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Merck

166898

3-Hydroxybutyric acid

95%

Synonym(s):

(±)-3-Hydroxybutanoic acid, DL-β-Hydroxybutyric acid

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About This Item

Linear Formula:
CH3CH(OH)CH2COOH
Molecular Weight:
104.10
NACRES:
NA.22
PubChem Substance ID:
24850187
UNSPSC Code:
12352100
EC Number:
206-099-9
MDL number:
MFCD00004546
Beilstein/REAXYS Number:
773861
Assay:
95%
Form:
liquid

Key Documents

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Product Name

3-Hydroxybutyric acid, 95%

SMILES string

CC(O)CC(O)=O
CC(O)CC(O)=O

InChI key

WHBMMWSBFZVSSR-UHFFFAOYSA-N
WHBMMWSBFZVSSR-UHFFFAOYSA-N

InChI

1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)

assay

95%

form

liquid

refractive index

n20/D 1.443 (lit.)

bp

118-120 °C/2 mmHg (lit.)

solubility

ethanol: soluble 50 mg/mL, clear

density

1.126  g/mL at 25 °C
1.126 g/mL at 25 °C (lit.)

functional group

carboxylic acid
hydroxyl

storage temp.

2-8°C

Quality Level

100

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Application

3-Hydroxybutyric acid was used in enantioselective synthesis of D-(-)-3-hydroxybutyric acid by Escherichia coli.

General description

3-Hydroxybutyric acid forms films of random copolymer with (R)-3-hydroxypentanoic acid, (R)-3-hydroxyhexanoic acid, 4-hydroxybutyric acid, 6-hydroxyhexanoic acid and (S,S)-lactide by the melt-crystallized method. It is an important intermediate for the fine chemical industry.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW5893
MKCS4453
MKCR6412
MKCP6201
MKCP0675

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Hai Jun Gao et al.
FEMS microbiology letters, 213(1), 59-65 (2002-07-20)
Wild-type bacteria including Escherichia coli normally do not produce extracellular D-(-)-3-hydroxybutyric acid (3HB). To produce extracellular chiral 3HB, a new pathway for synthesis of 3HB was constructed by simultaneous expression of genes of beta-ketothiolase (phbA), acetoacetyl-CoA reductase (phbB), phosphor-transbutyrylase (ptb)
Silvia Brojanigo et al.
Polymers, 12(7) (2020-07-09)
Due to oil shortage and environmental problems, synthetic plastics have to be replaced by different biodegradable materials. A promising alternative could be polyhydroxyalkanoates (PHAs), and the low-cost abundant agricultural starchy by-products could be usefully converted into PHAs by properly selected
M Derno et al.
Journal of dairy science, 96(2), 971-980 (2012-12-12)
In addition to plasma metabolites and hormones participating as humoral signals in the control of feed intake, oxidative metabolic processes in peripheral organs also generate signals to terminate feeding. Although the degree of oxidation over longer periods is relatively constant
Elahe Masaeli et al.
PloS one, 8(2), e57157-e57157 (2013-03-08)
Tissue engineering techniques using a combination of polymeric scaffolds and cells represent a promising approach for nerve regeneration. We fabricated electrospun scaffolds by blending of Poly (3-hydroxybutyrate) (PHB) and Poly (3-hydroxy butyrate-co-3- hydroxyvalerate) (PHBV) in different compositions in order to
Yasmin Schuermann et al.
Scientific reports, 8(1), 16170-16170 (2018-11-06)
Ovulation is triggered by gonadotropin surge-induced signaling cascades. To study the role of extracellular signal-regulated kinase 1/2 (ERK1/2) in bovine ovulation, we administered the pharmacological inhibitor, PD0325901, into the preovulatory dominant follicle by intrafollicular injection. Four of five cows treated
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