Skip to Content
Merck
All Photos(1)

Documents

243159

Sigma-Aldrich

Methyl (R)-3-hydroxybutyrate

99%

Synonym(s):

(-)-(3R)-3-Hydroxybutanoic acid methyl ester, (R)-β-Hydroxybutyric acid methyl ester, Methyl (-)-3-hydroxybutanoate, Methyl (-)-3-hydroxybutyrate, Methyl (3R)-hydroxybutanoate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3CH(OH)CH2CO2CH3
CAS Number:
3976-69-0
Molecular Weight:
118.13
Beilstein:
6130687
EC Number:
223-610-0
MDL number:
MFCD00063289
UNSPSC Code:
12352108
PubChem Substance ID:
24854601
NACRES:
NA.22

Quality Level

100

Assay

99%

optical activity

[α]20/D −19.5°, neat

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.421 (lit.)

bp

56-58 °C/11 mmHg (lit.)

density

1.055 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)C[C@@H](C)O

InChI

1S/C5H10O3/c1-4(6)3-5(7)8-2/h4,6H,3H2,1-2H3/t4-/m1/s1

InChI key

LDLDJEAVRNAEBW-SCSAIBSYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Methyl (R)-3-hydroxybutyrate may be used in the preparation of (R)-(-)-3-hydroxybutanoic acid and poly-(R)-(-)-3-hydroxybutyrate.
Optically active starting material

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Poly[(R)-3-hydroxybutyric acid] natural origin

Sigma-Aldrich

363502

Poly[(R)-3-hydroxybutyric acid]

Direct Degradation of the Biopolymer Poly [(R)-3-Hydroxybutyric Acid] to (R)-3-Hydroxybutanoic Acid and its Methyl Ester.
Seebach D, et al.
Organic Syntheses, 39-39 (1992)
Synthesis of biodegradable polyesters by polycondensation of methyl (R)-3-hydroxybutyrate and methyl (R)-3-hydroxy-valerate.
Kobayashi T, et al.
Makromol. Chem., Rapid Commun., 14(12), 785-790 (1993)
Diya Alsafadi et al.
New biotechnology, 34, 47-53 (2016-05-26)
Olive mill wastewater (OMW), a highly polluting waste from the olive oil industry, was utilized as sole carbon source for the production of polyhydroxyalkanoate (PHA) by extremely halophilic Haloferax Mediterranei (H. mediterranei) in a one stage cultivation step. H. mediterranei
Xiao-Hong Chen et al.
PloS one, 9(4), e94543-e94543 (2014-04-18)
A novel carbonyl reductase (AcCR) catalyzing the asymmetric reduction of ketones to enantiopure alcohols with anti-Prelog stereoselectivity was found in Acetobacter sp. CCTCC M209061 and enriched 27.5-fold with an overall yield of 0.4% by purification. The enzyme showed a homotetrameric

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service