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323594

Sigma-Aldrich

α-Hydroxyisobutyric acid

99%

Synonym(s):

alpha-Hydroxyisobutyric acid, 2-Hydroxy-2-methylpropionic acid, 2-Methyllactic acid

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$22.40
100 G
$68.70

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Estimated to ship onJuly 31, 2025FromMILWAUKEE

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About This Item

Linear Formula:
(CH3)2C(OH)COOH
CAS Number:
594-61-6
Molecular Weight:
104.10
Beilstein/REAXYS Number:
1744739
EC Number:
209-848-8
MDL number:
MFCD00004459
UNSPSC Code:
12352100
PubChem Substance ID:
24859404
NACRES:
NA.22

$22.40

Estimated to ship onJuly 31, 2025FromMILWAUKEE

Request a Bulk Order

Quality Level

200

assay

99%

form

solid

bp

84 °C/1.5 mmHg (lit.)

mp

76-80 °C (lit.)

functional group

carboxylic acid
hydroxyl

SMILES string

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

InChI

1S/C4H8O3/c1-4(2,7)3(5)6/h7H,1-2H3,(H,5,6)

InChI key

BWLBGMIXKSTLSX-UHFFFAOYSA-N

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General description

α-Hydroxyisobutyric acid is a versatile building block in organic synthesis. It serves as a precursor in the synthesis of compounds like isobutylene glycol and methacrylic acid[1]

Application

α-Hydroxyisobutyric acid (HIBA) can be used as:
  • A chelating agent to improve the separation of lanthanides and actinides by liquid chromatography.[2]
  • In the synthesis of room temperature–stabilized, pure, nanocrystalline β-NiMoO4.[3]

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6236
WXBF0205V
MKCT6831
WXBD9206V
MKCQ9155

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Electrospray ionization mass spectrometric studies on uranyl complex with α-hydroxyisobutyric acid in water-methanol medium
Jaison PG, et al.
Rapid Communications in Mass Spectrometry, 27(10), 1105-1118 (2013)
Bimetallic single-source precursor for the synthesis of pure nanocrystalline room temperature-stabilized β-NiMoO4
Moneeb AM, et al.
Ceramics International, 42(1), 1366-1372 (2016)
From rotational resolved spectra to an extended increment system of planar moments allowing ad-hoc conformational identification ? Exemplification by the broadband microwave spectrum of ??- hydroxyisobutyric acid
P Buschmann, et al.
Journal of Molecular Structure, 1250, 131805-131805 (2022)
M Bandell et al.
The Journal of biological chemistry, 275(50), 39130-39136 (2000-09-20)
The citrate transporter of Leuconostoc mesenteroides (CitP) catalyzes exchange of divalent anionic citrate from the medium for monovalent anionic lactate, which is an end product of citrate degradation. The exchange generates a membrane potential and thus metabolic energy for the
Y Shigematsu et al.
Pediatric research, 16(9), 771-775 (1982-09-01)
Organic acids in plasma and urine of a patient with isovaleric acidemia were measured serially during a severe ketoacidotic attack. Urinary ketone bodies, lactic acid and 2-hydroxy-n-butyric acid changed in parallel with the plasma isovaleric acid concentration, which was correlated
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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