2-Bromo-3-methoxybenzyl bromide

Base Information

• Chemical Name: 2-Bromo-3-methoxybenzyl bromide
• CAS No.: 128828-86-4
• Molecular Formula: C₈H₈Br₂O
• Molecular Weight: 279.959
• European Community (EC) Number: 816-283-6
• DSSTox Substance ID: DTXSID10561697
• Wikidata: Q82445551
• Mol file: 128828-86-4.mol

Synonyms:2-Bromo-3-methoxybenzyl bromide;128828-86-4;2-Bromo-1-(bromomethyl)-3-methoxybenzene;113172-87-5;2-Bromo-3-methoxybenzylbromide;SCHEMBL9211153;DTXSID10561697;IPTDXRBBORUXGS-UHFFFAOYSA-N;MFCD18390184;AKOS028114928;PS-10007;G54897;EN300-1895436

Chemical Property of 2-Bromo-3-methoxybenzyl bromide

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 279.89214
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC(=C1Br)CBr

Technology Process of 2-Bromo-3-methoxybenzyl bromide

There total 3 articles about 2-Bromo-3-methoxybenzyl bromide 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: 93.0%

2-bromo-3-methylanisole (38197-43-2) → 2-bromo-1-(bromomethyl)-3-methoxybenzene (128828-86-4)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 6h; Inert atmosphere; Irradiation; Reflux;

DOI:10.1002/anie.201003549

Reference yield:

(2-bromo-3-methoxyphenyl)methanol (199436-55-0) → 2-bromo-1-(bromomethyl)-3-methoxybenzene (128828-86-4)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 25 ℃; for 16h;

Reference yield:

2-bromo-3-methoxybenzoic acid (88377-29-1) → 2-bromo-1-(bromomethyl)-3-methoxybenzene (128828-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / tetrahydrofuran / 2 h / -78 - 25 °C

2: triphenylphosphine; carbon tetrabromide / dichloromethane / 16 h / 25 °C

With carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

2-bromo-3-methylanisole

(2-bromo-3-methoxyphenyl)methanol

2-bromo-3-methoxybenzoic acid

Downstream raw materials:

<2-Brom-3-methoxy-benzyl>-dimethylamin

<2-(N,N-Dimethylaminomethyl)-6-methoxy-phenyl>-diphenyl-methanol

Br^(1-)*C₃₆H₃₉BrNO₄⁽¹⁺⁾

(2-bromo-3-methoxybenzyl)(triphenyl)phosphonium bromide

Refernces

• 1、 -. "MODULATORS OF HEMOGLOBIN FOR THE TREATMENT OF SICKLE CELL DISEASE". Paragraph 0320. . Retrieved 2020/05/15.
• 2、 Saito, Shoichi,Tamura, Osamu,Kobayashi, Yuko,Matsuda, Fuyuhiko,Katoh, Tadashi,Terashima, Shiro. "Synthetic studies on quinocarcin and its related compounds. 1. Synthesis of enantiomeric pairs of the ABE ring systems of quinocarcin". . p. 6193 - 6208. Retrieved 2007/10/02.