4-Bromo-2-(chloromethyl)-1-methoxybenzene

Base Information

• Chemical Name: 4-Bromo-2-(chloromethyl)-1-methoxybenzene
• CAS No.: 7017-52-9
• Molecular Formula: C8H8BrClO
• Molecular Weight: 235.508
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID80438600
• Wikidata: Q82254391
• Mol file: 7017-52-9.mol

Synonyms:7017-52-9;4-BROMO-2-(CHLOROMETHYL)-1-METHOXYBENZENE;Benzene, 4-bromo-2-(chloromethyl)-1-methoxy-;5-bromo-2-methoxybenzylchloride;5-Bromo-2-methoxybenzyl chloride;SCHEMBL7975482;2-(chloromethyl)-4-bromoanisole;DTXSID80438600;YUJFMJVATVQTBS-UHFFFAOYSA-N;AMY30346;AKOS007930056;AB44028;AC-10870;FT-0762641;EN300-80255

Chemical Property of 4-Bromo-2-(chloromethyl)-1-methoxybenzene

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Boiling Point: 279.948oC at 760 mmHg
• Flash Point: 123.109oC
• PSA: 9.23000
• Density: 1.497g/cm3
• LogP: 3.19650
• XLogP3: 3
• 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%min ^*data from raw suppliers

4-bromo-2-(chloromethyl)-1-methoxybenzene 95 ^*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)Br)CCl

Technology Process of 4-Bromo-2-(chloromethyl)-1-methoxybenzene

There total 5 articles about 4-Bromo-2-(chloromethyl)-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:

5-bromo-2-methoxy-benzyl alcohol (80866-82-6) → 4-bromo-2-(chloromethyl)-1-methoxybenzene (7017-52-9)

Guidance literature:

With phosphorus pentachloride; benzene;

Reference yield:

5-bromo-2-methoxybenzaldehyde (25016-01-7) → 4-bromo-2-(chloromethyl)-1-methoxybenzene (7017-52-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / NaBH₄ / aq. ethanol

2: SOCl₂ / CH₂Cl₂ / 2 h / 20 °C

With sodium tetrahydroborate; thionyl chloride; In ethanol; dichloromethane;

DOI:10.1021/jm049424k

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-bromo-4-methoxy-benzene (104-92-7) → 2,2'-dimethoxy-5,5'-dibromodiphenylmethane (2212-47-7) + 4-bromo-2-(chloromethyl)-1-methoxybenzene (7017-52-9)

Guidance literature:

With water; zinc(II) chloride; at 70 ℃; Erwaermen unter Einleiten von HCl;

upstream raw materials:

formaldehyd

1-bromo-4-methoxy-benzene

5-bromo-2-methoxy-benzyl alcohol

5-bromo-2-methoxybenzaldehyde

Downstream raw materials:

4-bromo-2-ethyl-1-methoxybenzene

3-(5-bromo-2-methoxyphenyl) propanoic acid

2-methyl-4-bromoanisole

4-bromo-2-propyl-anisole

Refernces

• 1、 Isaksson, Rebecka,Lindman, Jens,Wannberg, Johan,Sallander, Jessica,Backlund, Maria,Baraldi, Dhaniel,Widdop, Robert,Hallberg, Mathias,?qvist, Johan,Gutierrez de Teran, Hugo,Gising, Johan,Larhed, Mats. "A Series of Analogues to the AT2R Prototype Antagonist C38 Allow Fine Tuning of the Previously Reported Antagonist Binding Mode". . p. 114 - 125. Retrieved 2019/02/07.
• 2、 Nielsen, Simon F.,Larsen, Mogens,Boesen, Thomas,Sch?nning, Kristian,Kromann, Hasse. "Cationic chalcone antibiotics. Design, synthesis, and mechanism of action". . p. 2667 - 2677. Retrieved 2007/10/03.