Di-p-methylbenzylidenesorbitol

Base Information

• Chemical Name: Di-p-methylbenzylidenesorbitol
• CAS No.: 81541-12-0
• Deprecated CAS: 197809-37-3,403842-47-7,1171816-78-6,568597-43-3,873937-25-8,1382600-44-3
• Molecular Formula: C22H26 O6
• Molecular Weight: 386.445
• European Community (EC) Number: 611-185-8,617-241-8
• UNII: 00YK2U88F9
• DSSTox Substance ID: DTXSID3051381
• Nikkaji Number: J1.001.890K
• Wikidata: Q27231383
• ChEMBL ID: CHEMBL3561699
• Mol file: 81541-12-0.mol

Synonyms:Di-p-methylbenzylidenesorbitol;1,3:2,4-Di-p-methylbenyliedene sorbitol;54686-97-4;Gel All MD;00YK2U88F9;81541-12-0;UNII-00YK2U88F9;D-Glucitol, 1,3:2,4-bis-O-((4-methylphenyl)methylene)-;DTXSID3051381;IRGACLEAR DM;LS-181723;GEL ALL MD-LM30G;NC-6;SCHEMBL1966771;CHEMBL3561699;DTXCID4029983;NA-98;Tox21_303848;MFCD09038710;AKOS025310974;NCGC00356948-01;(1R)-1-[(4R,4aR,8aS)-2,6-bis(4-methylphenyl)-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl]ethane-1,2-diol;AS-15395;1,3:2,4-bis(p-methylbenzylidene)sorbitol;CAS-81541-12-0;1,3:2,4-bis-o-(4-methylbenzylidene)sorbitol;A830320;Q27231383;1,3:2,4-bis-O-[(4-methylphenyl)methylene]-D-glucitol;197809-37-3

Chemical Property of Di-p-methylbenzylidenesorbitol

Chemical Property:

• Vapor Pressure: 1.22E-14mmHg at 25°C
• Melting Point: 247.0-247.8℃
• Boiling Point: 587.4°Cat760mmHg
• PKA: 13.26±0.20(Predicted)
• Flash Point: 309°C
• PSA: 121.38000
• Density: 1.23g/cm³
• LogP: 2.24500
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 386.17293854
• Heavy Atom Count: 28
• Complexity: 485

Purity/Quality:

99% ^*data from raw suppliers

Di-p-MethylbenzylideneSorbitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2OCC3C(O2)C(OC(O3)C4=CC=C(C=C4)C)C(CO)O
• Isomeric SMILES: CC1=CC=C(C=C1)C2OC[C@H]3[C@@H](O2)[C@H](OC(O3)C4=CC=C(C=C4)C)[C@@H](CO)O
• Uses: Di-p-Methylbenzylidene Sorbitol is an labelled (2R)-Sorbitan monolauric acid ester (S677000) which is a lipophilic nonionic surfactant that is used as an emulsifying agent in the preparation of emulsions, creams, and ointments for pharmaceutical and cosmetic use.

Technology Process of Di-p-methylbenzylidenesorbitol

There total 2 articles about Di-p-methylbenzylidenesorbitol 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: 85.3%

D-sorbitol (50-70-4) + 4-methyl-benzaldehyde (104-87-0) → 1,3:2,4-di-O-(4-methylbenzylidene)-D-sorbitol (81541-12-0,197809-37-3)

Guidance literature:

D-sorbitol; 4-methyl-benzaldehyde; With camphor-10-sulfonic acid; In methanol; at 20 ℃; for 48h;

With sodium tetrahydroborate; water; In methanol; for 1h; pH=8 - 10; Reagent/catalyst;

Reference yield: 70.0%

→ 1,3:2,4-di-O-(4-methylbenzylidene)-D-sorbitol (81541-12-0,197809-37-3)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; cyclohexane; at 65 ℃; for 6.5h; Dean-Stark; Reflux;

Reference yield:

1,3:2,4-di-O-(4-methylbenzylidene)-D-sorbitol (81541-12-0,197809-37-3) + 2,2-dimethoxy-propane (77-76-9) → C25H30O6

Guidance literature:

With pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c4ob02106a

upstream raw materials:

D-sorbitol

4-methyl-benzaldehyde

Downstream raw materials:

5,6-isopropylidene-D-glucitol

Refernces

• 1、 -. "Method of preparing diacetal-based clarifying agent". Paragraph 0057-0059. . Retrieved 2015/11/24.
• 2、 -. "Process For Preparation Of Acetals". Paragraph 0106. . Retrieved 2013/11/19.