Dichlorodiphenylmethane

Base Information

• Chemical Name: Dichlorodiphenylmethane
• CAS No.: 2051-90-3
• Molecular Formula: C13H10Cl2
• Molecular Weight: 237.128
• Hs Code.: 29036990
• European Community (EC) Number: 218-134-5
• NSC Number: 37425
• UNII: 81FEZ29AK6
• DSSTox Substance ID: DTXSID9062148
• Nikkaji Number: J23.149E
• Wikipedia: Diphenyldichloromethane
• Wikidata: Q5279742
• Mol file: 2051-90-3.mol

Synonyms:Dichlorodiphenylmethane;2051-90-3;Benzophenone dichloride;[Dichloro(phenyl)methyl]benzene;alpha,alpha-Dichlorodiphenylmethane;Diphenyldichloromethane;DPM (halocarbon);Benzene, 1,1'-(dichloromethylene)bis-;Methane, dichlorodiphenyl-;DICHLORODIPHENYL METHANE;(Dichloro)diphenylmethane;Dichloro(diphenyl)methane;NSC 37425;DPM (VAN);.alpha.,.alpha.-Dichlorodiphenylmethane;UNII-81FEZ29AK6;81FEZ29AK6;EINECS 218-134-5;NSC-37425;diphenyl-dichloromethane;Ph2CCl2;Diphenylmethylene chloride;a,a-dichlorodiphenylmethane;SCHEMBL151981;DTXSID9062148;[Dichloro(phenyl)methyl]benzene #;KUC105368N;Benzene,1'-(dichloromethylene)bis-;CAA05190;NSC37425;KSC-7-197;MFCD00000811;AKOS015901962;alpha , alpha -Dichlorodiphenylmethane;FS-4381;alpha,alpha-Dichlorodiphenylmethane, 97%;D0361;FT-0622976;D89637;J-013378;Q5279742

Chemical Property of Dichlorodiphenylmethane

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.00152mmHg at 25°C
• Melting Point: 190 °C (decomp)
• Refractive Index: n20/D 1.605(lit.)
• Boiling Point: 305 oC
• Flash Point: 110 oC
• PSA: 0.00000
• Density: 1.235
• LogP: 4.36530
• Storage Temp.: Store below +30°C.
• Solubility.: Benzene (Sparingly), Chloroform (Slightly)
• Water Solubility.: Soluble in water (reacts), ether, benzene, ethanol, and toluene.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 236.0159557
• Heavy Atom Count: 15
• Complexity: 169

Purity/Quality:

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

α,α-Dichlorodiphenylmethane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 14-34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(Cl)Cl
• Uses: α,α-Dichlorodiphenylmethane is a degradation product of of polychloroaromatic insecticides such as Dicofol (D436700) and DDT. It is also used as a catalyst for photodegradation of plastics. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals.

Technology Process of Dichlorodiphenylmethane

There total 30 articles about Dichlorodiphenylmethane 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: 94.0%

benzophenone (119-61-9) → Dichlorodiphenylmethane (2051-90-3)

Guidance literature:

With triphenyl phosphite; chlorine; triethylamine; In dichloromethane; for 16h; Heating;

DOI:10.1021/jo061346g

Reference yield: 87.0%

tetrachloromethane (56-23-5) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → Dichlorodiphenylmethane (2051-90-3)

Guidance literature:

With aluminum (III) chloride; In neat (no solvent); at 20 ℃; for 1h; chemoselective reaction; Catalytic behavior;

DOI:10.1016/j.mencom.2020.03.037

Reference yield: 25.9%

sulfuryl dichloride (7791-25-5) + Diphenylmethane (101-81-5) → 4,4'-dichlorodiphenylmethane (101-76-8) + Dichlorodiphenylmethane (2051-90-3) + 4-chlorophenyl(phenyl)methane (831-81-2) + o-Chlorophenyl-1-p'-chlorophenylmethane (52094-02-7) + sulfur dioxide (7446-09-5,12143-17-8,89125-89-3)

Guidance literature:

With catalyst: K-L zeolite; In chloroform; byproducts: 2-chlorodiphenylmethane, 4-chlorodiphenylmethane, HCl; at 333 K for 1 h; catalyst K-L zeolite; yields: 2-chlorodiphenylmethane 15.7 wt.%, 4-chlorodiphenylmethane 3.9 wt.%; not isolated; detd. by gas-chromy.; Kinetics;

DOI:10.1016/S1381-1169(02)00020-1

upstream raw materials:

benzophenone

oxalyl dichloride

Dichloromethyl methyl ether

Diphenylmethane

Downstream raw materials:

4,4'-diphenylmethanediyl-bis-morpholine

N-Diphenylmethylen(ethyl)amin

benzophenone

dimethoxydiphenylmethane

Refernces

• 1、 Newman,M.S.,Sujeeth,P.K.. "-". . p. 4367 - 4369. Retrieved 1978.
• 2、 Dolci, Sara,Marchetti, Fabio,Pampaloni, Guido,Zacchini, Stefano. "A crystallographic and spectroscopic study on the reactions of WCl 6 with carbonyl compounds". . p. 5635 - 5648. Retrieved 2013/06/05.
• 3、 Spaggiari, Alberto,Vaccari, Daniele,Davoli, Paolo,Torre, Giovanni,Prati, Fabio. "A mild synthesis of vinyl halides and gem-dihalides using triphenyl phosphite-halogen-based reagents". . p. 2216 - 2219. Retrieved 2007/10/03.