Sorbitol hexaacetate

Base Information

• Chemical Name: Sorbitol hexaacetate
• CAS No.: 7208-47-1
• Molecular Formula: C18H26 O12
• Molecular Weight: 434.397
• Hs Code.: 29153900
• European Community (EC) Number: 230-588-6
• DSSTox Substance ID: DTXSID40884361
• Nikkaji Number: J243G
• Wikidata: Q82863046
• Mol file: 7208-47-1.mol

Synonyms:SORBITOL HEXAACETATE;7208-47-1;SORBITOLHEXAACETATE;D-Sorbitol hexaacetate;D-Glucitol hexaacetate;D-Glucitol, 1,2,3,4,5,6-hexaacetate;(2R,3R,4R,5S)-1,2,4,5,6-PENTAKIS(ACETYLOXY)HEXAN-3-YL ACETATE;Hexa-O-acetyl-D-glucitol;Glucitol, hexaacetate, D-;EINECS 230-588-6;NSC 170204;AI3-19577;C18H26O12;D-Sorbitol hexaacetate, 97%;SCHEMBL270042;DTXSID40884361;NJVBTKVPPOFGAT-XMTFNYHQSA-N;AKOS015915918;C18-H26-O12;(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexayl hexaacetate;[(2S,3R,4R,5R)-2,3,4,5,6-pentaacetyloxyhexyl] acetate

Chemical Property of Sorbitol hexaacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 100-104 °C(lit.)
• Boiling Point: 466.777°C at 760 mmHg
• Flash Point: 199.613°C
• PSA: 157.80000
• Density: 1.248g/cm³
• LogP: -0.16060
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 17
• Exact Mass: 434.14242626
• Heavy Atom Count: 30
• Complexity: 600

Purity/Quality:

98%min ^*data from raw suppliers

D-Sorbitol hexahydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OCC(C(C(C(COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@H]([C@H]([C@@H]([C@H](COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of Sorbitol hexaacetate

There total 98 articles about Sorbitol hexaacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

mannitol (69-65-8) + acetic anhydride (108-24-7) → hexaacetyl-D-mannitol (7208-47-1,5346-76-9)

Guidance literature:

With methanesulfonic acid; In neat (no solvent); at 30 - 35 ℃; for 1h; Green chemistry;

DOI:10.1039/c4ra16916f

Reference yield: 98.0%

mannitol (69-65-8) + acetyl chloride (75-36-5) → hexaacetyl-D-mannitol (7208-47-1,5346-76-9)

Guidance literature:

bismuth(III) oxychloride; at 20 ℃;

DOI:10.1016/j.tetlet.2004.07.044

Reference yield: 49.0%

mannitol (69-65-8) + acetic anhydride (108-24-7) + benzyl bromide (100-39-0) → hexaacetyl-D-mannitol (7208-47-1,5346-76-9) + 2,3,4,5,6-penta-O-acetyl-1-O-benzyl-D-mannitol + 2,3,4,5-tetra-O-acetyl-1,6-di-O-benzyl-D-mannitol

Guidance literature:

mannitol; With bis(tri-n-butyltin)oxide; In toluene; for 5h; Heating;

benzyl bromide; at 80 ℃; for 20h;

acetic anhydride; With pyridine; at 20 ℃;

DOI:10.1081/CAR-100106930

upstream raw materials:

Ketene

D-sorbitol

3,4,5,6-tetra-O-acetyl-D-fructose

L-sorbose

Downstream raw materials:

DL-glucitol hexa-acetate

tetra-O-acetyl-1,6-dibromo-1,6-dideoxy-galactitol

Refernces

• 1、 Huang, Linlin,Li, Fei,Li, Quanhong,Liang, Li,Wei, Yunlu,Yu, Guoyong. "A novel low-molecular-mass pumpkin polysaccharide: Structural characterization, antioxidant activity, and hypoglycemic potential". . . Retrieved 2020/10/02.
• 2、 Giri, Santosh Kumar,Kartha, K. P. Ravindranathan. "Acyl transfer reactions of carbohydrates, alcohols, phenols, thiols and thiophenols under green reaction conditions". . p. 11687 - 11696. Retrieved 2015/02/19.