1-(Bromomethyl)-2-methoxybenzene

Base Information

• Chemical Name: 1-(Bromomethyl)-2-methoxybenzene
• CAS No.: 52289-93-7
• Molecular Formula: C8H9 Br O
• Molecular Weight: 201.063
• Hs Code.: 2909309090
• European Community (EC) Number: 828-103-3
• DSSTox Substance ID: DTXSID50200311
• Nikkaji Number: J1.620.984H
• Wikidata: Q72446603
• Mol file: 52289-93-7.mol

Synonyms:1-(BROMOMETHYL)-2-METHOXYBENZENE;52289-93-7;2-methoxybenzylbromide;2-Methoxybenzyl Bromide;Benzene, 1-(bromomethyl)-2-methoxy-;1-bromomethyl-2-methoxy-benzene;o-methoxybenzyl bromide;2-Methoxybenzylbromid;2-(Bromomethyl)anisole;SCHEMBL17804;1-Bromomethyl-2-methoxybenzene;DTXSID50200311;WAUNFWSVXRPCDQ-UHFFFAOYSA-N;1-(bromomethyl)-2-methoxy-benzene;MFCD09745128;AKOS005259875;AB91232;AT38791;AM20040623;FT-0650185;O,O-DIISOPROPYLDITHIOBIS(THIOFORMATE);A24704;W-202968;o-Methoxybenzylbromide;2-Methoxy benzyl bromide;alpha-Bromo-2-methoxytoluene

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

Chemical Property:

• Vapor Pressure: 0.111mmHg at 25°C
• Melting Point: 47-50oC
• Boiling Point: 228.4oC at 760 mmHg
• Flash Point: 90.3oC
• PSA: 9.23000
• Density: 1.406g/cm3
• LogP: 2.59010
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.98368
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Bromomethyl)-2-methoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1CBr

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

There total 7 articles about 1-(Bromomethyl)-2-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: 100.0%

(2-methoxyphenyl)methanol (612-16-8) → o-Methoxybenzyl bromide (52289-93-7)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ja4050168

Reference yield: 93.0%

2-methylmethoxybenzene (578-58-5) → o-Methoxybenzyl bromide (52289-93-7)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 1h; Inert atmosphere; Reflux;

DOI:10.1002/ejic.201001092

Reference yield:

methoxybenzene (100-66-3) + 1,1-dibromomethane (74-95-3) → o-Methoxybenzyl bromide (52289-93-7) + p-Methoxybenzyl bromide (2746-25-0)

Guidance literature:

methoxybenzene; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

1,1-dibromomethane; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

DOI:10.1080/00397911.2015.1099675

upstream raw materials:

2-methylmethoxybenzene

(2-methoxyphenyl)methanol

ortho-anisaldehyde

salicylaldehyde

Downstream raw materials:

[(2-methoxyphenyl)methyl]dimethylamine

diethyl(ortho-methoxybenzyl)amine

1-(2-Methoxy-benzyl)-1H-pyridin-4-one

(2-(2-Methoxy-phenyl)-1-{[1-phenyl-meth-(E)-ylidene]-amino}-ethyl)-phosphonic acid diethyl ester

Refernces

• 1、 -. "AMINOPEPTIDASE A INHIBITORS AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAME". Page/Page column 43. . Retrieved 2020/06/10.
• 2、 Lu, Yanhui,Nakatsuji, Hidefumi,Okumura, Yukimasa,Yao, Lu,Ishihara, Kazuaki. "Enantioselective Halo-oxy- and Halo-azacyclizations Induced by Chiral Amidophosphate Catalysts and Halo-Lewis Acids". supporting information. p. 6039 - 6043. Retrieved 2018/05/14.