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H40009

Sigma-Aldrich

2-Hydroxy-2-methylbutyric acid

98%

Synonym(s):

α-Hydroxy-α-methylbutyric acid, (±)-α-Hydroxy-α-methylbutyric acid, (±)-2-Hydroxy-2-methylbutanoic acid, (±)-2-Hydroxy-2-methylbutyric acid, 2-Hydroxy-2-methylbutanoic acid, 2-Methyl-2-hydroxybutyric acid

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About This Item

Linear Formula:
C2H5C(CH3)(OH)CO2H
CAS Number:
3739-30-8
Molecular Weight:
118.13
EC Number:
223-120-7
MDL number:
MFCD00004476
UNSPSC Code:
12352100
PubChem Substance ID:
24895608
NACRES:
NA.22

Quality Level

200

Assay

98%

mp

73-75 °C (lit.)

SMILES string

CCC(C)(O)C(O)=O

InChI

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

InChI key

MBIQENSCDNJOIY-UHFFFAOYSA-N

Application

2-Hydroxy-2-methylbutyric acid can be used as:
  • A complexing agent in a new electrolytic system, applicable in the isotachophoretic lanthanide separation.
  • An aldehyde surrogate to prepare pyrrolo[1,2-a]quinoxaline derivatives by reacting with 2-(1H-pyrrol-1-yl)aniline.
  • A starting material to synthesize Cr(V) reagent named sodium bis(2-hydroxy-2-methylbutyrato)oxochromate(V) (Aldrich cat. no. ALD00006) applicable in the total synthesis of (−)-taxuyunnanine D.

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Separation and analysis of lanthanides by isotachophoresis coupled with inductively coupled plasma mass spectrometry
Vio L, et al.
Talanta, 99, 586-593 (2012)
Two-phase synthesis of (−)-taxuyunnanine D
Wilde NC, et al.
Journal of the American Chemical Society, 136(13), 4909-4912 (2014)
Florence Guéguen et al.
Talanta, 162, 278-284 (2016-11-14)
The high-precision isotopic characterization of actinides and fission products in nuclear samples is fundamental for various applications such as the management of spent nuclear fuel or the validation of neutronic calculation codes. However multi-elemental isotope ratio measurements by mass spectrometric
W Dekant et al.
Research report (Health Effects Institute), (102)(102), 29-71 (2001-08-16)
The biotransformation of methyl tert-butyl ether (MTBE), ethyl tert-butyl ether (ETBE), and tert-amyl methyl ether (TAME) was studied in humans and in rats after inhalation of 4 and 40 ppm of MTBE, ETBE, and TAME, respectively, for 4 hours, and
α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo [1, 2-a] quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction
Viji M, et al.
Royal Society of Chemistry Advances, 10(61), 37202-37208 (2020)
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