Oxiranecarboxylic acid, methyl ester supplier

Name
Glycidic acid methyl ester
EINECS
CAS No. 4538-50-5
Article Data37
CAS DataBase
Density 1.246g/cm³
Solubility
Melting Point
Formula C₄H₆O₃
Boiling Point 97.4 °C at 760 mmHg
Molecular Weight 102.09
Flash Point 26.2 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Racemic methyl glycidate;Glycidic acid methyl ester;Methyl 2-oxiranecarboxylate;Methyl oxirane-2-carboxylate;Oxirane-2-carboxylic acid, methyl ester;
PSA 38.83000
LogP -0.44180

Synthetic route

: 292638-85-8
acrylic acid methyl ester

: 4538-50-5
methyl glycidate

Conditions

Conditions	Yield
With Mn-trimethyltriazacyclononane; dihydrogen peroxide; sodium L-ascorbate In water; acetonitrile at 0℃; Epoxidation;	97%
With sodium hypochlorite; tetrabutyl-ammonium chloride; sodium hydrogencarbonate In water at 40℃; for 1h; Reagent/catalyst; Green chemistry;	82%
With sodium hypochlorite In water at 0 - 70℃; Product distribution / selectivity;	80%

: 80-62-6
methacrylic acid methyl ester

: 4538-50-5
methyl glycidate

Conditions

Conditions	Yield
With sodium hypochlorite; carbon dioxide; sodium carbonate In water at 10℃; for 1h;	50%

: 4538-50-5
methyl glycidate

: 124-38-9
carbon dioxide

: 1352430-21-7
4-methoxycarbonyl-2-oxo-1,3-dioxolane

Conditions

Conditions	Yield
With trimethylbenzylammonium bromide at 70℃; under 33753.4 - 37503.8 Torr; for 15h; Product distribution / selectivity;	100%
With tert-butyl methyl ether; tetrabutylammomium bromide at 40℃; under 15001.5 Torr; for 96h; Product distribution / selectivity;	94%
With tetrabutylammomium bromide In tert-butyl methyl ether at 40℃; under 15001.5 Torr; for 96h; Reagent/catalyst; Sealed tube;	94%

: 4538-50-5
methyl glycidate

: 2393-23-9
4-methoxy-benzylamine

: 1099828-11-1
2-hydroxy-N-(4-methoxybenzyl)-3-(4-methoxybenzylamino)propionamide

Conditions

Conditions	Yield
at 60℃; for 6h; Inert atmosphere;	99%

: 4538-50-5
methyl glycidate

: 108-95-2
phenol

: 233770-36-0
(R)-2-Hydroxy-3-phenoxy-propionic acid methyl ester

Conditions

Conditions	Yield
With (R,R)-(salen)Co(H2O); 3 A molecular sieve In various solvent(s) at -20℃;	98%
chiral Co-complex

: 4538-50-5
methyl glycidate

: 57-14-7
1,1-dimethylhydrazine

: 4-hydroxy-1,1-dimethyl-pyrazolidin-3-one

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; for 3h;	95%

: 4538-50-5
methyl glycidate

: 18982-54-2
o-bromobenzyl alcohol

: 1612884-62-4
(2R)-3-(2-bromobenzyloxy)-2-hydroxypropionic acid methyl ester

Conditions

Conditions	Yield
In acetonitrile at 4℃; for 24h; enantioselective reaction;	94%

: 230-27-3
7,8-benzoquinoline

: 4538-50-5
methyl glycidate

: methyl 3-(benzo[h]quinolin-10-yl)-2-hydroxypropanoate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; palladium diacetate; acetic acid at 25℃; for 24h; Inert atmosphere;	92%

: 4538-50-5
methyl glycidate

: 82731-79-1
diethyl[(trimethylsilyl)acetylenyl]aluminum

: C9H16O3Si

Conditions

Conditions	Yield
In toluene at 0℃;	90%

: 4538-50-5
methyl glycidate

: 292638-85-8
acrylic acid methyl ester

Conditions

Conditions	Yield
With sodium iodide; tin(ll) chloride In ethanol for 0.05h; Reflux; Green chemistry;	85%

: 4538-50-5
methyl glycidate

: 3-butyl-3-ethyl-5-(4-fluorophenyl)-8-hydroxy-7-(methylthio)-2,3,4,5-tetrahydro-1,5-benzothiazepine 1,1-dioxide

: methyl 3-((3-butyl-3-ethyl-5-(4-fluorophenyl)-7-(methylthio)-1,1-dioxido-2,3,4,5-tetrahydro-1,5-benzothiazepin-8-yl)oxy)-2-hydroxypropanoate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20 - 25℃; for 16h;	82%

: 4538-50-5
methyl glycidate

: 766-04-1
benzyllithium

: 1174507-66-4
1-(oxiran-2-yl)-2-phenylethanone

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at -85℃; for 1.58333h; Inert atmosphere;	81%

: 4538-50-5
methyl glycidate

: 87-64-9
2-chloro-6-methylphenol

: 1612884-59-9
(2R)-3-(2-chloro-6-methylphenoxy)-2-hydroxypropionic acid methyl ester

Conditions

Conditions	Yield
In acetonitrile at 23℃; for 24h; enantioselective reaction;	80%

: 4538-50-5
methyl glycidate

: 75-36-5
acetyl chloride

: 78626-45-6
methyl 2-acetoxy-3-chloropropionate

Conditions

Conditions	Yield
With hydrogenchloride; zinc(II) chloride In benzene at 10℃; for 0.5h;	78%

: 4538-50-5
methyl glycidate

: 3297-72-1
1-phenylisoquinoline

: methyl 2-hydroxy-3-(2-(isoquinolin-1-yl)phenyl)propanoate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; palladium diacetate; acetic acid at 25℃; for 24h; Inert atmosphere;	78%

: 4538-50-5
methyl glycidate

: 99-04-7
m-Toluic acid

: 890646-70-5
methyl 7-methyl-1-oxoisochroman-3-carboxylate

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate; (S)-2-acetylamino-3,3-dimethylbutyric acid at 75℃; for 24h; Sealed tube;	72%

: 4538-50-5
methyl glycidate

: 6373-46-2
p-benzyloxyaniline

: methyl 2-hydroxy-3-[(4'-benzyloxyphenyl)amino]propanoate

Conditions

Conditions	Yield
In methanol for 6h; Heating;	71%

: 4538-50-5
methyl glycidate

: 2213-43-6
1-Aminopiperidine

: 3-hydroxy-1,5-diaza-spiro[4.5]decan-2-one

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; for 5h;	71%

: 4538-50-5
methyl glycidate

: 15754-20-8
(E)-acetophenone O-methyloxime

: (E)-methyl 2-hydroxy-3-(2-(1-(methoxyimino)ethyl)phenyl)propanoate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; palladium diacetate; acetic acid at 25℃; for 24h; Inert atmosphere;	71%

: 4538-50-5
methyl glycidate

: 862470-02-8
7-amino-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one

: 908256-56-4
ethyl 2-hydroxy-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-ylamino]propanoate

Conditions

Conditions	Yield
In ethanol for 96h; Heating / reflux;	70%

: 4538-50-5
methyl glycidate

: 25563-06-8
N-methoxy-4-methylbenzamide

: methyl 6-methyl-1-oxoisochroman-3-carboxylate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; palladium diacetate; acetic acid at 25℃; for 36h; Inert atmosphere;	68%

: 4538-50-5
methyl glycidate

: 1182669-71-1
N-(2-methylbenzoyl)-8-aminoquinoline

: methyl 2-hydroxy-3-(3-methyl-2-(quinolin-8-ylcarbamoyl)phenyl)propanoate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; palladium diacetate; acetic acid at 25℃; for 24h; Inert atmosphere;	67%

: 4538-50-5
methyl glycidate

: 103-71-9
phenyl isocyanate

: 536-74-3
phenylacetylene

: methyl 6‐benzylidene‐5‐oxo‐4‐phenylmorpholine‐2‐carboxylate

Conditions

Conditions	Yield
Stage #1: phenyl isocyanate; phenylacetylene With copper(l) iodide; potassium tert-butylate In 1,4-dioxane at 105℃; for 1h; Inert atmosphere; Molecular sieve; Stage #2: methyl glycidate In 1,4-dioxane at 105℃; for 18h; Inert atmosphere; Molecular sieve; regioselective reaction;	64%

...Expand

: 4538-50-5
methyl glycidate

: 62-53-3
aniline

: methyl 2-hydroxy-3-(phenylamino)propanoate

Conditions

Conditions	Yield
In methanol for 2h; Heating;	60%

: 4538-50-5
methyl glycidate

: 358376-02-0
3-butyl-3-ethyl-8-hydroxy-7-(methylthio)-5-phenyl-2,3,4,5-tetrahydro-1,5-benzothiazepine 1,1-dioxide

: methyl 3-((3-butyl-3-ethyl-7-(methylthio)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,5-benzothiazepin-8-yl)oxy)-2-hydroxypropanoate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20 - 25℃; for 16h;	60%

: 4538-50-5
methyl glycidate

: 163068-05-1
3-(trifluoroacetyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7-amine

: 530-62-1
1,1'-carbonyldiimidazole

: C17H17F3N2O5

Conditions

Conditions	Yield
With lithium trifluoromethanesulfonate	54%

...Expand

: 4538-50-5
methyl glycidate

: 1-(4-hydroxyphenyl)ethanone O-(4-(trifluoromethyl)benzyl)oxime

: methyl 2-hydroxy-3-(4-(1-(((4-(trifluoromethyl)benzyl)oxy)imino)ethyl)phenoxy)propanoate

Conditions

Conditions	Yield
With dmap at 120℃; for 8h;	52.6%

: 4319-49-7
1-aminomorpholine

: 4538-50-5
methyl glycidate

: 3-hydroxy-8-oxa-1,5-diazaspiro[4.5]decan-2-one

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; for 5h;	49%

: 4538-50-5
methyl glycidate

: 862470-02-8
7-amino-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one

: methyl 2-hydroxy-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-ylamino]propionate

Conditions

Conditions	Yield
In methanol at 70℃; for 14h;	48%

: 6928-85-4
N-amino-N'-methylpiperazine

: 4538-50-5
methyl glycidate

: 3-hydroxy-8-methyl-1,5,8-triaza-spiro[4.5]decan-2-one

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; for 4h;	45%

Oxiranecarboxylic acid, methyl ester Chemical Properties

Molecular Structure of Oxiranecarboxylic acid, methyl ester (CAS NO.4538-50-5):

IUPAC Name: methyl oxirane-2-carboxylate
Empirical Formula: C₄H₆O₃
Molecular Weight: 102.0886
CAS: 4538-50-5
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 38.83Å²
Index of Refraction: 1.444
Molar Refractivity: 21.77 cm³
Molar Volume: 81.8 cm³
Surface Tension: 38.7 dyne/cm
Density: 1.246 g/cm³
Flash Point: 26.2 °C
Enthalpy of Vaporization: 33.69 kJ/mol
Boiling Point: 97.4 °C at 760 mmHg
Vapour Pressure: 41.7 mmHg at 25°C
InChI
InChI=1/C4H6O3/c1-6-4(5)3-2-7-3/h3H,2H2,1H3
Smiles
O1[C@@H](C1)C(=O)OC

Oxiranecarboxylic acid, methyl ester Specification

Oxiranecarboxylic acid, methyl ester , with CAS number of 4538-50-5, can be called Racemic methyl glycidate ; Glycidic acid methyl ester ; Methyl 2-oxiranecarboxylate ; Methyl oxirane-2-carboxylate ; Oxirane-2-carboxylic acid, methyl ester .

Product Name

Glycidic acid methyl ester

Synthetic route

Oxiranecarboxylic acid, methyl ester Chemical Properties

Oxiranecarboxylic acid, methyl ester Specification

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