2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol

Basic Information

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CAS Number

13042-39-2

Molecular Formula

C8H12O5

Molecular Weight

188.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

323°Cat760mmHg

Density

1.34

Flash Point

132.5°C

Refractive Index

1.51

SMILES

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CC(=O)OC1COC2C1OCC2O

InChI

InChI=1S/C8H12O5/c1-4(9)13-6-3-12-7-5(10)2-11-8(6)7/h5-8,10H,2-3H2,1H3/t5-,6+,7-,8-/m1/s1

InChIKey

ASUQMWUAFHPXOG-ULAWRXDQSA-N

LogP

-0.9234000000000002

Topological Polar Surface Area

64.99000000000001 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

217

Synonyms & References

English

(3S,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl acetate
BS-26471
1,4:3,6-Dianhydro-D-glucitol 2-acetate
SCHEMBL1118539
[(3R,3aR,6S,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] acetate
W-201036
Isosorbide 2-Acetate
13042-39-2
1,4:3,6-Dianhydro-D-glucitol2-acetate
NS00052283
D-Glucitol, 1,4:3,6-dianhydro-, 2-acetate; Glucitol, 1,4:3,6-dianhydro-, 2-acetate (7CI); Glucitol, 1,4:3,6-dianhydro-, 2-acetate, D- (8CI); Furo[3,2-b]furan, D-glucitol deriv.; 1,4:3,6-Dianhydro-D-glucitol 2-acetate; Isosorbide 2-acetate
ASUQMWUAFHPXOG-ULAWRXDQSA-N
1,4:3,6-Dianhydro-2-O-acetyl-D-glucitol
AKOS006331619
MFCD09264290
Isosorbide-2-acetate
CS-0077635
1,4:3,6-dianhydro-D-glucitol-2-acetate
2-Acetyl-isosorbide
2-O-acetyl-1,4:3,6-dianhydro-D-glucitol
2-O-acetylisosorbide
isosorbide 2-O-acetate
Isosorbide 5-acetate
isosorbide-2-monoacetate
(6-Hydroxy-2,3,3a,5,6,6a-hexahydrofuro[2,3-d]furan-3-yl) acetate
(6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl) acetate
(6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl) ethanoate
Acetic acid (3S,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl ester
acetic acid (6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl) ester

MDL Number

MFCD09264290

Customs Code

2932999099

FAQ

What are the physical and chemical properties of 2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol (CAS: 13042-39-2)?

2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol is a white crystalline solid with a molecular weight of approximately 216.24 g/mol. It is slightly soluble in water and ethanol. Chemically, it is less reactive than its parent compound, glucose, due to the acetyl group substitution and the presence of the anhydro ring, which makes it more stable and less prone to hydrolysis.

How is 2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol (CAS: 13042-39-2) typically synthesized?

2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol is typically synthesized by the acetylation of 1,4:3,6-dianhydro-D-glucitol using acetic anhydride in the presence of an acidic catalyst under mild conditions. This process provides good yield and selectivity, making it a viable method for industrial production.

What industries use 2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol (CAS: 13042-39-2)?

2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol is used in the pharmaceutical industry as a precursor for the synthesis of pharmaceutical intermediates, in the polymer industry for the production of specialized polymers, and in the sensor industry for its unique physicochemical properties.

What precautions should be taken when handling 2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol (CAS: 13042-39-2)?

When handling 2-O-Acetyl-1,4:3,6-dianhydro-D-glucitol, it is recommended to work in a fume hood. Use appropriate personal protective equipment (PPE) such as gloves and goggles. Spills should be cleaned up with dry absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.