1,1-Bis(bromomethyl)cyclopentane

Base Information

• Chemical Name: 1,1-Bis(bromomethyl)cyclopentane
• CAS No.: 68499-28-5
• Molecular Formula: C7H12Br2
• Molecular Weight: 255.98
• DSSTox Substance ID: DTXSID40505726
• Wikidata: Q82361015
• Mol file: 68499-28-5.mol

Synonyms:1,1-bis(bromomethyl)cyclopentane;68499-28-5;Cyclopentane, 1,1-bis(bromomethyl)-;1,1-Bis(brommethyl)cyclopentan;DTXSID40505726;AB89683;FT-0700975;EN300-85220

Chemical Property of 1,1-Bis(bromomethyl)cyclopentane

Chemical Property:

• PSA: 0.00000
• LogP: 3.33660
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 255.92853
• Heavy Atom Count: 9
• Complexity: 78.9

Purity/Quality:

95%-98% ^*data from raw suppliers

1,1-Bis(bromomethyl)cyclopentane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C1)(CBr)CBr

Technology Process of 1,1-Bis(bromomethyl)cyclopentane

There total 4 articles about 1,1-Bis(bromomethyl)cyclopentane 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: 83.0%

Ditosylat des 1,1-bis(Hydroxymethyl)cyclopentans (22308-10-7) → 1,1-bis-(bromomethyl)-cyclopentane (68499-28-5)

Guidance literature:

With lithium bromide; In 2-ethoxy-ethanol;

DOI:10.1021/jo00079a015

Reference yield:

1,1-bis-(hydroxymethyl)cyclopentane (5763-53-1) → 1,1-bis-(bromomethyl)-cyclopentane (68499-28-5)

Guidance literature:

With phosphorus tribromide; at 150 ℃;

Reference yield:

cyclopentane-1,1-dicarboxylic acid diethyl ester (4167-77-5) → 1,1-bis-(bromomethyl)-cyclopentane (68499-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / NaAlH₂(OCH₂OCH₃)2 / tetrahydrofuran

2: 59 percent / pyridine

3: 83 percent / LiBr / 2-ethoxy-ethanol

With pyridine; sodium bis(2-methoxyethoxy)aluminum hydride; lithium bromide; In tetrahydrofuran; 2-ethoxy-ethanol;

DOI:10.1021/jo00079a015

upstream raw materials:

1,1-bis-(hydroxymethyl)cyclopentane

Ditosylat des 1,1-bis(Hydroxymethyl)cyclopentans

cyclopentane-1,1-dicarboxylic acid diethyl ester

cyclopentanealdehyde

Downstream raw materials:

methylenecyclohexane

spiro[2.4]heptane

1-methylcyclohex-1-ene

spiro-<3,4,5,6-tetrahydro-5-(o-hydroxybenzyl)-2H-1,5-benzoxazocine-3,1'-cyclopentane>

Refernces