Bibenzyl

Base Information

• Chemical Name: Bibenzyl
• CAS No.: 103-29-7
• Deprecated CAS: 39660-70-3
• Molecular Formula: C14H14
• Molecular Weight: 182.265
• Hs Code.: 29029090
• European Community (EC) Number: 203-096-4
• NSC Number: 30686,8789
• UNII: 007C07V77Z
• DSSTox Substance ID: DTXSID8041668
• Nikkaji Number: J5.013J
• Wikipedia: Bibenzyl
• Wikidata: Q1956404
• Metabolomics Workbench ID: 27984
• ChEMBL ID: CHEMBL440895
• Mol file: 103-29-7.mol

Synonyms:1,1'-(1,2-ethanediyl)bis(benzene);1,2-dihydrostilbene;1,2-diphenylethane

Chemical Property of Bibenzyl

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 0.00641mmHg at 25°C
• Melting Point: 50-53 ºC(lit.)
• Refractive Index: 1.573
• Boiling Point: 284 ºC
• Flash Point: >230 ºC
• PSA: 0.00000
• Density: 1.014 g/mL at 25 ºC(lit.)
• LogP: 3.47180
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in ether, chloroform
• Water Solubility.: PRACTICALLY INSOLUBLE
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 182.109550447
• Heavy Atom Count: 14
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

1,2-Diphenylethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 22-24/25-182.26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C(C=C1)CCC2=CC=CC=C2
• Uses: 1,2-Diphenylethane is used as solvent for nitro fibre and in synthesis of other organic chemical products.

Technology Process of Bibenzyl

There total 2133 articles about Bibenzyl 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: 84.0%

<β-(tert-butyldioxy)phenethyl>chloromercury (28531-39-7) → 1-Phenylethanol (98-85-1,13323-81-4) + (2-oxo-2-phenylethyl)mercury chloride (28531-58-0) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + acetophenone (98-86-2) + acetone (67-64-1) + tert-butyl alcohol (75-65-0)

Guidance literature:

In toluene; at 90 - 140 ℃; Kinetics; Rate constant; nonane as solvent was used as well. Influence of azobisisobutyronitrile and ionol was tested;

Reference yield: 53.0%

N,N'-dimethylbenzylamine (103-83-3) + trimethylaluminum (75-24-1) → ethylbenzene (100-41-4,27536-89-6) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + dimethyl amine (124-40-3) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

In benzene; for 50h; Irradiation;

DOI:10.1246/cl.1982.1633

Reference yield: 49.0%

cis-{(CH3)2Co(2,2'-bipyridine)}(ClO4) + benzyl bromide (100-39-0) → (Co(bpy)2Br)(1+) (747369-48-8) + ethylbenzene (100-41-4,27536-89-6) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

In [D₃]acetonitrile; Irradiation (UV/VIS); Degasses condition, 298 K, 45 h;; Detected by NMR spectrometry;; Kinetics;

DOI:10.1021/om00145a020

upstream raw materials:

oxirane

benzene

phenyl benzyl ketone

methanol

Downstream raw materials:

4-benzyl-bibenzyl

1-bibenzyl-4-yl-propan-1-one

benzyl radical

benzylium cation

Refernces

• 1、 Tran,Hock,Gordon,Koenigs,Nguyen. "Efficient phosphine-mediated formal C(sp3)-C(sp3) coupling reactions of alkyl halides in batch and flow". . p. 4950 - 4953. Retrieved 2017.
• 2、 Nose,Kudo. "Studies of reduction with dimethoxyborane-transition meta boride systems". . p. 1720 - 1723. Retrieved 1990.
• 3、 Pitchumani,Joy, Abraham,Prevost, Nicolette,Ramamurthy. "Zeolite as a reagent and as a catalyst: Reduction and isomerization of alkenes by Ca Y". . p. 127 - 128. Retrieved 1997.
• 4、 Szwarc. "-". . p. 128,132, 133. Retrieved 1948.
• 5、 Erlenmeyer Junior,Arbenz. "-". . p. 234. Retrieved 1904.
• 6、 Olah,Suryaprakash. "-". . p. 607. Retrieved 1976.
• 7、 Folest, Jean-Claude,Duprilot, Jean-Marc,Perichon, Jacques,Robin, Yvette,Devynck, Jacques. "ELECTROCATALYZED CARBOXYLATION OF ORGANIC HALIDES BY COBALT-SALEN COMPLEX.". . p. 2633 - 2636. Retrieved 1985.
• 8、 Zhou, Zhiming,Xue, Weizhe. "Manganese-catalyzed oxidative homo-coupling of aryl Grignard chlorides". . p. 599 - 603. Retrieved 2009.
• 9、 Brunel, Jean Michel. "Pd/P(t-Bu)3: A mild catalyst for selective reduction of alkenes under transfer-hydrogenation conditions". . p. 330 - 332. Retrieved 2007.
• 10、 Negishi, Ei-ichi,Cederbaum, Fredrik E.,Takahashi, Tamotsu. "REACTION OF ZIRCONOCENE DICHLORIDE WITH ALKYLLITHIUMS OR ALKYL GRIGNARD REAGENTS AS A CONVENIENT METHOD FOR GENERATING A "ZIRCONOCENE" EQUIVALANT AND ITS USE IN ZIRCONIUM-PROMOTED CYCLIZATION OF ALKENES, ALKYNES, DIENES, ENYNES, AND DIYNES". . p. 2829 - 2832. Retrieved 1986.