cis-1,2-Diphenylcyclopropane

Base Information

• Chemical Name: cis-1,2-Diphenylcyclopropane
• CAS No.: 1138-48-3
• Molecular Formula: C15H14
• Molecular Weight: 194.276
• Hs Code.: 2902909090
• European Community (EC) Number: 214-512-9
• NSC Number: 86503
• DSSTox Substance ID: DTXSID201235111
• Nikkaji Number: J203.389E
• Mol file: 1138-48-3.mol

Synonyms:cis-1,2-Diphenylcyclopropane;1138-48-3;[(1R,2S)-2-phenylcyclopropyl]benzene;(cis)-1,1'-(1,2-Cyclopropanediyl)bisbenzene;EINECS 214-512-9;(cis)-1,1/'-(1,2-cyclopropanediyl)bisbenzene;Cyclopropane, 1,2-diphenyl-, cis-;C18H34N2.2ClH;Cyclopropane,2-diphenyl-, cis-;1alpha,2alpha-Diphenylcyclopropane;DTXSID201235111;NSC86503;CCG-40505;NSC 86503;NSC-86503;Benzene,1'-(1,2-cyclopropanediyl)bis-, cis-;rel-1,1'-(1R,2S)-1,2-Cyclopropanediylbis[benzene];1,4-Cyclohexanebis(methylamine), N,N'-bis(cyclobutylmethyl)-, dihydrochloride, trans-

Chemical Property of cis-1,2-Diphenylcyclopropane

Chemical Property:

• Refractive Index: 1.5960
• Boiling Point: 290.6°Cat760mmHg
• Flash Point: 130.8°C
• PSA: 0.00000
• Density: 1.069g/cm³
• LogP: 3.95770
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 194.109550447
• Heavy Atom Count: 15
• Complexity: 174

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C1C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1[C@H]([C@H]1C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of cis-1,2-Diphenylcyclopropane

There total 75 articles about cis-1,2-Diphenylcyclopropane 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: 88.0%

C24H17NO4 → cis-1,2-diphenylcyclopropane (1138-48-3)

Guidance literature:

With 2-phenylbenzothiazoline; In dimethyl sulfoxide; at 20 ℃; for 16h; Reagent/catalyst; Irradiation;

DOI:10.1021/acscatal.1c03949

Reference yield: 72.0%

cis-stilben (645-49-8) + diiodomethane (75-11-6) → cis-1,2-diphenylcyclopropane (1138-48-3)

Guidance literature:

diiodomethane; With diethylzinc; trifluoroacetic acid; In hexane; dichloromethane; for 0.333333h; cooling;

cis-stilben; In hexane; dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo030312v

Reference yield: 63.0%

cis-stilben (645-49-8) → cis-1,2-diphenylcyclopropane (1138-48-3)

Guidance literature:

With [(copper(II))₃(benzene-1,3,5-tricarboxylate)₂]; oxygen; pivalaldehyde; In acetonitrile; at 40 ℃; for 24h; under 760.051 Torr;

DOI:10.1002/chem.201405685

upstream raw materials:

styrene

phenyldiazomethane

3,5-diphenyl-4,5-dihydro-1H-pyrazole

carbon monoxide

Downstream raw materials:

1,3-diphenylpropane

trans-1,2-diphenylcyclopropane

3-hydroxy-1,3-diphenylpropan-1-one

p-(cis-2-Phenylcyclopropyl)-α-methylbenzyl Chloride

Refernces

• 1、 Overberger et al.. "". . p. 2046. Retrieved 1966.
• 2、 Cuenca, Ana Belén,Li, Bo,Liu, Shih-Yuan,Liu, Yao,Puig De La Bellacasa, Raimon. "The Versatile Reaction Chemistry of an Alpha-Boryl Diazo Compound". supporting information. p. 14059 - 14064. Retrieved 2021/09/15.
• 3、 Wang, Shuo,Kaga, Atsushi,Yorimitsu, Hideki. "Reductive Ring-Opening 1,3-Difunctionalizations of Arylcyclopropanes with Sodium Metal". supporting information. p. 219 - 223. Retrieved 2020/11/04.