Basic information
- CAS
56816-01-4- Standard SMILES
CCOC(=O)C[C@H](C)O- InChIKey
OMSUIQOIVADKIM-YFKPBYRVSA-N- Molecular formula
- C6H12O3
- Average molar mass
- 132.16 g/mol
- Monoisotopic mass
- 132.07864424
Overview
Ethyl (3S)-3-hydroxybutanoate is a carboxylic ester.
Names & identifiers
- Preferred name
- Butanoic acid, 3-hydroxy-, ethyl ester, (3S)-
- IUPAC
- ethyl (3S)-3-hydroxybutanoate
- English name
- Ethyl (S)-3-hydroxybutyrate
- Molecular formula
- C6H12O3
- Molecular weight
- 132.16
Names & synonyms
Butanoic acid, 3-hydroxy-, ethyl ester, (3S)-RefChem:57141456816-01-4Ethyl (S)-3-hydroxybutyrate(S)-Ethyl 3-hydroxybutanoateethyl (3S)-3-hydroxybutanoateEthyl (S)-(+)-3-HydroxybutyrateEthyl (S)-3-hydroxybutanoateMFCD00066206(S)-(+)-3-Hydroxybutyric Acid Ethyl Ester(S)-(+)-3-HYDROXY-N-BUTYRIC ACID ETHYL ESTEREthyl (S)-(-)-3-hydroxybutyrate
Show more names
(S)-grape butyrate(R)-2-HEPTANOL EE 97+%ETHYL (S)-3-HYDROXYBUTYLATEETHYL (3S)-3-HYDROXYBUTYRATE(S)-(+)-Ethyl 3-HydrobutyrateETHYL S-(+)-3-HYDROXYBUTANOATE
SCHEMBL54111ethyl(3s)-3-hydroxybutanoateDTXSID301031807Ethyl (S)-3-hydroxybutyrate, 99%AKOS015843310HY-W076441AS-19211EN300-318286
Database identifiers
- CAS
56816-01-4
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 90.3
Physicochemical properties
- Boiling point
- 180 · 180-182 °C (lit.)
- alpha
- 43 · 43 º (C=1, CHLOROFORM)
- Density
- 1.012 g/mL · 1.012 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.421(lit.)
- Flash point
- 148 °F · 148 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in chloroform
- form
- Liquid
- pka
- 14.45 · 14.45±0.20(Predicted)
- color
- Colorless to Yellow
- optical activity
- 20 · [α]20/D +43°, c = 1 in chloroform
- BRN
- 2347951 · 2347951
- InChI
- InChI=1S/C6H12O3/c1-3-9-6(8)4-5(2)7/h5,7H,3-4H2,1-2H3/t5-/m0/s1
- InChIKey
- OMSUIQOIVADKIM-YFKPBYRVSA-N
- SMILES
- C(OCC)(=O)C[C@@H](O)C
- LogP
- -0.019 · -0.019 (est)
Safety & regulation
Hazard information
Regulatory InformationButanoic acid, 3-hydroxy-, ethyl ester, (3S)-: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- hs_code
- 29181990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227
- Precautionary statements
- P210e-P280a-P370+P378a-P403+P235-P501a
Chemistry & industry
Applications
DescriptionEthyl (S)-3-hydroxybutyrate is a chiral building block for the preparation of bioactive compounds such as pheromones and carbapenem antibiotics.
UsesEthyl (S)-(+)-3-hydroxybutyrate is used for synthesis of optically active products, used as medical and organic intermediates, an important amino protective agents, pharmaceuticals and synthetic organic makes intermediates, organic synthesis used to introduce t-Boc protect gene.
UsesEthyl (S)-3-Hydroxybutyrate is a product of reductions of keto esters with Baker''s yeast in organic solvents.
UsesEthyl (S)-3-hydroxybutyrate may be used in the preparation of 3-(1′-hydroxyethyl)-2-azetidinones.
General DescriptionEthyl (S)-3-hydroxybutyrate is a chiral building block for the preparation of bioactive compounds such as pheromones and carbapenem antibiotics.
Upstream & downstream products
Upstream raw materials
Related reactions
7 records
Compound notes
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