meso-1,2-Dibromo-1,2-diphenylethane

Base Information

• Chemical Name: meso-1,2-Dibromo-1,2-diphenylethane
• CAS No.: 13440-24-9
• Molecular Formula: C14H12 Br2
• Molecular Weight: 340.057
• Hs Code.: 2903999090
• European Community (EC) Number: 635-052-9
• DSSTox Substance ID: DTXSID601292410
• Wikipedia: Meso-Stilbene_dibromide
• Wikidata: Q63848697
• ChEMBL ID: CHEMBL3115205
• Mol file: 13440-24-9.mol

Synonyms:meso-1,2-Dibromo-1,2-diphenylethane;meso-Stilbene Dibromide;13440-24-9;CHEMBL3115205;SCHEMBL13590015;DTXSID601292410;MFCD00085299;AKOS004908272;(1R,2S)-1,2-dibromo-1,2-diphenylethane;CS-0337721;D0183;D89610;meso-1,2-Dibromo-1,2-diphenylethane, >=97%;J-006532;Q63848697

Chemical Property of meso-1,2-Dibromo-1,2-diphenylethane

Chemical Property:

• Vapor Pressure: 0.000484mmHg at 25°C
• Melting Point: 241 °C (dec.)(lit.)
• Boiling Point: 323.8 °C at 760 mmHg
• Flash Point: 173.2 °C
• PSA: 0.00000
• Density: 1.613 g/cm³
• LogP: 5.25880
• Water Solubility.: Insoluble in water.
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 339.92853
• Heavy Atom Count: 16
• Complexity: 171

Purity/Quality:

98% ^*data from raw suppliers

meso-1,2-Dibromo-1,2-diphenylethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(C2=CC=CC=C2)Br)Br
• Isomeric SMILES: C1=CC=C(C=C1)[C@H]([C@H](C2=CC=CC=C2)Br)Br
• Uses: meso-1,2-Dibromo-1,2-diphenylethane is used to study the reaction of ± and meso-SBr2 with 9-substituted fluorenide ions in dimethyl sulfoxide. It undergoes electrochemical dehalogenation in acetonitrile.

Technology Process of meso-1,2-Dibromo-1,2-diphenylethane

There total 80 articles about meso-1,2-Dibromo-1,2-diphenylethane 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: 77.0%

stilbene (588-59-0) → 2-bromo-1,2-diphenylethanol (2425-29-8) + 1,2-dibromo-1,2-diphenylethane (13440-24-9) + desyl bromide (1484-50-0)

Guidance literature:

With sodium bromate; sulfuric acid; sodium bromide; In 1,4-dioxane; water; at 20 ℃; for 7h;

DOI:10.1016/j.tetlet.2009.03.047

Reference yield: 75.0%

cis-stilben (645-49-8) → (E)-1,2-diphenyl-ethene (103-30-0) + (1-bromoethane-1,2-diyl)dibenzene (16766-97-5) + anti-1,2-dibromo-1,2-diphenylethane (13440-24-9) + rac-1,2-dibromo-1,2-diphenylethane (13027-48-0)

Guidance literature:

With hydrogen bromide; bromine; In chloroform; Product distribution; Mechanism; Ambient temperature;

DOI:10.1021/ja00236a032

Reference yield: 63.0%

(±)-trans-2-bromo-1,2-diphenylethan-1-ol (10368-43-1) → (E)-1,2-diphenyl-ethene (103-30-0) + anti-1,2-dibromo-1,2-diphenylethane (13440-24-9)

Guidance literature:

With hydrogen bromide; In chloroform; at 10 ℃; for 1h; Product distribution; Mechanism; var. solv.: 1,2-dichloroethane;

DOI:10.1021/ja00236a032

upstream raw materials:

stilbene

1,2-diphenyl-1,2-ethanediol

DL-1,2-diphenylethane-1,2-diol

1,1'-(1,2-ethanediyl)bisbenzene

Downstream raw materials:

biphenyl

stilbene

(E)-1,2-diphenyl-ethene

meso-1,2-dichloro-1,2-diphenylethane

Refernces

• 1、 Voronkov,Udre. "". . . Retrieved 1970.
• 2、 Wolfe,S. et al.. "-". . p. 1099 - 1105. Retrieved 1971.
• 3、 Chan, Albert S. C.,Jiang, Yi,Meng, Shanshui,Song, Xianheng,Zhang, Hong,Zou, Yong. "Dibrominated addition and substitution of alkenes catalyzed by Mn2(CO)10". supporting information. p. 13385 - 13388. Retrieved 2021/12/17.
• 4、 Ding, Rui,Li, Jiaqi,Jiao, Wenyi,Han, Mengru,Liu, Yongguo,Tian, Hongyu,Sun, Baoguo. "A Highly Efficient Method for the Bromination of Alkenes, Alkynes and Ketones Using Dimethyl Sulfoxide and Oxalyl Bromide". . p. 4325 - 4335. Retrieved 2018/11/21.