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54920

Sigma-Aldrich

(R)-3-Hydroxybutyric acid

≥98.0% (T)

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Synonym(s):
(3R)-3-Hydroxybutanoic acid, (3R)-Hydroxybutyrate, 3R-Hydroxybutanoic acid, D-β-Hydroxybutyrate
Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
Beilstein/REAXYS Number:
1720568
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0% (T)

form

solid

optical activity

[α]20/D −25±1°, c = 6% in H2O

mp

49-50 °C (lit.)

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

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1 of 4

This Item
298360H650154925
vibrant-m

54920

(R)-3-Hydroxybutyric acid

vibrant-m

54925

(S)-3-Hydroxybutyric acid

assay

≥98.0% (T)

assay

-

assay

~98%

assay

≥97.0%

mp

49-50 °C (lit.)

mp

149-155 °C (lit.)

mp

-

mp

45-50 °C

form

solid

form

solid

form

powder

form

powder or crystals

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

optical activity

[α]20/D −25±1°, c = 6% in H2O

optical activity

[α]22/D −14°, c = 10 in H2O

optical activity

-

optical activity

[α]20/D +25±1°, c = 6% in H2O

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.

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


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