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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:
Molecular Weight:
104.10
Beilstein/REAXYS Number:
1720939
MDL number:
UNSPSC Code:
51113400
PubChem Substance ID:
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[1][2][3]

pictograms

CorrosionExclamation mark

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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    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
    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.
    K.J. Hale et al.
    Tetrahedron Letters, 36, 6965-6965 (1995)
    Walter E Gall et al.
    PloS one, 5(5), e10883-e10883 (2010-06-09)
    Insulin resistance is a risk factor for type 2 diabetes and cardiovascular disease progression. Current diagnostic tests, such as glycemic indicators, have limitations in the early detection of insulin resistant individuals. We searched for novel biomarkers identifying these at-risk subjects.
    Rawi Ramautar et al.
    Analytical and bioanalytical chemistry, 387(1), 293-301 (2006-11-11)
    Organic acids in cerebrospinal fluid (CSF) are potential diagnostic markers for neurological diseases and metabolic disorders. A capillary electrophoretic (CE) method for the direct analysis, i.e., without any sample preparation, of six organic acids in CSF was developed. A capillary

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