31952-16-6

Basic information

• Product Name: 2,2-Dibenzyl-1,3-propanediol
• Synonyms: 2,2-Dibenzyl-1,3-propanediol;2,2-Bis(phenylmethyl)-1,3,propanediol;2,2-dibenzylpropane-1,3-diol;2,2-Dibenzyl-1,3-propanediol >=97.0%
• CAS NO: 31952-16-6
• Molecular Formula: C₁₇H₂₀O₂
• Molecular Weight: 256.3395
• Mol File: 31952-16-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 84-88 °C
• Boiling Point: 442.129°C at 760 mmHg
• Flash Point: 208.804°C
• Appearance: /
• Density: 1.127g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.594
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 14.45±0.10(Predicted)
• CAS DataBase Reference: 2,2-Dibenzyl-1,3-propanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dibenzyl-1,3-propanediol(31952-16-6)
• EPA Substance Registry System: 2,2-Dibenzyl-1,3-propanediol(31952-16-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 2
• Hazardous Substances Data: 31952-16-6(Hazardous Substances Data)

Usage

General Description

2,2-Dibenzyl-1,3-propanediol, also known as DBP, is a chemical compound with the molecular formula C21H22O2. It is a white solid that is commonly used in the synthesis of pharmaceuticals and other organic compounds. DBP is versatile as it can act as a chiral building block and a protecting group for alcohols and amino groups. It has also been used in the production of polymers and as an additive in various consumer products. However, it is important to handle DBP with care as it can be irritating to the skin, eyes, and respiratory system. Additionally, prolonged exposure to high doses of DBP may have harmful effects on human health.

InChI:InChI=1/C17H20O2/c18-13-17(14-19,11-15-7-3-1-4-8-15)12-16-9-5-2-6-10-16/h1-10,18-19H,11-14H2

Upstream product

• 100-44-7 benzyl chloride 
• 72013-65-1 Dimethyl 2,2-dibenzylmalonate 
• 597-55-7 dibenzylmalonic acid diethyl ester 
• 100-39-0 benzyl bromide 

Downstream Products

• 1357390-66-9 3,3-dibenzyl-3,4-dihydro-2H-selenopheno[3,4-b][1,4]dioxepine 
• 1133292-25-7 2,2-dibenzyl-3-(4-methoxybenzyloxy)propan-1-ol 
• 72094-94-1 2,2-dibenzyl-1,3-dibromopropane 
• 868945-62-4 2,2-dibenzyl-1,3-diiodopropane 
• 101595-97-5 2,2-dibenzyl-3-bromo-propan-1-ol 
• 14213-80-0 2-benzyl-1-phenyl-2-propene 
• 13912-02-2 3,3-dibenzyl-oxetane 
• 130778-64-2 C₃₅H₄₀O₈S₂ 
• 137378-13-3 (2-Benzyl-2-ethoxycarbonylmethoxymethyl-3-phenyl-propoxy)-acetic acid ethyl ester 
• 137378-03-1 9,9-dibenzyl-2,3-benzo-13-crown-4 
• 137378-14-4 2-[2-Benzyl-2-(2-hydroxy-ethoxymethyl)-3-phenyl-propoxy]-ethanol 
• 155099-10-8 Methyl (S)-2,2-dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoate 
• 146903-02-8 (S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid 
• 146903-01-7 (S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexen-1-ol 

Relevant articles and documents

Rational design of an electrochromic polymer with high contrast in the visible region: Dibenzyl substituted poly(3,4-propylenedioxythiophene)

A dibenzyl substituted poly(3,4-propylenedioxythiophene) was designed and synthesized, and exhibited a contrast of 89% at 632 nm with switching speeds of 400 ms and coloration efficiency of 575 cm2 C-1.

The synthesis and crystal structure of β-substituted thiaporphyrins with novel cyclic substituents

21,23-Dithiaporphyrins and 21-monothiaporphyrins with propane-1,3-diyldioxy and its derivatives at the β-thiophene carbons were synthesized and characterized. The cyclic substituents introduced at the β-thiophene carbons altered the electronic properties of the porphyrins. The X-ray structure for 2,3-bis(2,2-dibenzylpropane-1,3-diyldioxy) substituted 21-monothiaporphyrin showed a more planar structure compared to the saddle shaped structure reported for β-unsubstituted 21-monothiaporphyrins.

Synthesis of substituted cyclopropanes from 1,3-diols through the corresponding cyclic sulfates

The reaction of different cyclic sulfates 2 (easily prepared from the corresponding 1,3-diols 1 following the Sharpless methodology) with an excess of lithium powder and a catalytic amount of DTBB (5 mol %) leads to the corresponding substituted cyclopropanes 3 through a γ-elimination process, the sulfate ion acting as leaving group.