cis-2-(Bromomethyl)-1,3-dioxolane-4-methanol

Base Information

• Chemical Name: cis-2-(Bromomethyl)-1,3-dioxolane-4-methanol
• CAS No.: 6204-42-8
• Molecular Formula: C₅H₉BrO₃
• Molecular Weight: 197.029
• European Community (EC) Number: 228-272-8
• DSSTox Substance ID: DTXSID30977594
• Nikkaji Number: J215.962G
• Wikidata: Q82962811
• Mol file: 6204-42-8.mol

Synonyms:6204-42-8;EINECS 228-272-8;cis-2-(Bromomethyl)-1,3-dioxolane-4-methanol;DTXSID30977594;[2-(bromomethyl)-1,3-dioxolan-4-yl]methanol;2alpha-(Bromomethyl)-1,3-dioxolane-4alpha-methanol

Chemical Property of cis-2-(Bromomethyl)-1,3-dioxolane-4-methanol

Chemical Property:

• Vapor Pressure: 0.0012mmHg at 25°C
• Boiling Point: 266.3°C at 760 mmHg
• Flash Point: 114.8°C
• Density: 1.593g/cm³
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 195.97351
• Heavy Atom Count: 9
• Complexity: 88.3

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(OC(O1)CBr)CO
• Isomeric SMILES: C1[C@H](O[C@H](O1)CBr)CO

Technology Process of cis-2-(Bromomethyl)-1,3-dioxolane-4-methanol

There total 5 articles about cis-2-(Bromomethyl)-1,3-dioxolane-4-methanol 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:

(+/-)-4-<(benzyloxy)methyl>-2-(bromomethyl)-1,3-dioxolane (92905-04-9,6204-41-7,6204-40-6) → (+/-)-2-(bromomethyl)-4-(hydroxymethyl)-1,3-dioxalane (87179-37-1,6204-42-8,6204-43-9)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 3h; under 2585.7 Torr; Yield given;

DOI:10.1021/jo00049a021

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + bromoacetaldehyde (17157-48-1) → (+/-)-2-(bromomethyl)-4-(hydroxymethyl)-1,3-dioxalane (87179-37-1,6204-42-8,6204-43-9)

Guidance literature:

With sulfuric acid; at 80 - 90 ℃;

Reference yield:

1-bromo-2,2-dimethoxyethane (7252-83-7) + (R)-3-benzyloxy-1,2-propanediol (56552-80-8) → cis-(2R,4S)-4-bromomethyl-4-hydroxymethyl-1,3-dioxolane (6204-42-8,6204-43-9) + trans-(2S,4S)-2-bromomethyl-4-hydroxymethyl-1,3-dioxolane (6204-42-8,6204-43-9)

Guidance literature:

1-bromo-2,2-dimethoxyethane; (R)-3-benzyloxy-1,2-propanediol; With toluene-4-sulfonic acid;

With hydrogen; palladium dihydroxide; Title compound not separated from byproducts;

upstream raw materials:

(+/-)-4-<(benzyloxy)methyl>-2-(bromomethyl)-1,3-dioxolane

glycerol

bromoacetaldehyde

1-bromo-2,2-dimethoxyethane

Downstream raw materials:

cis-Domiodol

trans-Domiodol