1-(2-Bromophenyl)cyclopropanamine

Base Information

• Chemical Name: 1-(2-Bromophenyl)cyclopropanamine
• CAS No.: 604799-96-4
• Molecular Formula: C9H10BrN
• Molecular Weight: 212.089
• Hs Code.: 2921499090
• European Community (EC) Number: 938-411-0
• DSSTox Substance ID: DTXSID90448432
• Nikkaji Number: J1.950.951F
• Wikidata: Q82267412
• Mol file: 604799-96-4.mol

Synonyms:1-(2-BROMOPHENYL)CYCLOPROPANAMINE;604799-96-4;1-(2-bromophenyl)cyclopropan-1-amine;1-(2-Bromophenyl)-cyclopropanamine;CYCLOPROPANAMINE, 1-(2-BROMOPHENYL)-;MFCD07374466;SCHEMBL646392;AMY4616;DTXSID90448432;ZNEIQQJRUBZVCL-UHFFFAOYSA-N;1-(2-bromophenyl)-1-cyclopropanamine;AKOS011971464;AB39532;AS-62632;SY144550;CS-0002321;C78336;EN300-113716;A832745

Chemical Property of 1-(2-Bromophenyl)cyclopropanamine

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.626
• Boiling Point: 272.817°C at 760 mmHg
• Flash Point: 118.796°C
• PSA: 26.02000
• Density: 1.519g/cm³
• LogP: 3.09720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 210.99966
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

98%Min ^*data from raw suppliers

1-(2-Bromophenyl)cyclopropan-1-amine >96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C2=CC=CC=C2Br)N

Technology Process of 1-(2-Bromophenyl)cyclopropanamine

There total 1 articles about 1-(2-Bromophenyl)cyclopropanamine 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: 71.0%

o-cyanobromobenzene (2042-37-7) + ethylmagnesium bromide (925-90-6) → 1-(2-bromophenyl)cyclopropan-1-amine (604799-96-4)

Guidance literature:

With titanium(IV) isopropylate; boron trifluoride diethyl etherate; In diethyl ether; at -70 - 20 ℃; for 2.16667h;

DOI:10.1021/jo034710+

Reference yield: 56.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-(2-bromophenyl)cyclopropan-1-amine (604799-96-4) → tert-butyl N-[1-(2-bromophenyl)cyclopropyl]carbamate

Guidance literature:

With 1-methyl-1H-imidazole; In tetrahydrofuran; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201909492

Reference yield: 51.0%

(4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol (754235-83-1) + 1-(2-bromophenyl)cyclopropan-1-amine (604799-96-4) → (4aS,5R)-5-(2-(1-aminocyclopropylphenyl)ethynyl)-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol (1021539-30-9)

Guidance literature:

With diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 20 - 70 ℃; for 18h;

upstream raw materials:

o-cyanobromobenzene

ethylmagnesium bromide

Downstream raw materials:

(4aS,5R)-5-(2-(1-aminocyclopropylphenyl)ethynyl)-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

Refernces

• 1、 Staveness, Daryl,Collins, James L.,McAtee, Rory C.,Stephenson, Corey R. J.. "Exploiting Imine Photochemistry for Masked N-Centered Radical Reactivity". supporting information. p. 19000 - 19006. Retrieved 2019/11/21.
• 2、 Bertus, Philippe,Szymoniak, Jan. "A direct synthesis of 1-aryl- and 1-alkenylcyclopropylamines from aryl and alkenyl nitriles". . p. 7133 - 7136. Retrieved 2007/10/03.