3-Bromo-2,4-dimethylaniline

Base Information

• Chemical Name: 3-Bromo-2,4-dimethylaniline
• CAS No.: 66314-77-0
• Molecular Formula: C8H10BrN
• Molecular Weight: 200.078
• Hs Code.: 2921430090
• European Community (EC) Number: 887-458-2
• DSSTox Substance ID: DTXSID30496215
• Wikidata: Q82344927
• Mol file: 66314-77-0.mol

Synonyms:3-Bromo-2,4-dimethylaniline;66314-77-0;3-Bromo-2,4-dimethyl-benzenamine;MFCD20528102;3-bromo-2,4-dimethylphenylamine;SCHEMBL1198813;DTXSID30496215;NOIVEHKDGBUHGJ-UHFFFAOYSA-N;2,6-Dimethyl-3-aminobromo Benzene;BS-29438;SY320250;CS-0139915;EN300-103912;N12398;A856483

Chemical Property of 3-Bromo-2,4-dimethylaniline

Chemical Property:

• Melting Point: 47-47.5 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Boiling Point: 271.9±35.0 °C(Predicted)
• PKA: 3.81±0.10(Predicted)
• PSA: 26.02000
• Density: 1.424±0.06 g/cm3(Predicted)
• LogP: 3.22930
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 198.99966
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-2,4-dimethylaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C=C1)N)C)Br

Technology Process of 3-Bromo-2,4-dimethylaniline

There total 5 articles about 3-Bromo-2,4-dimethylaniline 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:

2-bromo-1,3-dimethyl-4-nitrobenzene (60956-25-4) → 3-bromo-dimethylaniline (66314-77-0)

Guidance literature:

With hydrogen; platinum(IV) oxide;

DOI:10.1016/0040-4020(77)88031-9

Reference yield:

1-bromo-2,4-dimethyl-5-nitro-benzene (69383-59-1) + 2-bromo-1,3-dimethyl-4-nitrobenzene (60956-25-4) → 3-bromo-dimethylaniline (66314-77-0) + 5-bromo-2,4-dimethylaniline (69383-60-4)

Guidance literature:

1-bromo-2,4-dimethyl-5-nitro-benzene; 2-bromo-1,3-dimethyl-4-nitrobenzene; With triethylamine hydrochloride; zinc; In N,N-dimethyl-formamide; at 80 ℃; for 4h;

With sodium hydroxide; In water; N,N-dimethyl-formamide;

Reference yield:

2-Bromo-m-xylene (576-22-7) + neopentyl N-fluoro-N-(fluorosulfonyl)carbamate → 4-bromo-3,5-dimethylaniline (59557-90-3) + 3-bromo-dimethylaniline (66314-77-0)

Guidance literature:

2-Bromo-m-xylene; With 6,6'-dimethyl-2,2'-bipyridine; tetrakis(acetonitrile)copper(I)tetrafluoroborate; calcium carbonate; In dichloromethane; for 0.166667h; Inert atmosphere; Schlenk technique;

neopentyl N-fluoro-N-(fluorosulfonyl)carbamate; In dichloromethane; at 30 - 40 ℃; for 12h; Irradiation; Inert atmosphere; Schlenk technique;

With lithium borohydride; In tetrahydrofuran; at 60 ℃; for 2h; Overall yield = 14.6 mg; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.1c13569

upstream raw materials:

2-bromo-1,3-dimethyl-4-nitrobenzene

2-Bromo-m-xylene

1-bromo-2,4-dimethyl-5-nitro-benzene

Downstream raw materials:

1-(3-bromo-2,4-dimethyl-phenyl)-piperazine

3'-Brom-2',4'-dimethylbenzoylacetanilid

2,4-dimethyl-3-(pyrrolidin-1-yl)aniline

N-(3-bromo-2,4-dimethylphenyl)phthalimide

Refernces

• 1、 -. "THIOPHENE-2-CARBOXAMIDE DERIVATIVES AS MODULATORS OF CCR9 RECEPTOR". Page/Page column 42-43. . Retrieved 2009/05/29.
• 2、 -. "UNSATURATED HETEROCYCLIC DERIVATIVES". Page/Page column 42. . Retrieved 2008/06/13.