1-(Bromomethyl)-4-methoxy-2-nitrobenzene

Base Information

• Chemical Name: 1-(Bromomethyl)-4-methoxy-2-nitrobenzene
• CAS No.: 57559-52-1
• Molecular Formula: C8H8BrNO3
• Molecular Weight: 246.06
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID30395875
• Wikidata: Q72517254
• Mol file: 57559-52-1.mol

Synonyms:57559-52-1;1-(bromomethyl)-4-methoxy-2-nitrobenzene;4-METHOXY-2-NITROBENZYL BROMIDE;4-Methoxy-2-nitrobenzylbromide;1-Bromomethyl-4-methoxy-2-nitro-benzene;MFCD05148455;1-(bromomethyl)-4-methoxy-2-nitro-benzene;SCHEMBL177095;2-Nitro-4-methoxy-benzylbromid;DTXSID30395875;WZFGFNGYZZHELE-UHFFFAOYSA-N;AKOS015851942;SB37750;AC-25723;CS-11989;SY034732;FT-0600087;A831502

Chemical Property of 1-(Bromomethyl)-4-methoxy-2-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.000319mmHg at 25°C
• Melting Point: 66.5℃ (ethanol )
• Refractive Index: 1.588
• Boiling Point: 330.5 °C at 760 mmHg
• Flash Point: 153.7 °C
• PSA: 55.05000
• Density: 1.589
• LogP: 3.02150
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 244.96876
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxy-2-nitrobenzyl bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)CBr)[N+](=O)[O-]

Technology Process of 1-(Bromomethyl)-4-methoxy-2-nitrobenzene

There total 8 articles about 1-(Bromomethyl)-4-methoxy-2-nitrobenzene 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: 99.0%

(4-methoxy-2-nitro-phenyl)-methanol (22996-23-2) → 4-methoxy-2-nitrobenzyl bromide (57559-52-1)

Guidance literature:

With phosphorus tribromide; In diethyl ether; for 3h; Inert atmosphere;

DOI:10.1021/ol400137q

Reference yield: 98.0%

4-Methyl-3-nitroanisole (17484-36-5) → 4-methoxy-2-nitrobenzyl bromide (57559-52-1)

Guidance literature:

With dihydrogen peroxide; bromine; In dichloromethane; water; for 4h; Reflux;

Reference yield:

2-nitro-4-methoxybenzoic acid (33844-21-2) → 4-methoxy-2-nitrobenzyl bromide (57559-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere

2: phosphorus tribromide / diethyl ether / 3 h / Inert atmosphere

With dimethylsulfide borane complex; phosphorus tribromide; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ol400137q

upstream raw materials:

4-Methyl-3-nitroanisole

4-methyl-3-nitrophenyl methanesulfonate

dimethyl sulfate

p-cresol

Downstream raw materials:

4-methoxy-2-nitro-1-(2,2,2-trifluoroethyl)benzene

tert-butyl N-(diphenylmethylidene)-O-methyl-2-nitro-L-tyrosinate

trans-4,4'-dimethoxy-2,2'-dinitrostilbene

1-Boc-3-(4-methoxy-2-nitrobenzylidene)piperidine

Refernces

• 1、 -. "MOLECULES HAVING CERTAIN PESTICIDAL UTILITIES, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES RELATED THERETO". Page/Page column 74; 420-421. . Retrieved 2021/02/12.
• 2、 -. "Antibodies to aripiprazole haptens and use thereof". Page/Page column 42. . Retrieved 2017/05/17.