2-Cyclopropylaniline

Base Information

• Chemical Name: 2-Cyclopropylaniline
• CAS No.: 3158-73-4
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Hs Code.: 2921420090
• European Community (EC) Number: 221-600-0
• DSSTox Substance ID: DTXSID20185469
• Nikkaji Number: J217.312C
• Wikidata: Q83056496
• Mol file: 3158-73-4.mol

Synonyms:2-Cyclopropylaniline;3158-73-4;2-Cyclopropyl-phenylamine;Benzenamine, 2-cyclopropyl-;(2-cyclopropylphenyl)amine;EINECS 221-600-0;MFCD00604193;2-cyclopropylbenzenamine;2-cyclopropylphenylamine;SCHEMBL744815;DTXSID20185469;HMS1696C13;STK298825;AKOS000577220;SB36542;NCGC00328848-01;MS-20758;SY249445;BB 0221192;FT-0677621;EN300-122284;AB01322025-02;A875851;Benzenamine,2-cyclopropyl;o-aminophenylcyclopropane;Z336079888

Chemical Property of 2-Cyclopropylaniline

Chemical Property:

• Vapor Pressure: 0.105mmHg at 25°C
• Refractive Index: 1.628
• Boiling Point: 221.8 °C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 94.5 °C
• PSA: 26.02000
• Density: 1.112 g/cm³
• LogP: 2.72740
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

98%min ^*data from raw suppliers

2-Cyclopropylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C2=CC=CC=C2N

Technology Process of 2-Cyclopropylaniline

There total 8 articles about 2-Cyclopropylaniline 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%

2-nitrophenylcyclopropane (10292-65-6) → 2-cyclopropylaniline (3158-73-4)

Guidance literature:

With hydrogenchloride; iron;

DOI:10.1007/s10593-012-0929-y

Reference yield: 36.0%

cyclopropylbenzene (873-49-4) → 4-cyclopropylaniline (3158-71-2) + 2-cyclopropylaniline (3158-73-4)

Guidance literature:

cyclopropylbenzene;

With hydrogen; platinum(IV) oxide; In ethanol; for 6h; under 2327.17 Torr;

DOI:10.3109/00498259409043216

Reference yield:

cyclopropylbenzene (873-49-4) → 2-cyclopropylaniline (3158-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: fuming HNO₃; acetic acid anhydride / -40 °C

2: iron; aqueous HCl

With hydrogenchloride; nitric acid; acetic anhydride; iron;

upstream raw materials:

2-nitrophenylcyclopropane

cyclopropylbenzene

1,3-dicyclopropylbenzene

1,4-dicyclopropylbenzene

Downstream raw materials:

N-(5-cyclopropyl-4-nitrothienyl-2-methylene)-2-cyclopropylaniline

2-Cyclopropylazobenzene

N-[1-(2-Amino-phenyl)-propyl]-acetamide

1-(2-cyclopropylphenyl)piperazine

Refernces

• 1、 Munnuri, Sailu,Anugu, Raghunath Reddy,Falck, John R.. "Cu(II)-Mediated N-H and N-Alkyl Aryl Amination and Olefin Aziridination". supporting information. p. 1926 - 1929. Retrieved 2019/03/11.
• 2、 Mochalov,Gazzaeva,Kadzhaeva,Fedotov,Trofimova. "N-acylaminophenylcyclopropanes in reaction with nitrous acid generated in situ". . p. 1415 - 1429. Retrieved 2014/07/21.