55453
β-Hydroxyisovaleric acid
≥95.0% (T)
Synonym(s):
3-Hydroxy-3-methylbutyric acid
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C5H10O3
CAS Number:
Molecular Weight:
118.13
Beilstein:
1743952
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
![[(3R)-3-Hydroxydodecanoyl]-L-carnitine analytical standard](/deepweb/assets/sigmaaldrich/product/structures/307/615/dadd9469-b690-4f3b-8106-1471f02b2385/640/dadd9469-b690-4f3b-8106-1471f02b2385.png)
![[(3R)-3-Hydroxy-cis-octadec-9-enoyl]-L-carnitine analytical standard](/deepweb/assets/sigmaaldrich/product/structures/216/153/a7c10b3a-07ce-4b6e-b7cd-b1a180a75a2d/640/a7c10b3a-07ce-4b6e-b7cd-b1a180a75a2d.png)
Quality Level
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
Looking for similar products? Visit Product Comparison Guide
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. β-hydroxyisovaleric acid can also be used in the synthesis of β-lactones by intramolecular dehydration condensation using 2-methyl-6-nitrobenzoic anhydride (MNBA).
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
MNBA-Mediated β-Lactone Formation: Mechanistic Studies and Application for the Asymmetric Total Synthesis of Tetrahydrolipstatin.
Shiina, Isamu et al.
The Journal of Organic Chemistry, 77(11), 4885-4901 (2012)
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
De novo asymmetric synthesis of anthrax tetrasaccharide and related tetrasaccharide.
Guo, Haibing and O?Doherty, George A
The Journal of Organic Chemistry, 73(14), 5211-5220 (2008)
Total synthesis of antigen Bacillus anthracis tetrasaccharide?creation of an anthrax vaccine candidate.
Werz, Daniel B and Seeberger, Peter H
Angewandte Chemie (International Edition in English), 44(39), 6315-6318 (2005)
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
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