1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol

Basic Information

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CAS Number

68412-01-1

Molecular Formula

C12H22O8

Molecular Weight

274.7 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

SMILES

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C1C(O1)CCl.C(C(C(C(C(CO)O)O)O)O)O

InChI

InChI=1S/C12H22O8/c13-1-9(14)11(15)12(16)10(20-5-8-4-19-8)6-17-2-7-3-18-7/h7-16H,1-6H2/t7?,8?,9-,10+,11-,12-/m1/s1

InChIKey

BSEZXPPEGWKPOE-BEAPMJEYSA-N

LogP

-2.9614

Topological Polar Surface Area

133.91 Å²

Hydrogen Bond Donor/Acceptor

6 / 7

Complexity

143

Synonyms & References

English

68412-01-1
2-(chloromethyl)oxirane;(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol
Sorbitol, diether with methyloxirane
DTXSID30952407
SCHEMBL1830742
2-(Chloromethyl)oxirane--hexitol (1/1)
(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol; 2-(chloromethyl)oxirane
EINECS 270-160-6
29994-68-1
D-Sorbitol Polyglycidyl Ether (Technical Grade)
2-(chloromethyl)oxirane - D-glucitol (1:1)
D-Glucitol, reaction products with epichlorohydrin
D-Glucitol polymer with (chloromethyl)oxirane

FAQ

What are the physical and chemical properties of 1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol (CAS: 68412-01-1)?

1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol (CAS: 68412-01-1) is a white crystalline solid with a molecular weight of approximately 316.46 g/mol. It has a low solubility in water but is soluble in common organic solvents such as ethanol and acetone. The compound is reactive due to the presence of oxirane groups, which can participate in various chemical reactions. It is stable under normal conditions but should be stored away from moisture and heat.

How is 1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol (CAS: 68412-01-1) typically synthesized?

1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol (CAS: 68412-01-1) is typically synthesized through a multi-step process involving the reaction of D-glucitol with 2-oxirane methyl chlorides. The synthesis involves condensation reactions followed by ring-opening of the oxirane groups. Commonly used catalysts include tertiary amines. The overall yield is around 70-80%, and the reaction is carried out under anhydrous conditions to ensure high purity.

What industries use 1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol (CAS: 68412-01-1)?

1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol (CAS: 68412-01-1) is primarily used in pharmaceuticals for the synthesis of certain biologically active compounds. It is also utilized in the production of polymers, particularly in the development of biodegradable materials. Additionally, it plays a role in sensor technology and semiconductor manufacturing due to its unique chemical properties.

What precautions should be taken when handling 1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol (CAS: 68412-01-1)?

When handling 1,2-Bis-O-(2-oxiranylmethyl)-D-glucitol (CAS: 68412-01-1), it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbents. For detailed safety information, refer to the Safety Data Sheet (SDS) and follow all relevant laboratory safety guidelines.