2-(Bromomethyl)-4-chloro-1-methoxybenzene

Base Information

• Chemical Name: 2-(Bromomethyl)-4-chloro-1-methoxybenzene
• CAS No.: 58735-58-3
• Molecular Formula: C8H8BrClO
• Molecular Weight: 235.508
• Hs Code.: 2909309090
• European Community (EC) Number: 818-628-6
• DSSTox Substance ID: DTXSID40572998
• Wikidata: Q82461549
• Mol file: 58735-58-3.mol

Synonyms:2-(Bromomethyl)-4-chloro-1-methoxybenzene;58735-58-3;MFCD11180736;SCHEMBL3212164;DTXSID40572998;AKOS009310036;AM804094;AS-39619;EN300-99598;2-(Bromomethyl)-4-chloro-1-methoxybenzene, AldrichCPR

Chemical Property of 2-(Bromomethyl)-4-chloro-1-methoxybenzene

Chemical Property:

• PSA: 9.23000
• LogP: 3.24350
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 233.94471
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

98.5% ^*data from raw suppliers

5-Chloro-2-methoxybenzylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Cl)CBr
• Uses: 5-Chloro-2-methoxybenzyl Bromide is used as a reactant in the synthesis of N6-substituted apioadenosines as potential adenosine A3 receptor modulators.

Technology Process of 2-(Bromomethyl)-4-chloro-1-methoxybenzene

There total 6 articles about 2-(Bromomethyl)-4-chloro-1-methoxybenzene 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: 98.0%

(5-chloro-2-methoxyphenyl)methanol (7035-10-1) → 2-(bromomethyl)-4-chloro-1-methoxybenzene (58735-58-3)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; sodium bromide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 20h;

Reference yield:

5-chloro-2-methoxybenzaldehyde (7035-09-8) → 2-(bromomethyl)-4-chloro-1-methoxybenzene (58735-58-3)

Guidance literature:

5-chloro-2-methoxybenzaldehyde; With sodium tetrahydroborate; In methanol; at 0 ℃;

With phosphorus tribromide; In dichloromethane; at 0 ℃;

DOI:10.1055/s-0035-1561393

Reference yield:

5-chloro-2-methoxybenzoic acid (3438-16-2) → 2-(bromomethyl)-4-chloro-1-methoxybenzene (58735-58-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 2 h / 60 °C

2.1: sodium tetrahydroborate / water / 4 h / 0 - 60 °C

3.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran

3.2: 1 h / 0 °C

With sodium tetrahydroborate; thionyl chloride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; water;

DOI:10.1002/cmdc.201600491

upstream raw materials:

5-chloro-2-methoxybenzaldehyde

5-chloro-2-methoxybenzoic acid

2-methoxy-5-chlorobenzoyl chloride

(5-chloro-2-methoxyphenyl)methanol

Downstream raw materials:

3-[[2-Methoxy-5-chlorophenyl]methyl]-5-[3,5-dichlorophenyl]-1,3,4-oxadiazol-2(3H)-one

5-chloro-2-methoxyphenol