1-Bromo-3-cyclopropylbenzene

Base Information

• Chemical Name: 1-Bromo-3-cyclopropylbenzene
• CAS No.: 1798-85-2
• Molecular Formula: C9H9Br
• Molecular Weight: 197.074
• Hs Code.: 2903999090
• European Community (EC) Number: 640-229-9
• DSSTox Substance ID: DTXSID10391017
• Nikkaji Number: J3.124.043C
• Wikidata: Q72453947
• Mol file: 1798-85-2.mol

Synonyms:1-bromo-3-cyclopropylbenzene;1798-85-2;Benzene, 1-bromo-3-cyclopropyl-;1-bromo-3-cyclopropyl-benzene;m-bromophenylcyclopropane;MFCD01070823;3-bromo-1-cyclopropylbenzene;1-bromo-3-cyclopropyl benzene;Bromo-3-cyclopropyl-benzene;1-Cyclopropyl-3-bromobenzene;SCHEMBL957833;DTXSID10391017;BCBNVQYWODLZSI-UHFFFAOYSA-N;BBL100149;STL511937;AKOS003596734;AB93515;CS-W005479;PS-8257;1-Bromo-3-cyclopropylbenzene, AldrichCPR;BL003565;SY027671;A3990;FT-0684608;EN300-90351;J-504419

Chemical Property of 1-Bromo-3-cyclopropylbenzene

Chemical Property:

• Vapor Pressure: 0.102mmHg at 25°C
• Refractive Index: 1.604
• Boiling Point: 230.02 °C at 760 mmHg
• Flash Point: 95.513 °C
• PSA: 0.00000
• Density: 1.475 g/cm³
• LogP: 3.32650
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 195.98876
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-3-cyclopropylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C2=CC(=CC=C2)Br

Technology Process of 1-Bromo-3-cyclopropylbenzene

There total 7 articles about 1-Bromo-3-cyclopropylbenzene 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%

diiodomethane (75-11-6) + 3-bromostyrene (2039-86-3,25584-47-8) → 1-bromo-3-cyclopropylbenzene (1798-85-2)

Guidance literature:

diiodomethane; With diethylzinc; 2,4,6-Trichlorophenol; In hexanes; dichloromethane; at -40 ℃; for 0.5h;

3-bromostyrene; In hexanes; dichloromethane; at 20 ℃;

With potassium permanganate; water; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield: 81.0%

3-bromostyrene (2039-86-3,25584-47-8) + sodium 3-(N-methyl-N-nitrososulfamoyl)benzoate (1372474-95-7) → 1-bromo-3-cyclopropylbenzene (1798-85-2)

Guidance literature:

With meso-tetraphenylporphyrin iron(III) chloride; potassium hydroxide; In water; for 4h;

DOI:10.1126/science.1218781

Reference yield:

1-(3-bromophenyl)ethanol (52780-14-0) → 1-bromo-3-cyclopropylbenzene (1798-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: KHSO₄

With potassium hydrogensulfate;

DOI:10.1007/BF00856041

upstream raw materials:

3-bromostyrene

(iodomethyl)zinc iodide

1-(3-bromophenyl)ethanol

1-(3-Bromophenyl)ethanone

Downstream raw materials:

3-cyclopropylbenzoic acid

α-(m-Cyclopropylphenyl)aethanol

α-(m-Cyclopropylphenyl)aethylchlorid

(4-tert-butylbenzyl)-[2-(3-cyclopropylphenyl)-ethyl]-amine

Refernces

• 1、 Morandi, Bill,Carreira, Erick M.. "Iron-catalyzed cyclopropanation in 6 M KOH with in situ generation of diazomethane". scheme or table. p. 1471 - 1474. Retrieved 2012/07/13.
• 2、 -. "NITROGENOUS FUSED?RING COMPOUND HAVING PYRAZOLYL GROUP AS SUBSTITUENT AND MEDICINAL COMPOSITION THEREOF". Page 206. . Retrieved 2008/06/13.