54920

(R)-3-Hydroxybutyric acid

≥98.0% (T)

• Synonym(s): (3R)-3-Hydroxybutanoic acid, (3R)-Hydroxybutyrate, 3R-Hydroxybutanoic acid, D-β-Hydroxybutyrate
• Empirical Formula (Hill Notation): C₄H₈O₃
• CAS Number: 625-72-9
• Molecular Weight: 104.10
• Beilstein/REAXYS Number: 1720568
• EC Number: 210-909-6
• MDL number: MFCD00066257
• UNSPSC Code: 51113400
• PubChem Substance ID: 57651489
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: ≥98.0% (T)
• form: solid
• optical activity: [α]20/D −25±1°, c = 6% in H₂O
• mp: 49-50 °C (lit.)
• functional group: carboxylic acid; hydroxyl
• storage temp.: 2-8°C
• SMILES string: C[C@@H](O)CC(O)=O
• InChI: 1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1
• InChI key: WHBMMWSBFZVSSR-GSVOUGTGSA-N

Description

Application

(R)-3-Hydroxybutyric acid may be used in the preparation of copolymers by reacting with various hydroxyalkanoic acids.1 It may also be used in the preparation of (3R,4R)-4-acetoxy-3-[(R)-1-(formyloxy)ethyl]-2-azetidinone.2

Other Notes

Important chiral starting material; enantioselective reactions at the 2-, 3- and 4-positions via the cyclic acetal with aldehydes; preparation of (R)-β-butyrolactone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves