1,1-Diphenylethylene

Base Information

• Chemical Name: 1,1-Diphenylethylene
• CAS No.: 530-48-3
• Molecular Formula: C14H12
• Molecular Weight: 180.249
• Hs Code.: 29029090
• European Community (EC) Number: 208-482-6
• NSC Number: 57645
• UNII: BX0L5B6LLL
• DSSTox Substance ID: DTXSID5060190
• Nikkaji Number: J6.702D
• Wikipedia: 1,1-Diphenylethylene
• Wikidata: Q27274933
• Mol file: 530-48-3.mol

Synonyms:1,1-diphenylethylene

Chemical Property of 1,1-Diphenylethylene

Chemical Property:

• Appearance/Colour: Clear colorless to golden liquid
• Melting Point: 6 °C(lit.)
• Refractive Index: n20/D 1.608(lit.)
• Boiling Point: 277.165 °C at 760 mmHg
• Flash Point: 120.364 °C
• PSA: 0.00000
• Density: 0.991 g/cm³
• LogP: 3.74810
• Storage Temp.: 0-6°C
• Water Solubility.: Miscible with methanol, chloroform and ether. Insoluble in water.
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 180.093900383
• Heavy Atom Count: 14
• Complexity: 160

Purity/Quality:

99.9% ^*data from raw suppliers

1,1-Diphenylethylene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C=C(C1=CC=CC=C1)C2=CC=CC=C2
• Uses: 1,1-Diphenylethylene is used in the preparation of 2-chloro-1,1-diphenyl-ethene by reacting with benzeneseleninyl chloride and aluminum(III) chloride as reagents. It acts as an intermediate in organic synthesis as well as in pharmaceuticals.

Technology Process of 1,1-Diphenylethylene

There total 579 articles about 1,1-Diphenylethylene 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: 90.0%

benzophenone (119-61-9) + methyllithium (917-54-4) → 1,1-Diphenylethylene (530-48-3) + 1,1'-ethylidenebis-benzene (612-00-0)

Guidance literature:

With <<(n-PrO)3WCl2>2>; In tetrahydrofuran; -78 deg C -> RT, 1 h, then reflux, 3 h;

Reference yield: 88.0%

1,1-diphenylethanol (599-67-7) → 1,1-Diphenylethylene (530-48-3) + 1,1'-ethylidenebis-benzene (612-00-0) + 1-chloro-1,1-diphenyl-ethane (947-40-0)

Guidance literature:

With acetyl chloride; In dichloromethane; Yield given; 1.) 0 deg C, 2.) room temperature, 1 h;

DOI:10.1016/S0040-4020(01)80747-X

Reference yield: 78.0%

3,3-diphenylpropanal (4279-81-6) → 1,1-Diphenylethylene (530-48-3) + 1,1'-ethylidenebis-benzene (612-00-0)

Guidance literature:

With 5 mol% Pd/C; In cyclohexane; at 130 ℃; for 24h; Inert atmosphere; Molecular sieve; Sealed tube;

DOI:10.1055/s-0037-1610433

upstream raw materials:

pyridine

acetic anhydride

tetrachloromethane

2,2,3,3-tetraphenylbutane

Downstream raw materials:

1,1-diphenylcyclopropane

(+/-)-8-phenyl-(4ar)-1,2,3,4,4a,5,6,7-octahydro-1t,4t-etheno-naphthalene-2t,3t,5t,6t-tetracarboxylic acid-2,3;5,6-dianhydride

ethyl 2,2-diphenylcyclopropane-1-carboxylate

1,1'-ethylidenebis-benzene

Refernces

• 1、 Terunuma, Daiyo,Nakamura, Makoto,Miyazawa, Eiji,Nohira, Hiroyuki. "Silaethene in Pyrolysis of Spirosilafluorene>". . p. 2263 - 2264. Retrieved 1987.
• 2、 Holmes,Tyrrall. "". . p. 47,49. Retrieved 1956.
• 3、 Jovve et al.. "". . . Retrieved 1977.
• 4、 Seergeev et al.. "". . p. 34. Retrieved 1967.
• 5、 Gotthardt, Meike A.,Beilmann, Angela,Schoch, Roland,Engelke, Julia,Kleist, Wolfgang. "Post-synthetic immobilization of palladium complexes on metal-organic frameworks-a new concept for the design of heterogeneous catalysts for Heck reactions". . p. 10676 - 10679. Retrieved 2013.
• 6、 Kalwinch,I.,Xingya,L.,Gottstein,J.. "-". . p. 7032. Retrieved 1981.
• 7、 Roark,Sommer. "". . p. 167. Retrieved 1973.
• 8、 Cheng, Hanchao,Lam, Tsz-Lung,Liu, Yungen,Tang, Zhou,Che, Chi-Ming. "Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes". supporting information. p. 1383 - 1389. Retrieved 2020/11/30.
• 9、 Tang, Hai-Jun,Zhang, Bin,Xue, Fei,Feng, Chao. "Visible-Light-Induced Meerwein Fluoroarylation of Styrenes". supporting information. p. 4040 - 4044. Retrieved 2021/05/26.