4-Bromo-2-methylaniline

Base Information

• Chemical Name: 4-Bromo-2-methylaniline
• CAS No.: 583-75-5
• Molecular Formula: C7H8BrN
• Molecular Weight: 186.051
• Hs Code.: 29214200
• European Community (EC) Number: 209-519-9
• NSC Number: 7093
• DSSTox Substance ID: DTXSID6060399
• Nikkaji Number: J85.079I
• Wikidata: Q72446567
• Mol file: 583-75-5.mol

Synonyms:4-Bromo-2-methylaniline;583-75-5;2-Amino-5-bromotoluene;4-Bromo-o-toluidine;2-Methyl-4-bromoaniline;Benzenamine, 4-bromo-2-methyl-;o-TOLUIDINE, 4-BROMO-;4-Bromo-2-methyl-phenylamine;5-bromo-2-aminotoluene;NSC 7093;EINECS 209-519-9;4-Bromo-2-methyl aniline;BRN 0636521;AI3-00490;MFCD00007825;4-12-00-01804 (Beilstein Handbook Reference);1-amino-4-bromo-2-methylbenzene;4-bromo-2-methyl-aniline;4-bromo-2-methylphenylamine;NSC7093;4-bromo-6-methylaniline;2-Methyl-4-bromo-aniline;SCHEMBL260300;DTXSID6060399;4-Bromo-2-methylaniline, 97%;PCHYYOCUCGCSBU-UHFFFAOYSA-;BCP23023;CS-D1131;NSC-7093;STK286022;TD1126;AKOS000121494;AC-3659;PS-4145;BP-12765;LS-154324;A1741;AM20060179;B1281;FT-0617906;FT-0658634;EN300-21104;AE-562/43306593;W-105393;F3099-6376

Chemical Property of 4-Bromo-2-methylaniline

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0337mmHg at 25°C
• Melting Point: 57-59 °C(lit.)
• Refractive Index: 1.609
• Boiling Point: 242.6 °C at 760 mmHg
• PKA: 3.75±0.10(Predicted)
• Flash Point: 100.5 °C
• PSA: 26.02000
• Density: 1.498 g/cm³
• LogP: 2.92090
• Storage Temp.: 0-10°C
• XLogP3: 1.9
• 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% ^*data from raw suppliers

4-Bromo-2-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-33
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)Br)N
• Uses: 4-Bromo-2-methylaniline was used in the preparation of 4-Bromo-2-methylphenol.

Technology Process of 4-Bromo-2-methylaniline

There total 29 articles about 4-Bromo-2-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: 81.0%

o-toluidine (95-53-4) → 2-bromo-6-methylaniline (53848-17-2) + 4-Bromo-2-methylaniline (583-75-5)

Guidance literature:

With dihydrogen peroxide; potassium bromide; HZSM-5; In acetic acid; at 20 ℃; for 4h;

DOI:10.1080/00397910008086993

Reference yield: 68.0%

toluene-4-sulfonic acid-(4-bromo-2-methyl-anilide) (330832-49-0) → 4-Bromo-2-methylaniline (583-75-5)

Guidance literature:

With trifluorormethanesulfonic acid; In 1,2-dichloro-ethane; at 25 - 90 ℃; for 44h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02507

Reference yield: 66.0%

2-nitrosotoluene (611-23-4) → 4-Bromo-2-methylaniline (583-75-5)

Guidance literature:

2-nitrosotoluene; With 2,6-di-tert-butyl-4-methyl-phenol; copper(ll) bromide; In acetonitrile; at 20 ℃; for 2h; under 760.051 Torr;

With sodium tetrahydroborate; In acetonitrile; at 20 ℃; for 3h; under 760.051 Torr; regioselective reaction;

DOI:10.1021/acs.orglett.5b03198

upstream raw materials:

5-bromo-2-nitrotoluene

N-(2-methylphenyl)acetamide

o-toluidine

N-(o-tolyl)hydroxylamine

Downstream raw materials:

6-bromo-8-methylquinoline

4-bromo-2-methylbenzaldehyde

2,4-dibromo-6-methylaniline

naphthalene-2-carboxylic acid (4-bromo-2-methyl-phenyl)-amide