methoxyphenyl)acetate
27798-60-3

methyl 2-(2-methoxyphenyl)acetate

4-hydroxy-3-(2-methoxyphenyl)furan-2(5H)-one
100074-47-3

4-hydroxy-3-(2-methoxyphenyl)furan-2(5H)-one

Conditions
ConditionsYield
Stage #1: glycolic acid methyl ester; methyl 2-(2-methoxyphenyl)acetate With potassium tert-butylate In tetrahydrofuran for 16h; Dieckmann reaction; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere; Cooling;
95%
With potassium tert-butylate In tetrahydrofuran for 8h; Dieckmann Condensation; Reflux;
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Methacryloyl chloride
920-46-7

Methacryloyl chloride

methacrylic acid 2-methoxy-2-oxoethyl diester
13318-09-7

methacrylic acid 2-methoxy-2-oxoethyl diester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;95%
With triethylamine In dichloromethane at 35℃; for 4h; Schlenk technique; Inert atmosphere; Cooling with ice;92%
With triethylamine In dichloromethane at 0 - 20℃; for 22h;78.7%
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

3-chloro-5-(trifluoromethyl)phenol
570391-18-3

3-chloro-5-(trifluoromethyl)phenol

(3-chloro-5-trifluoromethylphenoxy)acetic acid methyl ester

(3-chloro-5-trifluoromethylphenoxy)acetic acid methyl ester

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Inert atmosphere;95%

96-35-5Relevant articles and documents

Highly efficient mesostructured Ag/SBA-15 catalysts for the chemoselective synthesis of methyl glycolate by dimethyl oxalate hydrogenation

Zheng, Jianwei,Lin, Haiqiang,Zheng, Xinlei,Duan, Xinping,Yuan, Youzhu

, p. 129 - 133 (2013)

Ag/SBA-15 catalyst is found to exhibit excellent catalytic activity and long-term stability for the chemoselective hydrogenation of dimethyl oxalate to methyl glycolate. The size of Ag crystallites, which is markedly affected by the Ag loading levels and catalyst pretreatment conditions, is a key factor determining the reaction rate of the structure-sensitive hydrogenation but hardly influenced the product distribution. The best catalytic hydrogenation activity is obtained over the Ag/SBA-15 catalyst with an average Ag crystallite size of around 3.9 nm.

Oxidative esterification of ethylene glycol in methanol to form methyl glycolate over supported Au catalysts

Ke, Yi-Hu,Qin, Xiao-Xia,Liu, Chun-Ling,Yang, Rong-Zhen,Dong, Wen-Sheng

, p. 3141 - 3150 (2014)

Au/ZnO and Au/Al2O3 catalysts with various mean Au particle diameters (2.0-7.4 nm) were prepared by the deposition of pre-formed Au colloids. These catalysts were evaluated in the oxidative esterification of ethylene glycol to methyl glycolate. The results show that the catalytic activity per surface Au atom is independent of Au particle diameter in the range of 3-7.4 nm, whereas smaller Au particles (~2.0 nm) show an inferior activity. This behavior was observed on both Au/ZnO and Au/Al2O3 catalysts. This observed correlation between activity and Au particle diameter confirms the assertion that only exposed atoms are catalytically active. We prepared gold nanoparticles with a uniform mean diameter of ~3 nm loaded on various supports, i.e. ZnO, Al2O3, SiO2, TiO2 and CeO2. Among these five catalysts, Au/ZnO gave the best catalytic activity in the reaction followed by Au/Al2O 3. Au/SiO2, Au/TiO2 and Au/CeO2 gave significantly lower activities. The variation in catalytic behavior of these gold catalysts on different supports originates from differences in the anchoring of the supported Au particles, the gold oxidation state, the gold-support interaction, and the acidity of the support. the Partner Organisations 2014.

Three dimensional Ag/KCC-1 catalyst with a hierarchical fibrous framework for the hydrogenation of dimethyl oxalate

Ouyang, Mengyao,Wang, Yue,Zhang, Jian,Zhao, Yujun,Wang, Shengping,Ma, Xinbin

, p. 12788 - 12791 (2016)

The novel fibrous nano-silica (KCC-1) based silver nanocatalyst exhibits excellent catalytic activity with a high TOF value (53.2 h-1) in the gas-phase hydrogenation of DMO to MG. Compared with the traditional mesoporous silica materials, KCC-1 remarkably enhances the accessibility of the silver active sites due to its three dimensional hierarchical channel structure.

Hydrogenation of dimethyl oxalate to ethylene glycol over Cu/KIT-6 catalysts

Yu, Xinbin,Burkholder, Michael,Karakalos, Stavros G.,Tate, Gregory L.,Monnier, John R.,Gupton, B. Frank,Williams, Christopher T.

, p. 2403 - 2413 (2021/04/22)

Copper supported on KIT-6 mesoporous silica was preparedviaammonia evaporation (AE) method and applied for the catalytic hydrogenation of dimethyl oxalate (DMO) to ethylene glycol (EG). The high specific surface area and interconnected mesoporous channels of the support facilitated the dispersion of copper species. The effect of AE temperature and copper loading on the structure of catalysts and induced change in hydrogenation performance were studied in detail. The results showed that both parameters influenced the overall and/or intrinsic activity. The hydrogenation of DMO to EG was proposed to proceedviathe synergy between Cu0and Cu+sites and catalysts with high surface Cu0/Cu+ratio exhibited high intrinsic activity in the investigated range.

Conversion of sugars to methyl lactate with exfoliated layered stannosilicate UZAR-S4

Murillo, Beatriz,de la Iglesia, óscar,Rubio, César,Coronas, Joaquín,Téllez, Carlos

, p. 90 - 96 (2020/04/27)

Biomass has been shown as an alternative to fossil fuels for obtaining chemicals. In this work, the transformation of sugars into methyl lactate (ML) at 160 °C was carried out using the layered stannosilicate UZAR-S3 (University of Zaragoza-solid number 3) and the delaminated material UZAR-S4 (University of Zaragoza-solid number 4) obtained from its exfoliation. The exfoliation of UZAR-S3 to UZAR-S4 increased the accessibility of the compounds to the catalytic sites and the medium-strength acidity. Thus, the yield to ML for sucrose transformation increased from 8% for UZAR-S3 to 49.9 % for UZAR-S4. In the reusability tests, the UZAR-S4 catalyst was characterized before and after reaction by several techniques such as X-ray diffraction, thermogravimetry analysis, scanning electronic microscopy, energy dispersive X-ray spectroscopy and nitrogen adsorption. A deactivation of the catalyst was observed, which was related to carbonaceous deposits that decreased the specific surface area and the pore volume of the catalyst.

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