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Merck

55453

β-Hydroxyisovaleric acid

≥95.0% (T)

β-Hydroxyisovaleric acid

Synonym(s):

3-Hydroxy-3-methylbutyric acid

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PLN 2,270.00

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About This Item

Empirical Formula (Hill Notation):
C5H10O3
CAS Number:
625-08-1
Molecular Weight:
118.13
Beilstein:
1743952
MDL number:
MFCD00059081
UNSPSC Code:
12352100
PubChem Substance ID:
57651529
NACRES:
NA.22

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Quality Level

100

Assay

≥95.0% (T)

refractive index

n20/D 1.4415 (lit.)

bp

88 °C/1 mmHg (lit.)

mp

−80 °C (lit.)

density

0.938 g/mL at 25 °C (lit.)

functional group

carboxylic acid
hydroxyl

SMILES string

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

InChI

1S/C5H10O3/c1-5(2,8)3-4(6)7/h8H,3H2,1-2H3,(H,6,7)

InChI key

AXFYFNCPONWUHW-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item
554524515057400
β-Hydroxyisovaleric acid ≥95.0% (T)

Sigma-Aldrich

55453

β-Hydroxyisovaleric acid

D-α-Hydroxyisovaleric acid ≥98.0% (T)

Sigma-Aldrich

55452

D-α-Hydroxyisovaleric acid

Pamoic acid ≥97.0% (T)

Sigma-Aldrich

45150

Pamoic acid

Indole-3-propionic acid ≥99.0% (T)

Sigma-Aldrich

57400

Indole-3-propionic acid

assay

≥95.0% (T)

assay

≥98.0% (T)

assay

≥97.0% (T)

assay

≥99.0% (T)

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

200

density

0.938 g/mL at 25 °C (lit.)

density

-

density

-

density

-

mp

−80 °C (lit.)

mp

64-67 °C

mp

≥300 °C (dec.)

mp

~133 °C

refractive index

n20/D 1.4415 (lit.)

refractive index

-

refractive index

-

refractive index

-

bp

88 °C/1 mmHg (lit.)

bp

-

bp

-

bp

-

Application

β-Hydroxyisovaleric acid can be used as as a precursor for steroid alcohols.
It is widely used in the synthesis of the anthrax tetrasaccharide and its analogs as anthrax vaccine candidates.[1][2] β-hydroxyisovaleric acid can also be used in the synthesis of β-lactones by intramolecular dehydration condensation using 2-methyl-6-nitrobenzoic anhydride (MNBA).[3]

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)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4719
BCCL4915
BCCJ1521
BCCD7728
BCBZ3601

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R Santer et al.
Molecular genetics and metabolism, 79(3), 160-166 (2003-07-12)
We report the clinical course and biochemical findings of a 10-year-old, mentally retarded girl with late-onset holocarboxylase synthetase (HCS, gene symbol HLCS) deficiency and only partial response to biotin. On treatment, even with an unusually high dose of 200mg/day, activities
C Flummer et al.
Journal of animal science, 90 Suppl 4, 372-374 (2013-02-13)
This trial was conducted to investigate whether β-hydroxy β-methyl butyrate (HMB) supplementation during late gestation and throughout lactation would influence colostrum and milk production of sows and neonatal piglet survival (0 to 24 h). Control sows (CON; n = 8)
Shawn Portal et al.
European journal of applied physiology, 111(9), 2261-2269 (2011-02-18)
The use of ergogenic nutritional supplements is becoming inseparable from competitive sports. β-Hydroxy-β-Methylbutyric acid (HMB) has recently been suggested to promote fat-free mass (FFM) and strength gains during resistance training in adults. In this prospective randomized, double-blind, placebo-controlled study, we
Carlos Hermano da Justa Pinheiro et al.
European journal of applied physiology, 112(7), 2531-2537 (2011-11-15)
Beta-hydroxy-beta-methylbutyrate (HMB) is a metabolite derived from leucine. The anti-catabolic effect of HMB is well documented but its effect upon skeletal muscle strength and fatigue is still uncertain. In the present study, male Wistar rats were supplemented with HMB (320
Mika Hilvo et al.
Cancer research, 76(4), 796-804 (2015-12-20)
Ovarian cancer is a heterogeneous disease of low prevalence, but poor survival. Early diagnosis is critical for survival, but it is often challenging because the symptoms of ovarian cancer are subtle and become apparent only during advanced stages of the
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