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54917

Sigma-Aldrich

(R)-2-Hydroxybutyric acid

≥97.0% (T)

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
20016-85-7
Molecular Weight:
104.10
Beilstein:
1720939
MDL number:
MFCD01318570
UNSPSC Code:
51113400
PubChem Substance ID:
57651488
NACRES:
NA.22

Assay

≥97.0% (T)

form

solid

optical purity

enantiomeric ratio: ≥99:1 (GC)

mp

50-54 °C

functional group

carboxylic acid
hydroxyl

storage temp.

2-8°C

SMILES string

CC[C@@H](O)C(O)=O

InChI

1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1

InChI key

AFENDNXGAFYKQO-GSVOUGTGSA-N

Other Notes

Chiral building block

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315 - H318 - H335

Hazard Classifications

Eye Dam. 1 - 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

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC5339V
BGBC5338V
BGBC0276V
BCBM4388V
BCBH4738V

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K.J. Hale et al.
Tetrahedron Letters, 36, 6965-6965 (1995)
M N Romanelli et al.
Chirality, 8(8), 579-584 (1996-01-01)
The enantiomers of 3-alpha-tropyl 2-(phenylthio)butyrate (SM32, 1) were prepared by chiral synthesis and tested for analgesic, cognition-enhancing, and ACh-releasing properties. They show enantioselectivity in some of the tests, the eutomer being related in configuration to R-(+)-hyoscyamine.
M N Romanelli et al.
Chirality, 8(3), 225-233 (1996-01-01)
The enantiomers of two alpha-tropanyl esters, SM21 (1) and PG9 (2), derived from (+)-R-hyoscyamine, that act by increasing the central cholinergic tone, were obtained by esterification after resolution of the corresponding racemic acids [(-)-S-1, (-)-R-2 and (+)-S-2] and by stereospecific
Carl J Yeoman et al.
PloS one, 8(2), e56111-e56111 (2013-02-14)
Bacterial vaginosis (BV) is the most common vaginal disorder of reproductive-age women. Yet the cause of BV has not been established. To uncover key determinants of BV, we employed a multi-omic, systems-biology approach, including both deep 16S rRNA gene-based sequencing
Iola F Duarte et al.
NMR in biomedicine, 20(4), 401-412 (2006-12-07)
This paper reports the first application of high-resolution (1)H NMR spectroscopy to the plasma of five juveniles with glycogen storage disease type 1a (GSD1a), permitting the characterisation of the plasma metabolic profile and the identification of alterations relative to a
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