4-Bromostilbene

Base Information

• Chemical Name: 4-Bromostilbene
• CAS No.: 4714-24-3
• Molecular Formula: C14H11Br
• Molecular Weight: 259.145
• Hs Code.: 2903998090
• European Community (EC) Number: 694-592-3
• Nikkaji Number: J126.124J,J145.997J,J809.780A
• Wikidata: Q76305715
• ChEMBL ID: CHEMBL4465999
• Mol file: 4714-24-3.mol

Synonyms:4-Bromostilbene;4714-24-3;1-Bromo-4-styrylbenzene;13041-70-8;trans-4-Bromostilbene;Benzene, 1-bromo-4-[(1E)-2-phenylethenyl]-;4-BROMO-TRANS-STILBENE;(E)-4-bromostilbene;1-Bromo-4-[(E)-2-phenylethenyl]benzene;1-bromo-4-(2-phenylethenyl)benzene;(E)-1-Phenyl-2-(4-bromophenyl)ethene;Benzene, 1-bromo-4-(2-phenylethenyl)-;1-bromo-4-[(1E)-2-phenylethenyl]benzene;(Z)-4-bromostilbene;(E)-1-bromo-4-styrylbenzene;4-bromo stilbene;4-Bromostilbene, 95%;1-bromo-4-styryl-benzene;Benzene, 1-bromo-4-(2-phenylethenyl)-, (E)-;SCHEMBL260495;Stilbene, 4-bromo-, (E)-;CHEMBL4465999;MFCD00155020;AKOS000278966;AS-65397;CS-0121764;D88936;A827157

Chemical Property of 4-Bromostilbene

Chemical Property:

• Vapor Pressure: 0.000153mmHg at 25°C
• Melting Point: 140 °C
• Refractive Index: 1.679
• Boiling Point: 342 °C at 760 mmHg
• Flash Point: 159.1 °C
• PSA: 0.00000
• Density: 1.372 g/cm³
• LogP: 4.61950
• Storage Temp.: 2-8°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 258.00441
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromostilbene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-52

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=CC=C(C=C2)Br
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)Br

Technology Process of 4-Bromostilbene

There total 70 articles about 4-Bromostilbene 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: 100.0%

1-bromo-4-phenylethynylbenzene (13667-12-4) → (Z)-1-(4-bromophenyl)-2-phenylethylene (4714-24-3,13041-70-8,131899-13-3,132076-37-0,19466-71-8)

Guidance literature:

With formic acid; nickel dibromide; zinc; In 1,4-dioxane; at 120 ℃; for 16h; stereoselective reaction; Sealed tube;

DOI:10.1021/acs.joc.5b01047

Reference yield: 99.0%

iodobenzene (591-50-4) + 1-bromo-4-ethenyl-benzene (2039-82-9) → 1-bromo-4-styrylbenzene (4714-24-3)

Guidance literature:

With dihexadecyldimethylammonium bromide; potassium carbonate; In water; ethylene glycol; at 80 ℃; for 24h;

DOI:10.1039/c4ra10512e

Reference yield: 96.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1,4-bromoiodobenzene (589-87-7) → 1-bromo-4-styrylbenzene (4714-24-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 85 ℃; for 2h; Solvent; Catalytic behavior;

DOI:10.1039/c8ra01303a

upstream raw materials:

trimethyl(1-phenylvinyl)silane

4-bromobenzenediazonium tetrafluoroborate

3-Brom-4a,4b-dihydrophenanthren

(E)-3-(4-bromophenyl)-2-phenylacrylic acid

Downstream raw materials:

C₂₈H₂₃N

1-(4-bromophenyl)-2-(1,3-dioxolan-2-yl)-2-phenylethanone

2-(4-bromophenyl)-2-(1,3-dioxolan-2-yl)-1-phenylethanone

(Z)-2-(4-styrylphenylamino)benzamide

Refernces

• 1、 Min, Qingwang,Miao, Penghua,Chu, Deyu,Liu, Jinghan,Qi, Meijuan,Kazemnejadi, Milad. "Introduction of a Recyclable Basic Ionic Solvent with Bis-(NHC) Ligand Property and The Possibility of Immobilization on Magnetite for Ligand- and Base-Free Pd-Catalyzed Heck, Suzuki and Sonogashira Cross-Coupling Reactions in Water". . p. 3030 - 3047. Retrieved 2021/02/16.
• 2、 Gajda, Roman,Poater, Albert,Brotons-Rufes, Artur,Planer, Sebastian,Wo?niak, Krzysztof,Grela, Karol,Kajetanowicz, Anna. "Aminomethylpyridinequinones as new ligands for PEPPSI-type complexes". . p. 138 - 156. Retrieved 2021/03/22.