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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
CAS Number:
300-85-6
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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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

InChI key

WHBMMWSBFZVSSR-UHFFFAOYSA-N

SMILES string

CC(O)CC(O)=O

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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.

Application

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

166898-BULK: + 166898-1G: + 166898-500G: + 166898-5G: + 166898-VAR:

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A A A Jacobs et al.
Animal : an international journal of animal bioscience, 7(9), 1508-1516 (2013-04-20)
Stearoyl-CoA desaturase (SCD) in the bovine mammary gland introduces a cis-double bond at the Δ9 position in a wide range of fatty acids (FA). Several long-chain polyunsaturated fatty acids (PUFA) inhibit expression of SCD, but information on the effect of
Misha Zilberter et al.
Journal of neurochemistry, 125(1), 157-171 (2012-12-18)
Deficient energy metabolism and network hyperactivity are the early symptoms of Alzheimer's disease (AD). In this study, we show that administration of exogenous oxidative energy substrates (OES) corrects neuronal energy supply deficiency that reduces the amyloid-beta-induced abnormal neuronal activity in
Tadahiro Shimazu et al.
Science (New York, N.Y.), 339(6116), 211-214 (2012-12-12)
Concentrations of acetyl-coenzyme A and nicotinamide adenine dinucleotide (NAD(+)) affect histone acetylation and thereby couple cellular metabolic status and transcriptional regulation. We report that the ketone body d-β-hydroxybutyrate (βOHB) is an endogenous and specific inhibitor of class I histone deacetylases
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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