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999-10-0

Basic Information
CAS No.: 999-10-0
Name: Ethyl 4-hydroxybutanoate
Article Data: 35
Molecular Structure:
Molecular Structure of 999-10-0 (Ethyl 4-hydroxybutanoate)
Formula: C6H12O3
Molecular Weight: 132.159
Synonyms: Butyricacid, 4-hydroxy-, ethyl ester (6CI,7CI,8CI);Ethyl 4-hydroxybutanoate;Ethyl4-hydroxybutyrate;Ethyl g-hydroxybutyrate;NSC 617295;
Density: 1.027 g/cm3
Boiling Point: 204.8 °C at 760 mmHg
Flash Point: 81.4 °C
PSA: 46.53000
LogP: 0.32200
Synthetic route
96-48-0

4-butanolide

64-17-5

ethanol

999-10-0

ethyl 4-hydroxybutanoate

Conditions
ConditionsYield
With amberlyst-15 for 20h;94%
With sulfuric acid Ambient temperature;80%
With sulfuric acid at 20℃; for 33h;55%

4-isopropoxycarbonyloxy-butyric acid ethyl ester

999-10-0

ethyl 4-hydroxybutanoate

Conditions
ConditionsYield
With aluminium trichloride In nitromethane at 25℃; for 3h;86%
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

A

96-48-0

4-butanolide

B

1071-73-4

5-Hydroxy-2-pentanone

C

999-10-0

ethyl 4-hydroxybutanoate

D

25560-91-2

ethyl 4-(acetyloxy)butanoate

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 200℃; for 2h;A 75%
B 5%
C 8%
D 12%
With sodium hydroxide In ethanol; water at 200℃; for 2h;A 75%
B 3%
C 8%
D 12%
With sodium hydroxide In ethanol; water at 200℃; for 2h; Product distribution; other reagent/educt ratio,;A 15%
B 16%
C 4%
D 62%
With sodium hydroxide In ethanol; water at 200℃; for 2h;A 15%
B 16%
C 4%
D 62%
2969-81-5

4-bromoethylbutanoate

A

999-10-0

ethyl 4-hydroxybutanoate

B

4606-07-9

ethyl cyclopropylcarboxylate

Conditions
ConditionsYield
With oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide at 20℃; electroreduction at -1.1 V;A 10%
B 68%
96-48-0

4-butanolide

141-78-6

ethyl acetate

A

999-10-0

ethyl 4-hydroxybutanoate

B

25560-91-2

ethyl 4-(acetyloxy)butanoate

C

87418-30-2

ethyl 2-acetyl-4-acetoxybutyrate

Conditions
ConditionsYield
With sodium ethanolate at -50℃;A 9%
B 57%
C 25%
5965-53-7

diethyl 2-ketoglutarate

A

55094-99-0

(–)-(S)-diethyl 2-hydroxyglutarate

B

999-10-0

ethyl 4-hydroxybutanoate

Conditions
ConditionsYield
With baker's yeast Ambient temperature;A 18%
B 34%
96-48-0

4-butanolide

368-39-8

triethyloxonium fluoroborate

999-10-0

ethyl 4-hydroxybutanoate

Conditions
ConditionsYield
(i) aq. NaOH, (ii) /BRN= 3598090/, MeCN; Multistep reaction;
72291-79-3

3,3-Bis-ethylsulfanylcarbonyl-propionic acid ethyl ester

999-10-0

ethyl 4-hydroxybutanoate

Conditions
ConditionsYield
nickel
96-48-0

4-butanolide

141-52-6

sodium ethanolate

141-78-6

ethyl acetate

A

517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

B

1071-73-4

5-Hydroxy-2-pentanone

C

999-10-0

ethyl 4-hydroxybutanoate

D

25560-91-2

ethyl 4-(acetyloxy)butanoate

E

141-97-9

ethyl acetoacetate

F

65652-24-6

α-(2-Tetrahydrofuranylidene)-γ-butyrolactone

Conditions
ConditionsYield
at 100℃; under 1064 Torr; for 0.5h; Product distribution; various molar ratio of the reagents, other temp., other pressure, other time;
2969-81-5

4-bromoethylbutanoate

A

96-48-0

4-butanolide

B

999-10-0

ethyl 4-hydroxybutanoate

Conditions
ConditionsYield
With water; triethylamine In ethanol at 120.1℃; Kinetics; further temperatures, further solvent, activation enthalpy and entropy;
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  • 999-10-0  C6H12O3  Ethyl 4-hydroxybutanoate  CAS NO.999-10-0

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Specification

The Ethyl 4-hydroxybutanoate, with the CAS registry number 999-10-0, is also called Butanoic acid, 4-hydroxy, ethyl ester. And the molecular formula of the chemical is C6H12O3.

The characteristics of this chemical are as followings: (1)ACD/LogP: 0.43; (2)# of Rule of 5 Violations: 0 ; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 6; (6)Polar Surface Area: 35.53 Å2; (7)Index of Refraction: 1.429; (8)Molar Refractivity: 33.15 cm3; (9)Molar Volume: 128.5 cm3; (10)Polarizability: 13.14×10-24cm3; (11)Surface Tension: 34.8 dyne/cm; (12)Density: 1.027 g/cm3; (13)Flash Point: 81.4 °C; (14)Enthalpy of Vaporization: 51.3 kJ/mol; (15)Boiling Point: 204.8 °C at 760 mmHg; (16)Vapour Pressure: 0.0619 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OCC)CCCO
(2)InChI: InChI=1/C6H12O3/c1-2-9-6(8)4-3-5-7/h7H,2-5H2,1H3
(3)InChIKey: AYPJVXQBVHCUCJ-UHFFFAOYAR