1-(Bromomethyl)bicyclo[2.2.1]heptane

Base Information

• Chemical Name: 1-(Bromomethyl)bicyclo[2.2.1]heptane
• CAS No.: 61192-17-4
• Molecular Formula: C8H13Br
• Molecular Weight: 189.09300
• European Community (EC) Number: 855-702-7
• DSSTox Substance ID: DTXSID10569138
• Wikidata: Q82456217
• Mol file: 61192-17-4.mol

Synonyms:1-(Bromomethyl)bicyclo[2.2.1]heptane;61192-17-4;SCHEMBL2587664;DTXSID10569138;EN300-215417

Chemical Property of 1-(Bromomethyl)bicyclo[2.2.1]heptane

Chemical Property:

• PSA: 0.00000
• LogP: 2.96160
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 188.02006
• Heavy Atom Count: 9
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

1-(bromomethyl)bicyclo[2.2.1]heptane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CCC1C2)CBr

Technology Process of 1-(Bromomethyl)bicyclo[2.2.1]heptane

There total 3 articles about 1-(Bromomethyl)bicyclo[2.2.1]heptane 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%

1-<(Tosyloxy)methyl>bicyclo<2.2.1>heptane (13866-80-3) → 1-(Bromomethyl)bicyclo<2.2.1>heptane (61192-17-4)

Guidance literature:

With lithium bromide; In tetrahydrofuran; for 48h; Heating;

DOI:10.1021/jo00060a029

Reference yield:

1-(Hydroxymethyl)bicyclo<2.2.1>heptane (2064-02-0) → 1-(Bromomethyl)bicyclo<2.2.1>heptane (61192-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / pyridine / CH₂Cl₂ / 96 h

2: 83 percent / LiBr / tetrahydrofuran / 48 h / Heating

With pyridine; lithium bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00060a029

Reference yield:

norbornane-1-carboxylic acid (18720-30-4) → 1-(Bromomethyl)bicyclo<2.2.1>heptane (61192-17-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.56 g / LiAlH₄

2: 80 percent / pyridine / CH₂Cl₂ / 96 h

3: 83 percent / LiBr / tetrahydrofuran / 48 h / Heating

With pyridine; lithium aluminium tetrahydride; lithium bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00060a029

upstream raw materials:

1-<(Tosyloxy)methyl>bicyclo<2.2.1>heptane

1-(Hydroxymethyl)bicyclo<2.2.1>heptane

norbornane-1-carboxylic acid

Downstream raw materials:

1-Methylbicyclo[2.2.1]heptane