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444235

Sigma-Aldrich

(S)-(−)-α-Hydroxy-γ-butyrolactone

97%, optical purity ee: 96% (GLC)

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About This Item

Empirical Formula (Hill Notation):
C4H6O3
CAS Number:
Molecular Weight:
102.09
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

optical activity

[α]23/D −68°, c = 1.15 in chloroform

optical purity

ee: 96% (GLC)

refractive index

n20/D 1.467 (lit.)

bp

133 °C/10 mmHg (lit.)

density

1.309 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

O[C@H]1CCOC1=O

InChI

1S/C4H6O3/c5-3-1-2-7-4(3)6/h3,5H,1-2H2/t3-/m0/s1

InChI key

FWIBCWKHNZBDLS-VKHMYHEASA-N

Application

Used to prepare the polyether antibiotic monensin, functionalized D-ring side chains of vitamin D analogs, and pesticides.

Storage Class Code

10 - Combustible liquids

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)

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Collum, D.B. et al.
Journal of the American Chemical Society, 102, 2118-2118 (1980)
Buser, H.P. et al.
Tetrahedron, 47, 5709-5709 (1991)
Hui B Sun et al.
Connective tissue research, 53(2), 180-186 (2011-12-14)
Joint loading is a recently developed loading modality, which can enhance bone formation and accelerate healing of bone fracture. Since mechanical stimulation alters expression of matrix metalloproteinases (MMPs) in chondrocytes, a question addressed herein was, does joint loading alter actions
S.-J. Shiuey et al.
The Journal of Organic Chemistry, 53, 1040-1040 (1988)

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