3-Bromo-N-methylaniline

Base Information

• Chemical Name: 3-Bromo-N-methylaniline
• CAS No.: 66584-32-5
• Molecular Formula: C7H8BrN
• Molecular Weight: 186.051
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID80426986
• Nikkaji Number: J1.052.983B
• Mol file: 66584-32-5.mol

Synonyms:3-Bromo-N-methylaniline;66584-32-5;Benzenamine, 3-bromo-N-methyl-;n-methyl-3-bromoaniline;(3-bromophenyl)methylamine;MFCD05664376;3-bromo-N-methyl aniline;(3-bromophenyl)-methylamine;(3-bromo-phenyl)-methyl-amine;SCHEMBL2085402;3-Bromo-N-methylaniline, 97%;AMY9475;DTXSID80426986;HKOSFZXROYRVJT-UHFFFAOYSA-N;AKOS000254254;CS-W004947;DS-5756;BP-21282;SY104448;EN300-45228;F14680;A853448

Chemical Property of 3-Bromo-N-methylaniline

Chemical Property:

• Vapor Pressure: 0.0261mmHg at 25°C
• Refractive Index: n20/D 1.6120(lit.)
• Boiling Point: 247.1°Cat760mmHg
• PKA: 4.01±0.25(Predicted)
• Flash Point: 103.3°C
• PSA: 12.03000
• Density: 1.487g/cm³
• LogP: 2.56380
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 184.98401
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=CC(=CC=C1)Br

Technology Process of 3-Bromo-N-methylaniline

There total 19 articles about 3-Bromo-N-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: 100.0%

3-Bromo-N-tert-butoxycarbonyl-N-methylaniline (57598-34-2) → 3-bromo-N-methylaniline (66584-32-5)

Guidance literature:

3-Bromo-N-tert-butoxycarbonyl-N-methylaniline; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 24h;

With sodium carbonate; In dichloromethane; water; Product distribution / selectivity;

Reference yield: 99.0%

methanol (67-56-1) + m-Bromoaniline (591-19-5) → 3-bromo-N-methylaniline (66584-32-5)

Guidance literature:

With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3; at 110 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02080

Reference yield: 96.0%

carbonic acid dimethyl ester (616-38-6) + m-Bromoaniline (591-19-5) → 3-bromo-N-methylaniline (66584-32-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1-methyl-pyrrolidin-2-one; at 250 ℃; for 0.2h; Flow reactor;

DOI:10.1016/j.tet.2017.11.068

upstream raw materials:

N-(3-bromophenyl)-4-methyl-benzenesulfonamide

dimethyl sulfate

1-(azidomethyl)-3-bromobenzene

N-(3-bromo-phenyl)-4,N-dimethyl-benzenesulfonamide

Downstream raw materials:

C₁₈H₁₁BrF₃N₃O

2-amino-N-(3-bromophenyl)-N-methylbenzamide

N-(3-bromophenyl)-2-hydroxy-N-methylbenzamide

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS FOR MODULATING NR2F6". Paragraph 00488. . Retrieved 2021/09/04.
• 2、 Huang, Ming,Li, Yinwu,Lan, Xiao-Bing,Liu, Jiahao,Zhao, Cunyuan,Liu, Yan,Ke, Zhuofeng. "Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols". supporting information. p. 3451 - 3461. Retrieved 2021/05/03.