3-Bromo-4-methylaniline

Base Information

• Chemical Name: 3-Bromo-4-methylaniline
• CAS No.: 7745-91-7
• Molecular Formula: C7H8BrN
• Molecular Weight: 186.051
• Hs Code.: 29214300
• European Community (EC) Number: 231-807-8
• NSC Number: 139873
• DSSTox Substance ID: DTXSID00228161
• Nikkaji Number: J48.072J
• Wikidata: Q72446562
• Mol file: 7745-91-7.mol

Synonyms:3-Bromo-4-methylaniline;7745-91-7;3-Bromo-p-toluidine;Benzenamine, 3-bromo-4-methyl-;p-Toluidine, 3-bromo-;3-Bromo-1,4-toluidine;3-Bromo-4-methyl-phenylamine;4-Amino-2-bromotoluene;3-bromo-4-methylbenzenamine;EINECS 231-807-8;MFCD00134176;NSC 139873;BRN 1562057;Benzenamine, 3-bromo-4-methyl- (9CI);3-Bromo-4-Methyl-Benzenamin;4-12-00-01991 (Beilstein Handbook Reference);3-bromo-4-methylphenylamine;3-bromo-4-methyl-aniline;NSC139873;3-bromo4-methylaniline;2-bromo-4-aminotoluene;3-bromo-4-methyl aniline;WLN: ZR CE D1;SCHEMBL347584;3-Bromo-4-methylaniline, 98%;GRXMMIBZRMKADT-UHFFFAOYSA-;DTXSID00228161;STK762574;AKOS001419551;AC-3658;CS-W007815;NSC-139873;PS-5886;LS-154326;A9801;AM20060860;B2354;FT-0615249;EN300-29711;SR-01000529127;SR-01000529127-1;W-104316;F0001-1998;Z285720874

Chemical Property of 3-Bromo-4-methylaniline

Chemical Property:

• Appearance/Colour: pale yellow oily liquid
• Vapor Pressure: 0.0138mmHg at 25°C
• Melting Point: 27-30 °C(lit.)
• Refractive Index: 1.611-1.613
• Boiling Point: 258.3 °C at 760 mmHg
• PKA: 3.96±0.10(Predicted)
• Flash Point: 110 °C
• PSA: 26.02000
• Density: 1.498 g/cm³
• LogP: 2.92090
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.98401
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99.9% ^*data from raw suppliers

3-Bromo-4-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45-37/39-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)N)Br
• Uses: 3-Bromo-4-methylaniline is used in the synthesis of 1,7-dihalo Tr?ger?s base isomers. It is suitable for use to investigate the reactions of distonic 4-(N,N,N-trimethylammonium)-2-methylphenyl and 5-(N,N,N-trimethylammonium)-2-methylphenyl radical cations with O2 by ion-trap mass spectrometry. 3-Bromo-4-methylaniline may be used in the synthesis of 1,7-dihalo Tr?ger′s base isomers. It is suitable for use to investigate the reactions of distonic 4-(N,N,N-trimethylammonium)-2-methylphenyl and 5-(N,N,N-trimethylammonium)-2-methylphenyl radical cations with O2 by ion-trap mass spectrometry.

Technology Process of 3-Bromo-4-methylaniline

There total 14 articles about 3-Bromo-4-methylaniline 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%

2-bromo-4-nitrotoluene (7745-93-9) → 3-bromo-4-methylaniline (7745-91-7)

Guidance literature:

With TPGS-750-M; ammonium chloride; zinc; In water; at 20 ℃; for 4h; chemoselective reaction; Green chemistry;

DOI:10.1021/ol403079x

Reference yield: 94.0%

p-toluidine (106-49-0,12221-03-3) → 3-bromo-4-methylaniline (7745-91-7)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at -50 ℃; Inert atmosphere;

DOI:10.1055/S-0029-1216980

Reference yield:

→ 3-bromo-4-methylaniline (7745-91-7) + 2-bromo-p-toluidine (583-68-6)

Guidance literature:

With sulfuric acid; bromine;

upstream raw materials:

2-bromo-4-nitrotoluene

p-toluidine

sulfuric acid

bromine

Downstream raw materials:

3-bromo-N,N-bis-(2-hydroxy-ethyl)-4-methyl-aniline

3-bromo-N,N,4-trimethylaniline

1-(3-bromo-4-methyl-phenyl)-piperazine

5-bromo-6-methylquinoline

Refernces

• 1、 Pang, Haobo,Gallou, Fabrice,Sohn, Hyuntae,Camacho-Bunquin, Jeffrey,Delferro, Massimiliano,Lipshutz, Bruce H.. "Synergistic effects in Fe nanoparticles doped with ppm levels of (Pd + Ni). A new catalyst for sustainable nitro group reductions". supporting information. p. 130 - 135. Retrieved 2018/01/12.
• 2、 Kelly, Sean M.,Lipshutz, Bruce H.. "Chemoselective reductions of nitroaromatics in water at room temperature". supporting information. p. 98 - 101. Retrieved 2014/01/23.