ChemicalBook > CAS DataBase List > (R)-3-Hydroxybutyric acid

(R)-3-Hydroxybutyric acid

Product Name
(R)-3-Hydroxybutyric acid
CAS No.
625-72-9
Chemical Name
(R)-3-Hydroxybutyric acid
Synonyms
(R)-3-Hydroxybutanoic acid;d-beta-hydroxybutyrate;D-3-Hydroxybutyric acid;(R)-β-Hydroxybutyric acid;(R)-3-Hydroxybutyrate;D(-)-3-Hydroxybutyrate;D-(-)-3-Hydroxybutyrate;(R)-3-Hydroxybuttersure;(R)-3-HYDROXYBUTYRIC ACID;(R)-(-)-3-HYDROXYBUTYRIC ACID
CBNumber
CB5421549
Molecular Formula
C4H8O3
Formula Weight
104.1
MOL File
625-72-9.mol
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(R)-3-Hydroxybutyric acid Property

Melting point:
49-50 °C(lit.)
Boiling point:
90-92 °C(Press: 0.08 Torr)
alpha 
-25 º (C=6% IN H2O)
Density 
1.195±0.06 g/cm3(Predicted)
Flash point:
112 °C
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly), Water (Slightly)
form 
Oil to Semi-Solid
pka
4.36±0.10(Predicted)
color 
Colourless to Pale Yellow
optical activity
[α]20/D 25±1°, c = 6% in H2O
BRN 
1720568
InChI
InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1
InChIKey
WHBMMWSBFZVSSR-GSVOUGTGSA-N
SMILES
C(O)(=O)C[C@H](O)C
CAS DataBase Reference
625-72-9(CAS DataBase Reference)
EPA Substance Registry System
Butanoic acid, 3-hydroxy-, (3R)- (625-72-9)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
3-10
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
54920
Product name
(R)-3-Hydroxybutyric acid
Purity
≥98.0% (T)
Packaging
1g
Price
$274
Updated
2024/03/01
Sigma-Aldrich
Product number
54920
Product name
(R)-3-Hydroxybutyric acid
Purity
≥98.0% (T)
Packaging
5G
Price
$1020
Updated
2024/03/01
ChemScene
Product number
CS-0044101
Product name
(R)-3-Hydroxybutanoicacid
Purity
≥97.0%
Packaging
1g
Price
$140
Updated
2021/12/16
AK Scientific
Product number
9438AB
Product name
(R)-3-Hydroxybutyric acid
Packaging
5g
Price
$651
Updated
2021/12/16
ChemScene
Product number
CS-0044101
Product name
(R)-3-Hydroxybutanoicacid
Purity
≥97.0%
Packaging
250mg
Price
$56
Updated
2021/12/16
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(R)-3-Hydroxybutyric acid Chemical Properties,Usage,Production

Description

(R)-3-Hydroxybutanoic acid is a metabolite, and converted from acetoacetic acid catalyzed by 3-hydroxybutyrate dehydrogenase. It is a monomer of PHB (poly[(R)-3-hydroxybutyrate]) with wide industrial and medical applications. It can also serve as chiral precursor for synthesis of pure biodegradable PHB and its copolyesters.

Uses

(R)-3-Hydroxybutyric acid may be used in the preparation of copolymers by reacting with various hydroxyalkanoic acids. It may also be used in the preparation of (3R,4R)-4-acetoxy-3-[(R)-1-(formyloxy)ethyl]-2-azetidinone.

Definition

ChEBI: (R)-3-hydroxybutyric acid is the R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis. It has a role as a human metabolite, a pheromone and a fungal metabolite. It is a ketone body and a 3-hydroxybutyric acid. It is a conjugate acid of a (R)-3-hydroxybutyrate. It is an enantiomer of a (S)-3-hydroxybutyric acid.

Synthesis

Procedure for the Synthesis of (R)-3-Hydroxybutyric acid:Into a 50 ml flask was added 5N KOH (10 ml) which was cooled to 0 °C. Methyl [R]-3-Hydroxybutyrate (5 g) was then added with stirring over 1.5-h time period, and the temperature was maintained at 0 °C for 24 h. The reaction was terminated by the slow addition of 6N HC1 (8.3 ml) with stirring at 5 °C The resultant aqueous solution was then saturated with solid NaCl and extracted 20 times with 20 mL portions of diethyl ether. The organic extract was dried over anhydrous MgSO4 and the ether removed by rotary evaporation. The product was a white crystalline solid (3.8 g, yield 87%). NMR and IR were used to characterize the product.

storage

Room temperature

(R)-3-Hydroxybutyric acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (R)-3-Hydroxybutyric acid manufacturers

Hebei Dangtong Import and export Co LTD
Product
(R)-3-Hydroxybutyric acid 625-72-9
Price
US $1986.00-1600.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg
Release date
2023-09-14
Hebei Mojin Biotechnology Co., Ltd
Product
R)-3-Hydroxybutyric acid 625-72-9
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-04-27
ChiRial Biomaterial Co Ltd
Product
(R)-3-Hydroxybutyric Acid 625-72-9
Price
US $0.00-0.00/g
Min. Order
1g
Purity
97%
Supply Ability
10 tons
Release date
2023-03-17

625-72-9, (R)-3-Hydroxybutyric acidRelated Search:


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  • (R)-β-Hydroxybutyric acid
  • (R)-3-HYDROXYBUTYRIC ACID
  • d-beta-hydroxybutyrate
  • (R)-3-Hydroxybutyrate
  • D-(-)-3-Hydroxybutyrate
  • D(-)-3-Hydroxybutyrate
  • D-3-Hydroxybutyric acid
  • (R)-3-Hydroxybutanoic acid
  • Butanoic acid, 3-hydroxy-, (3R)-
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