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460028

Sigma-Aldrich

(R)-(−)-2,2-Dimethyl-5-oxo-1,3-dioxolane-4-acetic acid

95%

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About This Item

Empirical Formula (Hill Notation):
C7H10O5
CAS Number:
113278-68-5
Molecular Weight:
174.15
MDL number:
MFCD00211272
UNSPSC Code:
12352005
PubChem Substance ID:
24869634
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

optical activity

[α]20/D −3.5°, c = 1 in chloroform

mp

108-112 °C (lit.)

SMILES string

CC1(C)O[C@H](CC(O)=O)C(=O)O1

InChI

1S/C7H10O5/c1-7(2)11-4(3-5(8)9)6(10)12-7/h4H,3H2,1-2H3,(H,8,9)/t4-/m1/s1

InChI key

IDQOCLIWDMZKBZ-SCSAIBSYSA-N

General description

(R)-(−)-2,2-Dimethyl-5-oxo-1,3-dioxolane-4-acetic acid can be used as an intermediate/starting material in the synthesis of (R)-isoserine, a glucagon receptor antagonist, blepharismone, and pheromone of Blepharisma japonicum.

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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Practical synthesis of blepharismone, a mating inducing pheromone of Blepharisma japonicum
Takihiro H, et al.
Tetrahedron Asymmetry, 17(16), 2339-2343 (2006)
Novel glucagon receptor antagonists with improved selectivity over the glucose-dependent insulinotropic polypeptide receptor
Kodra JT, et al.
Journal of medicinal chemistry, 51(17), 5387-5396 (2008)

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