Product Name

  • Name

    epoxypropionic acid

  • EINECS 207-961-7
  • CAS No. 503-11-7
  • Article Data16
  • CAS DataBase
  • Density 1.557g/cm3
  • Solubility
  • Melting Point 196 °C (decomp)
  • Formula C3H4O3
  • Boiling Point 246.5 °C at 760 mmHg
  • Molecular Weight 88.063
  • Flash Point 122.8 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 503-11-7 (epoxypropionic acid)
  • Hazard Symbols
  • Synonyms 2,3-Epoxypropionic Acid;Oxiranecarboxylic acid;
  • PSA 49.83000
  • LogP -0.53020

Synthetic route

oxiranyl-methanol
556-52-5

oxiranyl-methanol

glycidic acid
503-11-7

glycidic acid

Conditions
ConditionsYield
With sodium periodate; ruthenium trichloride In water; acetonitrile at 20℃; for 2h;47%
With sodium periodate; ruthenium dioxide dihydrate In tetrachloromethane; water; acetonitrile at 20℃; for 2.83333h; Inert atmosphere;Ca. 3.00 g
acrylic acid
79-10-7

acrylic acid

glycidic acid
503-11-7

glycidic acid

Conditions
ConditionsYield
With hypochloric acid Behandeln des Reaktionsprodukts mit alkoh. Kali;
With perchloric acid; acetic acid; quinolinium chlorochromate(VI) at 39.85℃; Kinetics; Further Variations:; Temperatures;
With perchloric acid; dihydrogen peroxide In water; acetonitrile; tert-butyl alcohol at 59.84℃; under 760.051 Torr; for 1h; Inert atmosphere;56 %Chromat.
With perchloric acid; tetraethylammonium chlorochromate(VI); sodium perchlorate; acetic acid In water at 29.84℃; for 24h; Kinetics; Concentration; Temperature;
With 7H2O*3H3N*3H(1+)*[FeMo6O18(OH)6](3-); dihydrogen peroxide; sodium hydrogencarbonate In acetonitrile at 50℃; for 10h; chemoselective reaction;95 %Chromat.
3-chloro-2-hydroxypropanoic acid
1713-85-5

3-chloro-2-hydroxypropanoic acid

glycidic acid
503-11-7

glycidic acid

Conditions
ConditionsYield
With -base Kinetik; dl-glycidic acid;
With potassium hydroxide dl-glycidic acid;
acide 2-bromo-3-hydroxy propanoique
160732-12-7

acide 2-bromo-3-hydroxy propanoique

glycidic acid
503-11-7

glycidic acid

Conditions
ConditionsYield
With potassium hydroxide; nitric acid 1.) methanol, -40 deg C --> 0 deg C; 2.) water, -5 deg C, 1 h; Yield given;
acrolein
107-02-8

acrolein

A

acrylic acid
79-10-7

acrylic acid

B

glycidic acid
503-11-7

glycidic acid

Conditions
ConditionsYield
With Oxone In water-d2 for 0.25h; Product distribution; Ambient temperature; pH 6.8 (phosphate buffer);
oxiranyl-methanol
556-52-5

oxiranyl-methanol

A

Glycidaldehyde
765-34-4

Glycidaldehyde

B

glycidic acid
503-11-7

glycidic acid

Conditions
ConditionsYield
With Acetobacter pasteurianus LMG 1635 In water at 30℃; Kinetics;
sodium salt of/the/ β-chloro-lactic acid

sodium salt of/the/ β-chloro-lactic acid

glycidic acid
503-11-7

glycidic acid

Conditions
ConditionsYield
With sodium ethanolate
3-chloro-2-hydroxypropanoic acid
1713-85-5

3-chloro-2-hydroxypropanoic acid

alcoholic sodium hydroxide

alcoholic sodium hydroxide

glycidic acid
503-11-7

glycidic acid

2-chloro-3-hydroxypropionic acid
138250-73-4, 134267-54-2, 134267-57-5

2-chloro-3-hydroxypropionic acid

alcoholic potash

alcoholic potash

glycidic acid
503-11-7

glycidic acid

D-(+)-camphoric acid
124-83-4

D-(+)-camphoric acid

water
7732-18-5

water

KMnO4

KMnO4

alkali

alkali

A

oxalic acid
144-62-7

oxalic acid

B

glycidic acid
503-11-7

glycidic acid

Conditions
ConditionsYield
at 20℃;
D-(+)-camphoric acid
124-83-4

D-(+)-camphoric acid

water
7732-18-5

water

KMnO4

KMnO4

alkali

alkali

A

formic acid
64-18-6

formic acid

B

oxalic acid
144-62-7

oxalic acid

C

acetic acid
64-19-7

acetic acid

D

glycidic acid
503-11-7

glycidic acid

D-(+)-camphoric acid
124-83-4

D-(+)-camphoric acid

water
7732-18-5

water

KMnO4

KMnO4

alkali

alkali

A

2,3,3-trimethylsuccinic acid
2103-16-4

2,3,3-trimethylsuccinic acid

B

oxalic acid
144-62-7

oxalic acid

C

glycidic acid
503-11-7

glycidic acid

D

butyric acid
107-92-6

butyric acid

D-(+)-camphoric acid
124-83-4

D-(+)-camphoric acid

water
7732-18-5

water

KMnO4

KMnO4

alkali

alkali

A

(+-)-camphoronic acid
508-34-9, 2385-74-2, 102571-53-9

(+-)-camphoronic acid

B

oxalic acid
144-62-7

oxalic acid

C

glycidic acid
503-11-7

glycidic acid

D

camphanoic acid

camphanoic acid

2-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)ethan-1-amine
165749-18-8

2-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)ethan-1-amine

glycidic acid
503-11-7

glycidic acid

N-[O,O'-di-(tert-butyl-dimethylsilyl)dopaminyl]-glycidamide
1047684-30-9

N-[O,O'-di-(tert-butyl-dimethylsilyl)dopaminyl]-glycidamide

Conditions
ConditionsYield
Stage #1: glycidic acid With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at 0℃; for 1h; Cooling with ice; Inert atmosphere;
Stage #2: 2-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)ethan-1-amine With 4-methyl-morpholine In dichloromethane at 0℃; Inert atmosphere;
56%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

glycidic acid
503-11-7

glycidic acid

2-(oxiran-2-yl)benzo[d]thiazole

2-(oxiran-2-yl)benzo[d]thiazole

Conditions
ConditionsYield
With ammonium peroxydisulfate; anthocyanin In dichloromethane; water at 20℃; Minisci Aromatic Substitution; Irradiation; Green chemistry;55%
1-Adamantanamine
768-94-5

1-Adamantanamine

glycidic acid
503-11-7

glycidic acid

N-adamantylglycidamide
1047684-27-4

N-adamantylglycidamide

Conditions
ConditionsYield
Stage #1: glycidic acid With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at 0℃; for 1h; Cooling with ice; Inert atmosphere;
Stage #2: 1-Adamantanamine With 4-methyl-morpholine In dichloromethane at 0℃; Inert atmosphere;
52%
oxalyl dichloride
79-37-8

oxalyl dichloride

N-{5-[(2-aminoimidazo[1,2-b]pyridazin-6-yl)oxy]-2-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide hydrochloride
1005784-98-4

N-{5-[(2-aminoimidazo[1,2-b]pyridazin-6-yl)oxy]-2-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide hydrochloride

glycidic acid
503-11-7

glycidic acid

1,3-dimethyl-N-[2-methyl-5-({2-[(oxirane-2-ylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-1H-pyrazole-5-carboxamide
1005785-28-3

1,3-dimethyl-N-[2-methyl-5-({2-[(oxirane-2-ylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-1H-pyrazole-5-carboxamide

Conditions
ConditionsYield
In tetrahydrofuran; N,N-dimethyl acetamide; N,N-dimethyl-formamide52%
tert-butyl (2S,4R)-4-(2,3-dichloro-6-methoxyphenyl)-2-(hydroxymethyl)piperidine-1-carboxylate

tert-butyl (2S,4R)-4-(2,3-dichloro-6-methoxyphenyl)-2-(hydroxymethyl)piperidine-1-carboxylate

glycidic acid
503-11-7

glycidic acid

[(2S,4R)-4-(2,3-dichloro-6-methoxyphenyl)-1-(oxirane-2-carbonyl)piperidin-2-yl]methanol

[(2S,4R)-4-(2,3-dichloro-6-methoxyphenyl)-1-(oxirane-2-carbonyl)piperidin-2-yl]methanol

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 1h;40%
N-((3R,6S)-6-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

N-((3R,6S)-6-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

glycidic acid
503-11-7

glycidic acid

racemic-[(2S,5R)-2-methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)piperidin-1-yl](oxiran-2-yl)methanone

racemic-[(2S,5R)-2-methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)piperidin-1-yl](oxiran-2-yl)methanone

Conditions
ConditionsYield
Stage #1: glycidic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 0.5h; Inert atmosphere;
Stage #2: N-((3R,6S)-6-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;
23%
trans-N-(4-aminocyclohexyl)-2-(4-chloro-3-fluorophenoxy)acetamide

trans-N-(4-aminocyclohexyl)-2-(4-chloro-3-fluorophenoxy)acetamide

glycidic acid
503-11-7

glycidic acid

trans-N-(4-(2-(4-chloro-3-fluorophenoxy)acetamido)cyclohexyl)oxirane-2-carboxamide

trans-N-(4-(2-(4-chloro-3-fluorophenoxy)acetamido)cyclohexyl)oxirane-2-carboxamide

Conditions
ConditionsYield
Stage #1: trans-N-(4-aminocyclohexyl)-2-(4-chloro-3-fluorophenoxy)acetamide With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: glycidic acid In N,N-dimethyl-formamide at 20℃;
20%
7-chloro-1H-indole
53924-05-3

7-chloro-1H-indole

glycidic acid
503-11-7

glycidic acid

3-(7-chloro-1H-indol-3-yl)-2-hydroxy-propionic acid
870481-95-1

3-(7-chloro-1H-indol-3-yl)-2-hydroxy-propionic acid

Conditions
ConditionsYield
With tin(IV) chloride In tetrachloromethane at 0℃; for 1.5h;7%
4-[7-[6-amino-4-methyl-3-(trifluoromethyl)-2-pyridyl]-6-chloroquinazolin-4-yl]piperazine-2-carbonitrile

4-[7-[6-amino-4-methyl-3-(trifluoromethyl)-2-pyridyl]-6-chloroquinazolin-4-yl]piperazine-2-carbonitrile

glycidic acid
503-11-7

glycidic acid

4-[7-[6-amino-4-methyl-3-(trifluoromethyl)-2-pyridyl]-6-chloroquinazolin-4-yl]-1-(oxirane-2-carbonyl)piperazine-2-carbonitrile

4-[7-[6-amino-4-methyl-3-(trifluoromethyl)-2-pyridyl]-6-chloroquinazolin-4-yl]-1-(oxirane-2-carbonyl)piperazine-2-carbonitrile

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 24h;3.1%
glycidic acid
503-11-7

glycidic acid

2-hydroxy-3-iodo-propionic acid
57101-70-9

2-hydroxy-3-iodo-propionic acid

Conditions
ConditionsYield
With hydrogen iodide
glycidic acid
503-11-7

glycidic acid

(RS)-isoserine
632-12-2

(RS)-isoserine

Conditions
ConditionsYield
With ammonia; water at 120℃; inactive α-oxy-β-amino-propionic acid;
With ethanol; ammonia inactive α-oxy-β-amino-propionic acid;
glycidic acid
503-11-7

glycidic acid

glyceric acid
473-81-4

glyceric acid

Conditions
ConditionsYield
With water
glycidic acid
503-11-7

glycidic acid

(R,S)-3-bromo-2-hydroxypropanoic acid
32777-03-0

(R,S)-3-bromo-2-hydroxypropanoic acid

Conditions
ConditionsYield
With hydrogen bromide
glycidic acid
503-11-7

glycidic acid

2,3,3-trimethylsuccinic acid
2103-16-4

2,3,3-trimethylsuccinic acid

Conditions
ConditionsYield
With hydrogen bromide at 140℃;
With phosphorus halides nachfolgende Behandlung mit Wasser;
at 170 - 220℃; das Anhydrid entsteht;
Conditions
ConditionsYield
With sulfuric acid
With potassium hydroxide
glycidic acid
503-11-7

glycidic acid

3-chloro-2-hydroxypropanoic acid
1713-85-5

3-chloro-2-hydroxypropanoic acid

Conditions
ConditionsYield
With hydrogenchloride
dimethyl amine
124-40-3

dimethyl amine

glycidic acid
503-11-7

glycidic acid

A

3-dimethylamino-2-hydroxy-propionic acid
108724-17-0

3-dimethylamino-2-hydroxy-propionic acid

B

N,N-dimethylserine
2812-35-3

N,N-dimethylserine

Conditions
ConditionsYield
In diethyl ether; water for 2h; Product distribution; Ambient temperature;
methylamine
74-89-5

methylamine

glycidic acid
503-11-7

glycidic acid

A

methyl-cycloserine
2076-49-5

methyl-cycloserine

B

2-hydroxy-3-methylamino-propionic acid

2-hydroxy-3-methylamino-propionic acid

Conditions
ConditionsYield
In diethyl ether; water for 3h; Product distribution; Ambient temperature;
glycidic acid
503-11-7

glycidic acid

A

serin
302-84-1

serin

B

(RS)-isoserine
632-12-2

(RS)-isoserine

Conditions
ConditionsYield
With ammonia In diethyl ether; water for 6h; Product distribution; Ambient temperature;
ammonia
7664-41-7

ammonia

glycidic acid
503-11-7

glycidic acid

(RS)-isoserine
632-12-2

(RS)-isoserine

ammonium hydroxide

ammonium hydroxide

glycidic acid
503-11-7

glycidic acid

(RS)-isoserine
632-12-2

(RS)-isoserine

Conditions
ConditionsYield
at 120℃; im Einschlussrohr;
hydrogenchloride
7647-01-0

hydrogenchloride

glycidic acid
503-11-7

glycidic acid

3-chloro-2-hydroxypropanoic acid
1713-85-5

3-chloro-2-hydroxypropanoic acid

2-Oxiranecarboxylicacid Specification

The 2-Oxiranecarboxylicacid, with the CAS registry number 503-11-7, is also known as 2,3-Epoxypropionic Acid and Oxiranecarboxylic acid. This chemical's molecular formula is C3H4O3 and molecular weight is 88.0621. What's more, its systematic name is called Oxirane-2-carboxylic acid.

Physical properties about 2-Oxiranecarboxylicacid are: (1)ACD/LogP: -1.26; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.17; (4)ACD/LogD (pH 7.4): -4.74; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 38.83Å2; (13)Index of Refraction: 1.511; (14)Molar Refractivity: 16.93 cm3; (15)Molar Volume: 56.5 cm3; (16)Surface Tension: 65.7 dyne/cm; (17)Density: 1.557 g/cm3; (18)Flash Point: 122.8 °C; (19)Enthalpy of Vaporization: 53.26 kJ/mol; (20)Boiling Point: 246.5 °C at 760 mmHg; (21)Vapour Pressure: 0.00876 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)C1OC1
(2) InChI: InChI=1/C3H4O3/c4-3(5)2-1-6-2/h2H,1H2,(H,4,5)
(3) InChIKey: OTGHWLKHGCENJV-UHFFFAOYAU

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