2-bromo-N-(propan-2-yl)aniline

Base Information

• Chemical Name: 2-bromo-N-(propan-2-yl)aniline
• CAS No.: 156643-24-2
• Molecular Formula: C₉H₁₂BrN
• Molecular Weight: 214.105
• DSSTox Substance ID: DTXSID501288983
• Mol file: 156643-24-2.mol

Synonyms:2-bromo-N-(propan-2-yl)aniline;156643-24-2;2-BROMO-N-ISOPROPYLANILINE;N-Isopropyl-2-bromoaniline;2-bromo-N-propan-2-ylaniline;SCHEMBL9908238;DTXSID501288983;2-Bromo-N-(1-methylethyl)benzenamine;AKOS000240836;CS-0308668;C77931;EN300-126867;Z334939134

Chemical Property of 2-bromo-N-(propan-2-yl)aniline

Chemical Property:

• Boiling Point: 266.0±23.0 °C(Predicted)
• PKA: 4.04±0.20(Predicted)
• Density: 1.351±0.06 g/cm3(Predicted)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 213.01531
• Heavy Atom Count: 11
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

N-Isopropyl-2-bromoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)NC1=CC=CC=C1Br

Technology Process of 2-bromo-N-(propan-2-yl)aniline

There total 6 articles about 2-bromo-N-(propan-2-yl)aniline 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: 95.0%

acetone (67-64-1) + 2-bromoaniline (615-36-1) → 2-isopropylamino-1-bromobenzene (156643-24-2)

Guidance literature:

With acetic acid; In dichloromethane; at 0 - 20 ℃;

Reference yield: 65.0%

2-iodo-propane (75-30-9) + 2-Bromobenzamide (4001-73-4) → 2-isopropylamino-1-bromobenzene (156643-24-2)

Guidance literature:

2-iodo-propane; 2-Bromobenzamide; With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 16h;

With hydrogenchloride; In methanol; water; at 75 ℃; for 1h;

DOI:10.1021/om2011062

Reference yield: 53.0%

isopropyl methyl ether (598-53-8) + 2-bromoaniline (615-36-1) → 2-isopropylamino-1-bromobenzene (156643-24-2)

Guidance literature:

With sodium tetrahydroborate; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c1cc14292e

upstream raw materials:

isopropyl methyl ether

2-bromoaniline

2-iodo-propane

2-Bromobenzamide

Downstream raw materials:

methyl (2-bromophenyl)propan-2-ylcarbamate

Refernces

• 1、 Kale, Ajit Prabhakar,Kumar, Gangam Srikanth,Kapur, Manmohan. "Palladium-catalyzed synthesis of 2-alkenyl-3-arylindoles via a dual α-arylation strategy: Formal synthesis of the antilipemic drug fluvastatin". . p. 10995 - 11002. Retrieved 2015/11/25.
• 2、 Weber, Lothar,Eickhoff, Daniel,Kahlert, Jan,Boehling, Lena,Brockhinke, Andreas,Stammler, Hans-Georg,Neumann, Beate,Fox, Mark A.. "Diazaborolyl-boryl push-pull systems with ethynylene-arylene bridges as 'turn-on' fluoride sensors". . p. 10328 - 10346,19. Retrieved 2020/08/31.