(S)-3-Hydroxybutyrolactone

C₄H₆O₃CAS 7331-52-4102.09 g/mol

Open in Covalent MOL file

Alcohol Ester Lactone

Properties

Molecular formula: C₄H₆O₃
Molar mass: 102.09 g/mol
Exact mass: 102.0317 Da
Boiling point: 140 °C (at 1 Torr)
logP: -0.71Crippen estimate
Polar surface area: 46.5 Å²
H-bond donors / acceptors: 1 / 3
Rotatable bonds: 0
Stereocentres: Sin SMILES atom order

Hazards

Warning

H317 May cause an allergic skin reactionSensitization, Skin

Harmonised EU classification (CLP Annex VI, index 607-654-00-1), via PubChem.

Precautionary statements

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, P501

Identifiers

CAS number

7331-52-4

SMILES

O=C1C[C@H](O)CO1

InChIKey

FUDDLSHBRSNCBV-VKHMYHEASA-N

InChI

InChI=1S/C4H6O3/c5-3-1-4(6)7-2-3/h3,5H,1-2H2/t3-/m0/s1

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 4.75 (m, J = 7.0 Hz, 1H), 4.71 (m, J = 7.0 Hz, 2H), 2.85 (d, J = 7.0 Hz, 2H), 2.00 (br s, 1H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 177.8, 76.6, 63.2, 35.8.

[M + H]+

[M + H]+ Calcd for C4H7O3 103.0390

[M + Na]+

[M + Na]+ Calcd for C4H6NaO3 125.0209

[M − H]−

[M − H]− Calcd for C4H5O3 101.0244

Elemental analysis

Anal. Calcd for C4H6O3: C, 47.06; H, 5.92.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

11 names

3-Hydroxybutyrolactone, (3S)-
(S)-3-Hydroxy-γ-butyrolactone
2(3H)-Furanone, dihydro-4-hydroxy-, (4S)-
Butyric acid, 3,4-dihydroxy-, γ-lactone, D-glycero-
2(3H)-Furanone, dihydro-4-hydroxy-, (S)-
(4S)-Dihydro-4-hydroxy-2(3H)-furanone
(3S)-Hydroxy-γ-butyrolactone
(S)-β-Hydroxy-γ-butyrolactone
(S)-(-)-β-Hydroxy-γ-butyrolactone
3S-Hydroxy butyrolactone
(4S)-4-Hydroxyoxolan-2-one

Work with (S)-3-Hydroxybutyrolactone

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(R)-(+)-3-Hydroxybutyrolactone58081-05-3Enantiomer 3,4-Dihydroxybutanoic acid gamma-lactone5469-16-9Stereo not defined

Similar compounds

1,3-Dipropanoylglycerol18373-31-459 % similar Diethyl 3-hydroxyglutarate32328-03-359 % similar (±)-Ethyl 3-hydroxyhexanoate2305-25-155 % similar 1,5-Dimethyl 3-hydroxypentanedioate7250-55-752 % similar Ethyl 4-chloro-3-hydroxybutyrate10488-69-450 % similar Ethyl (3S)-4-chloro-3-hydroxybutanoate86728-85-050 % similar Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate90866-33-450 % similar Ethyl (3S)-4-bromo-3-hydroxybutanoate95537-36-350 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Acetic anhydride108-24-7 Propylene carbonate108-32-7 Methyl (2R)-2-oxiranecarboxylate111058-32-3 3-Oxetanecarboxylic acid114012-41-8 (4R)-4-Methyl-1,3-dioxolan-2-one16606-55-6 1-Hydroxy-1-cyclopropanecarboxylic acid17994-25-1 α-Hydroxy-γ-butyrolactone19444-84-9 Trimethylene carbonate2453-03-4

Elsewhere

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