6972-79-8

Basic information

• Product Name: 1,3-BIS(BENZYLOXY)-2-PROPANOL
• Synonyms: 1,3-BIS(BENZYLOXY)-2-PROPANOL;1,3-DI-O-BENZYLGLYCEROL;1,3-DIBENZYLOXY-2-PROPANOL;1,3-Dibenzylglycerol (DBG);1,3-Benzyloxy-2-propanol;1,3-Bis(phenylmethoxy)-2-propanol;1,3-Dibenzylglycerin;1,3-Dibenzyloxy-2-hydroxypropane
• CAS NO: 6972-79-8
• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34
• Product Categories: All Aliphatics;Aliphatics;Aromatics;Intermediates
• Mol File: 6972-79-8.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 226-227 °C3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Pale-Yellow Oil
• Density: 1.103 g/mL at 20 °C(lit.)
• Vapor Pressure: 1.42E-07mmHg at 25°C
• Refractive Index: n20/D 1.549(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 13.62±0.20(Predicted)
• BRN: 1986774
• CAS DataBase Reference: 1,3-BIS(BENZYLOXY)-2-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-BIS(BENZYLOXY)-2-PROPANOL(6972-79-8)
• EPA Substance Registry System: 1,3-BIS(BENZYLOXY)-2-PROPANOL(6972-79-8)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 6972-79-8(Hazardous Substances Data)

Usage

Description

1,3-BIS(BENZYLOXY)-2-PROPANOL is an organic compound that serves as a versatile intermediate in the synthesis of various pharmaceuticals and other organic compounds. It possesses two benzyloxy groups attached to the first and third carbon atoms of a propane backbone, which contribute to its reactivity and potential applications in chemical synthesis.

Uses

Used in Pharmaceutical Synthesis:
1,3-BIS(BENZYLOXY)-2-PROPANOL is used as a key intermediate in the synthesis of 1,3-dibenzyloxyacetone, which is a precursor to various pharmaceutical compounds. Its presence in the synthesis process allows for the creation of complex organic molecules with potential therapeutic applications.
Used in Antiviral Drug Development:
1,3-BIS(BENZYLOXY)-2-PROPANOL also serves as a precursor to antiviral intermediates, playing a crucial role in the development of antiviral medications. Its involvement in the synthesis of antiviral compounds highlights its importance in the ongoing fight against viral infections and diseases.
Used in Spasmolytic and Cholinolytic Applications:
1,3-BIS(BENZYLOXY)-2-PROPANOL exhibits spasmolytic and cholinolytic activity, making it a potential candidate for use in the treatment of various conditions related to muscle spasms and the overactivity of the parasympathetic nervous system. Its ability to relax muscles and inhibit the action of acetylcholine can be beneficial in managing symptoms associated with these conditions.

InChI:InChI=1/C17H20O3/c18-17(13-19-11-15-7-3-1-4-8-15)14-20-12-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2

Upstream product

• 96-23-1 1,3-Dichloro-2-propanol 
• 100-44-7 benzyl chloride 
• 56-81-5 glycerol 
• 106-89-8 epichlorohydrin 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 1708-39-0 (S)-1,2-O-benzylideneglycerol 
• 1708-40-3 2-phenyl-[1,3]dioxan-5-ol 
• 100-52-7 benzaldehyde 
• 1708-39-0 1,2-benzylideneglycerol 
• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 51164-00-2 4-Benzyloxymethyl-2-phenyl-[1,3]dioxolane 
• 20194-18-7 sodium phenyl-methanolate 
• 620-05-3 iodomethylbenzene 

Downstream Products

• 97151-63-8 1,3-Dibenzyloxy-2-(4-phenylazo-benzoyloxy)-propan 
• 138944-42-0 3-<(1,3-(dibenzyloxy)-2-propoxy)methyl>-2,6-dichloro-5-methyl-pyridine 
• 136767-42-5 methyl 3-<<2-benzyloxy-1-(benzyloxymethyl)ethoxy>methyl>-4-hydroxy-1H-pyrazole-5-carboxylate 
• 30688-38-1 2-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-1,3-di-O-benzylglycerol 
• 56-81-5 glycerol 
• 864251-39-8 1,3-dibenzyloxy-2-propyl acetoacetate 
• 154492-47-4 1,3-dibenzyloxy-2-tert-butyldimethylsiloxypropane 
• 137500-30-2 1,3-dibenzyloxy-2-propyl benzoate 
• 138208-14-7 1,9-di-O-benzyl-2,8-bis(benzyloxymethyl)-3,7-dioxanonane 
• 211684-58-1 (2S,3S,6S)-3-Acetoxy-6-(2-benzyloxy-1-benzyloxymethyl-ethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid methyl ester 
• 211684-53-6 Acetic acid (2R,3S,6S)-2-acetoxymethyl-6-(2-benzyloxy-1-benzyloxymethyl-ethoxy)-3,6-dihydro-2H-pyran-3-yl ester 
• 213265-19-1 (2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-(2-benzyloxy-1-benzyloxymethyl-ethoxy)-6-benzyloxymethyl-tetrahydro-pyran 
• 927-18-4 2-octadecyloxy-propane-1,3-diol 
• 444808-91-7 1,3-di-O-benzyl-2-O-β-D-(galactopyranosyl)-glycerol 

Relevant articles and documents

Characterization of hydrazine derivative: Proposed decomposition mechanism and structure elucidation of decomposition compounds

Decomposition of protected hydrazine diol (1) hemi-oxalate, a key intermediate of the potent indolocarbazole-based DNA topoisomerase I inhibitor (2), was investigated. Spectroscopic analysis revealed that the main decomposition compounds of the hydrazine

Synthesis and catalytic evaluation of acidic carbons in the etherification of glycerol obtained from biodiesel production

In this paper, the catalytic behaviour of carbonaceous system (Ccs) functionalized with –SO3H groups were studied in the etherification of refined (Gly) and crude glycerol (GlyC), with benzyl alcohol (BA). This Ccs was obtained by a synthetic method with low energetic cost in only 24 h. Its catalytic activity and selectivity were studied varying the catalyst percentage (2.5, 5 and 10 wt.%), the initial reactant molar ratio and temperature (between 80 and 120 °C). A very good catalytic performance was achieved (97 % conversion after 360 min of reaction), at 120 °C, Gly:BA = 3:1 and 10 wt.% of Ccs. The high activity can be attributed to high acid site density (6.4 mmol H+/g), that also allowed us to working at lower reaction temperature (100 °C) and with less catalyst concentration (2.5 wt.%), without observing significant loss in BA conversion. Monoether (ME1) was the major product of the reaction with 72 % selectivity. The material can be reused and still gives a notable conversion of BA (about 43 %) after three successive reuses. Finally, the Ccs was active and selective to the desired products in the etherification of crude glycerol (GlyC) derived of biodiesel industry. An important BA conversion (45 %) was obtained only reducing the water content of GlyC and without carrying out any other purification and/or neutralization treatment.

The role of mesoporosity and Si/Al ratio in the catalytic etherification of glycerol with benzyl alcohol using ZSM-5 zeolites

A comparative study of the influence of three different acid solids as catalysts (conventional zeolites Z15c with Si/Al = 19.5 and Z40c with Si/Al = 48.2, and a hierarchical zeolite Z40c-H with Si/Al = 50.0) for the etherification of glycerol with benzyl alcohol was performed. The catalytic activity and selectivity of these zeolites was elucidated at different catalyst contents. Three different ethers (3-benzyloxy-1,2-propanediol, which is a mono-benzyl-glycerol ether (MBG) and 1,3-dibenzyloxy-2-propanol, which is a di-benzyl-glycerol ether (DBG) and dibenzyl ether (DBz) were identified as the main products. MBG was the major product of the reaction catalyzed by the microporous Z15c zeolite with low Si/Al molar ratio, whereas DBG was formed in higher yield with the use of microporous Z40c and hierarchical Z40c-H zeolites, both of them having a similar high Si/Al molar ratio (≈50 MBG is a value-added product andit is obtained with good yield and selectivity when using the conventional zeolite Z15c as a catalyst.Under the best conditions tested, i.e., 25 mg of catalyst for 8 h at 120°C, a 62% of conversion was obtainedwithout the need of solvent, with an excellent 84% selectivity toward the MBG and no formation of DBz.