Tri-O-benzylideneglucitol

Base Information

• Chemical Name: Tri-O-benzylideneglucitol
• CAS No.: 32647-67-9
• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.391
• NSC Number: 226861,226610,226037
• DSSTox Substance ID: DTXSID80969464
• Mol file: 32647-67-9.mol

Synonyms:54365-47-8;Tri-O-benzylideneglucitol;Bis-O-(phenylmethylene)glucitol;DTXSID80969464;Phenylmethanediol--hexitol (1/1);Tris-O-(phenylmethylene)-D-glucitol;NSC226037;NSC226610;NSC226861;NSC-226037;NSC-226610;NSC-226861;SB48270

Chemical Property of Tri-O-benzylideneglucitol

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 7.12E-13mmHg at 25°C
• Melting Point: 224-228 ºC
• Refractive Index: 1.597
• Boiling Point: 548.7 ºC at 760 mmHg
• Flash Point: 285.6 ºC
• PSA: 77.38000
• Density: 1.329 g/cm³
• LogP: 1.93660
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 13mg/L at 20℃
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 306.13146766
• Heavy Atom Count: 21
• Complexity: 180

Purity/Quality:

99.5% ^*data from raw suppliers

1,3:2,4-bis-O-(benzylidene)sorbitol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(O)O.C(C(C(C(C(CO)O)O)O)O)O

Technology Process of Tri-O-benzylideneglucitol

There total 3 articles about Tri-O-benzylideneglucitol 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: 75.0%

1,3:2,4:5,6-tri-O-benzylidene-D-glucitol (4148-67-8) → 1,3:2,4-di-O-benzylidene-D-glucitol (19046-64-1,19046-65-2,61473-59-4,78512-85-3,112923-92-9,121252-47-9,32647-67-9)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 0.666667h; Heating;

DOI:10.1016/0008-6215(85)85137-5

Reference yield:

D-sorbitol (50-70-4) + benzaldehyde (100-52-7) → 1,3:2,4-di-O-benzylidene-D-glucitol (19046-64-1,19046-65-2,61473-59-4,78512-85-3,112923-92-9,121252-47-9,32647-67-9)

Guidance literature:

With hydrogenchloride; at 20 ℃; Umsetzen des Reaktionsprodukts mit Benzoylchlorid in Pyridin und Behandeln einer Chloroform-Loesung des Reaktionsprodukts mit kalter Natriummethylat-Loesung;

Reference yield:

→ 1,3:2,4-di-O-benzylidene-D-glucitol (19046-64-1,19046-65-2,61473-59-4,78512-85-3,112923-92-9,121252-47-9,32647-67-9)

Guidance literature:

With ethanol; chloroform; acetic acid;

DOI:10.1021/ja01233a501

upstream raw materials:

D-sorbitol

benzaldehyde

1,3:2,4:5,6-tri-O-benzylidene-D-glucitol