194666-00-7

Basic information

• Product Name: Benzene, 1,1'-(1,2-ethanediyl)bis[2-(chloromethyl)-
• CAS NO: 194666-00-7
• Molecular Formula: C16H16Cl2
• Molecular Weight: 279.209
• Mol File: 194666-00-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(1,2-ethanediyl)bis[2-(chloromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,2-ethanediyl)bis[2-(chloromethyl)-(194666-00-7)
• EPA Substance Registry System: Benzene, 1,1'-(1,2-ethanediyl)bis[2-(chloromethyl)-(194666-00-7)

Safety Data

• Hazardous Substances Data: 194666-00-7(Hazardous Substances Data)

Upstream product

• 19064-90-5 2-(2-hydroxymethylphenethyl)phenylmethanol 
• 138771-02-5 1,2-bis(3-formyl-4-phenyl)ethane 
• 95-46-5 2-methylphenyl bromide 
• 59485-34-6 1,2-bis(2-bromophenyl)ethane 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 

Relevant articles and documents

Preparation and coordinating properties of {CH2(o-C 6H4CH2SbMe2)}2, a novel wide-angle cis-chelating distibine

The unique wide-angle distibine, {CH2(o-C6H 4CH2SbMe2)}2, 1, has been prepared indirectly by reaction of Me2SbCl with the di-Grignard formed unexpectedly by coupling of o-C6H4(CH2MgCl) 2 in concentrated thf solution, and directly by treatment of the {CH2(o-C6H4CH2MgCl)}2 with Me2SbCl. The very oxygen-sensitive distibine 1 has been characterised by 1H and 13C{1H} NMR spectroscopy and high-resolution EIMS. Oxidation of 1 with Br2 gives the air-stable tetrabromide {CH2(o-C6H4CH 2SbMe2Br2)}2. Surprisingly, 1 shows a very strong tendency to function as a cis-chelate, e.g. to Pt(iv) in the complex [PtMe3I(1)], forming an 11-membered ring and providing a stable Pt(iv) stibine complex, the crystal structure of which shows the Sb-Pt-Sb angle to be 95.96(1)°. The yellow Pt(ii) complex [PtCl2(1)] is obtained from reaction of [PtCl2(MeCN)2] with 1 and IR spectroscopic data and a crystal structure determination confirm the Cl ligands are mutually cis in this species. Reaction of [W(CO)4(piperidine) 2] with 1 in refluxing EtOH gives [W(CO)4(1)], the IR spectrum of which shows four ν(CO) bands, also consistent with cis-Sb 2 coordination. The cis-chelation is also confirmed by single-crystal X-ray structure determinations of two polymorphs of [W(CO)4(1)]. The Royal Society of Chemistry 2006.

Selective Preparation of Polycyclic Aromatic Hydrocarbons. Part 7. A Preparative Route to 10,11-Dihydro-5H-dibenzo-cycloheptenes Using Friedel-Crafts Intramolecular Cyclobenzylation

Cyclobenzylation of 2-hydroxymethyldiphenylethanes 4 and 2,2'-bis(hydroxymethyl)diphenylethanes 13 in the presence of a solid perfluorinated sulfonic acid resin, Nafion-H, as a catalyst results in novel polycyclic aromatic hydrocarbons, dibenzocyclopentenes.Dibenzocyclopentenes were also prepared from diphenylethanes by a benzylation reaction, which incorporates chloromethylation of a hydrocarbon followed by Friedel-Crafts intramolecular cyclization reaction.The present method involving the action of ClCH2OMe and TiCl4 on a variety of diphenylethanes (constructed such that electrophilic substitution occurs ortho to the diphenylethane linkage) offers a convenient, mild one-pot synthesis of substituted dibenzocycloheptenes.The mechanism of these reactions is also discussed.