(Bromomethyl)cyclopropane

Base Information

• Chemical Name: (Bromomethyl)cyclopropane
• CAS No.: 7051-34-5
• Molecular Formula: C4H7Br
• Molecular Weight: 135.004
• Hs Code.: 29035990
• European Community (EC) Number: 230-331-8,808-925-9
• UNII: D8ZPP7X54B
• DSSTox Substance ID: DTXSID40220785
• Nikkaji Number: J23.250E
• Wikidata: Q72446996
• Mol file: 7051-34-5.mol

Synonyms:(Bromomethyl)cyclopropane;7051-34-5;Cyclopropylmethyl bromide;Bromomethylcyclopropane;Cyclopropane, (bromomethyl)-;Cyclopropyl bromo methane;1-(bromomethyl)cyclopropane;cyclopropylmethylbromide;bromomethyl cyclopropane;Cyclopropanemethyl bromide;MFCD00001306;Cyclopropylmethyl-d4Bromide;D8ZPP7X54B;EINECS 230-331-8;1219805-93-2;bromocyclopropylmethane;bromomethyl-cyclopropane;cyclopropymethyl bromide;(bromomethyl)cylopropane;cyclopropyl methylbromide;cyclopropyl-methylbromide;cyclopropylmethyl-bromide;cylcopropylmethyl bromide;1-bromomethylcyclopropane;2-bromomethylcyclopropane;bro-momethyl-cyclopropane;bromo methyl cyclopropane;bromome-thyl-cyclopropane;bromomethyl -cyclopropane;cycloproyl methyl bromide;(bromomethyl)-cyclopropan;cyclopropyl methyl bromide;cyclopropyl-methyl bromide;(bromomethyl) cyclopropane;(bromomethyl)-cyclopropane;1-bromomethyl cyclopropane;1-bromomethyl-cyclopropane;(Bromo-methyl)cyclopropane;l-(bromomethyl)cyclopropane;UNII-D8ZPP7X54B;SCHEMBL4619;(Bromomethyl)cyclopropane, 97%;DTXSID40220785;(BROMO)(CYCLOPROPYL)METHANE;BCP21863;STR01795;STK802237;AKOS005259125;AC-8355;AM90231;CS-W020194;PB43321;BP-10058;B1382;FT-0604869;FT-0663778;EN300-78939;Q-100784;F0001-1825

Chemical Property of (Bromomethyl)cyclopropane

Chemical Property:

• Appearance/Colour: colorless to yellow liquid
• Vapor Pressure: 33.582mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Boiling Point: 105.999 °C at 760 mmHg
• Flash Point: 41.667 °C
• PSA: 0.00000
• Density: 1.543 g/cm³
• LogP: 1.79130
• Storage Temp.: 0-6°C
• Water Solubility.: Not miscible in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 133.97311
• Heavy Atom Count: 5
• Complexity: 30.6

Purity/Quality:

99%min ^*data from raw suppliers

CyclopropylmethylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, F, Xi
• Hazard Codes: Xi,F,Xn
• Statements: 10-36/37/38-22
• Safety Statements: 23-24/25-37/39-26-16-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1CBr
• Uses: (Bromomethyl)cyclopropane is used in the synthesis of 1,4-dienes by iron-catalyzed cross-coupling with alkenyl Grignard reagents. (Bromomethyl)cyclopropane was used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.
• Description: (Bromomethyl) cyclopropane is a cyclopropane derivative. It can be used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1, 4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.

Technology Process of (Bromomethyl)cyclopropane

There total 24 articles about (Bromomethyl)cyclopropane 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: 77.5%

Cyclopropylmethanol (2516-33-8) → cyclopropylcarbinyl bromide (7051-34-5)

Guidance literature:

With bromine; triphenylphosphine; In N-methyl-acetamide;

Reference yield: 74.0%

Cyclopropylmethanol (2516-33-8) → Bromocyclobutane (4399-47-7) + cyclopropylcarbinyl bromide (7051-34-5)

Guidance literature:

With hydrogen bromide; In 1,4-dioxane; chloroform; at 10 - 20 ℃; for 2h;

Reference yield: 31.0%

(but-3-enyl)bis[dimethylglyoximato(1-)](pyridine)cobalt(III) (36630-46-3) + N-bromoacetamide (79-15-2) → bromo Co(III)(dmgH)2py + (3,4-dibromobutyl)bis[dimethylglyoximato(1-)](pyridine)cobalt(III) (112515-11-4) + cyclopropylcarbinyl bromide (7051-34-5)

Guidance literature:

In dichloromethane; N-bromoacetamide (6.9 mmol) slowly added to stirred soln. of but-3-enyl-cobaloxime (3.44 mmol) in CH2Cl2 for 5 min; chromd. on SiO2;

DOI:10.1016/0022-328X(87)80163-8

upstream raw materials:

bromocyane

Cyclopropylmethanol

N-(cyclopropyl)methylbenzamide

((trimethylsilyl)methyl)cyclopropane

Downstream raw materials:

2-cyclopropylacetonitrile

benzyl(cyclopropylmethyl)methylamine

2-cyclopropylmethyl-malonic acid diethyl ester

(phenoxymethyl)cyclopropane

Refernces

• 1、 -. "MANUFACTURING METHOD OF BROMINATED CYCLOPROPANES". Paragraph 0033. . Retrieved 2017/04/28.
• 2、 Munyemana, Fran?ois,George, Isabelle,Devos, Alain,Colens, Alain,Badarau, Eduard,Frisque-Hesbain, Anne-Marie,Loudet, Aurore,Differding, Edmond,Damien, Jean-Marie,Rémion, Jeanine,Van Uytbergen, Jacqueline,Ghosez, Léon. "A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity". . p. 420 - 430. Retrieved 2015/12/31.