118895-86-6

Basic information

• Product Name: 1,2,3,4,5,6-Hexabenzyloxy-hexane
• Synonyms: 1,2,3,4,5,6-Hexabenzyloxy-hexane
• CAS NO: 118895-86-6
• Molecular Formula: C₄₈H₅₀O₆
• Molecular Weight: 722.907
• Mol File: 118895-86-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 788.744°C at 760 mmHg
• Flash Point: 278.363°C
• Appearance: /
• Density: 1.147g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: 1,2,3,4,5,6-Hexabenzyloxy-hexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,5,6-Hexabenzyloxy-hexane(118895-86-6)
• EPA Substance Registry System: 1,2,3,4,5,6-Hexabenzyloxy-hexane(118895-86-6)

Safety Data

• Hazardous Substances Data: 118895-86-6(Hazardous Substances Data)

Usage

Chemical structure

A six-carbon alkane chain with six benzyl ether groups attached.

Molecular weight

650.840 g/mol

Physical state

Colorless to pale yellow liquid

Melting point

30-32°C

Solubility

Soluble in most organic solvents, low solubility in water

Applications

a. Protecting group for alcohols and amines in organic synthesis
b. Common reagent in chemical reactions
c. Intermediate in the synthesis of various organic compounds

InChI:InChI=1/C48H50O6/c1-7-19-39(20-8-1)31-49-37-45(51-33-41-23-11-3-12-24-41)47(53-35-43-27-15-5-16-28-43)48(54-36-44-29-17-6-18-30-44)46(52-34-42-25-13-4-14-26-42)38-50-32-40-21-9-2-10-22-40/h1-30,45-48H,31-38H2

Upstream product

• 69-65-8 mannitol 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 50-70-4 D-sorbitol 

Downstream Products

• 118895-88-8 3,4-di-O-benzoyl-1,2,5,6-tetra-O-benzyl-D-mannitol 
• 118920-63-1 2-O-benzoyl-1,3,4,5,6-penta-O-benzyl-D-mannitol 
• 118920-62-0 3-O-benzoyl-1,2,4,5,6-penta-O-benzyl-D-mannitol 
• 118920-61-9 1,2,3,5,6-penta-O-benzyl-D-mannitol 
• 118895-87-7 1,2,3,4,6-penta-O-benzyl-D-mannitol 
• 20196-69-4 1,2,5,6-tetra-O-benzyl-D-mannitol 
• 441061-29-6 (2S,3R,4R,5S)-1-butyl-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine 
• 227932-82-3 N-butyl 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 

Relevant articles and documents

Synthesis of new 4-(tert-Octyl)phenol derivatives and their anticancer activity against human prostate and lung cancer cell lines

4-(tert-Octyl)phenol derivatives bearing the D-mannitol substructure (6a, 6b, 7) were prepared from Dmannitol and evaluated their anticancer activity against human lung (A549) and prostate (Lncap, Du145, PC3) cancer cell lines. Among derivatives tested, the bis(tert-octyl)phenoxy compound 7 exhibited strongest proliferation inhibitory activities against human cancer cell lines tested, especially high sensitivity to human Du145 prostate cancer cells (IC50 = 7.3 μM).

Regioselective De-O-benzylation with Lewis Acids

Simple and highly regioselective de-O-benzylations of poly-O-benzylated monosaccharides and polyols with Lewis acids (SnCl4 and TiCl4) were developed.Spectral studies on intermediates complexes showed that three appropriately situated metal chelating functional groups were necessary for the selective de-O-benzylation.