1-Allyl-3-bromobenzene

Base Information

• Chemical Name: 1-Allyl-3-bromobenzene
• CAS No.: 18257-89-1
• Molecular Formula: C9H9 Br
• Molecular Weight: 197.074
• Hs Code.: 2903999090
• European Community (EC) Number: 695-777-1
• DSSTox Substance ID: DTXSID30496816
• Nikkaji Number: J1.763.515H
• Mol file: 18257-89-1.mol

Synonyms:1-Allyl-3-bromobenzene;18257-89-1;1-Bromo-3-(prop-2-en-1-yl)benzene;1-bromo-3-prop-2-enylbenzene;3-(3-Bromophenyl)-1-propene;MFCD01319540;3-Allylbromobenzene;SCHEMBL3185470;1-bromo-3-(2-propenyl)benzene;DTXSID30496816;WORZVRJVRZBWMZ-UHFFFAOYSA-N;3-(Prop-1-en-3-yl)bromobenzene;1-Bromo-3-(2-propen-1-yl)benzene;AKOS015966413;PS-8258;Benzene, 1-bromo-3-(2-propen-1-yl)-;CS-0267252;FT-0741516;EN300-207321;F73334;[1R-(endo,anti)]-3-bromo-2-oxobornane-8-sulphonicacid;3-(3-Bromophenyl)prop-1-ene, 1-Bromo-3-(prop-2-en-1-yl)benzene

Chemical Property of 1-Allyl-3-bromobenzene

Chemical Property:

• Vapor Pressure: 0.139mmHg at 25°C
• Refractive Index: 1.55
• Boiling Point: 224°Cat760mmHg
• Flash Point: 90.8°C
• PSA: 0.00000
• Density: 1.313g/cm³
• LogP: 3.17760
• Sensitive.: Light Sensitive
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 195.98876
• Heavy Atom Count: 10
• Complexity: 109

Purity/Quality:

97% ^*data from raw suppliers

1-Allyl-3-bromobenzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=CC(=CC=C1)Br

Technology Process of 1-Allyl-3-bromobenzene

There total 9 articles about 1-Allyl-3-bromobenzene 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: 93.0%

1,3-dibromobenzene (108-36-1) + allyl bromide (106-95-6) → 1-allyl-3-bromo-benzene (18257-89-1)

Guidance literature:

1,3-dibromobenzene; With n-butyllithium; isopropylmagnesium chloride; In tetrahydrofuran; hexane; at -5 ℃; for 4.5h; Inert atmosphere;

allyl bromide; With copper(l) cyanide; In tetrahydrofuran; hexane; at -5 - 20 ℃; for 15.5h; Inert atmosphere;

DOI:10.1016/j.tet.2013.04.130

Reference yield: 79.0%

Allyl acetate (591-87-7) + 1-Bromo-3-iodobenzene (591-18-4) → 1-allyl-3-bromo-benzene (18257-89-1)

Guidance literature:

With N,N-dimethylbutylamine; tetrabutyl-ammonium chloride; palladium on activated charcoal; In water; N,N-dimethyl-formamide; at 180 ℃; for 3h;

DOI:10.1021/ol051947e

Reference yield: 59.0%

Allyl acetate (591-87-7) + 1,3-dibromobenzene (108-36-1) → 1-allyl-3-bromo-benzene (18257-89-1)

Guidance literature:

1,3-dibromobenzene; With magnesium; lithium chloride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With iron(III)-acetylacetonate; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere;

Allyl acetate; In tetrahydrofuran; at 0 ℃; for 0.75h; Inert atmosphere;

DOI:10.1002/adsc.201000228

upstream raw materials:

1,3-dibromobenzene

allyl bromide

m-C₆H₄BrBCl₂

Allyl acetate

Downstream raw materials:

3-allyl benzonitrile

2-(3-Bromo-benzyl)-oxirane

m-bromobenzoic aldehyde

(E)-5-(3-bromophenyl)-2-methyl-2-nitro-1-phenylpent-4-en-1-one

Refernces

• 1、 Akram, Manjur O.,Mali, Pramod S.,Patil, Nitin T.. "Cross-Coupling Reactions of Aryldiazonium Salts with Allylsilanes under Merged Gold/Visible-Light Photoredox Catalysis". supporting information. p. 3075 - 3078. Retrieved 2017/06/23.
• 2、 -. "SUBSTITUTED BRIDGED UREA ANALOGS AS SIRTUIN MODULATORS". Page/Page column 178-179. . Retrieved 2014/12/12.