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Merck
CN

54920

(R)-3-Hydroxybutyric acid

≥98.0% (T)

Synonym(s):

(3R)-3-Hydroxybutanoic acid, (3R)-Hydroxybutyrate, 3R-Hydroxybutanoic acid, D-β-Hydroxybutyrate

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-909-6
Beilstein/REAXYS Number:
1720568
MDL number:
Assay:
≥98.0% (T)
Form:
solid
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Quality Level

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

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A. Griesbech et al.
Helvetica Chimica Acta, 70, 1320-1320 (1987)
Journal of the American Chemical Society, 110, 4763-4763 (1988)
D. Seebach et al.
Modern Synthetic Methods, 4, 125-125 (1986)



Global Trade Item Number

SKUGTIN
54920-1G-F04061832575100
54920-5G-F04061832896212