p,p'-DDE

Base Information

• Chemical Name: p,p'-DDE
• CAS No.: 72-55-9
• Molecular Formula: C14H8 Cl4
• Molecular Weight: 318.03
• Hs Code.: 2903999090
• European Community (EC) Number: 272-060-8,200-784-6
• NSC Number: 1153
• UN Number: 3077,2761
• UNII: 4M7FS82U08
• DSSTox Substance ID: DTXSID9020374
• Nikkaji Number: J2.817G,J1.358.644F
• Wikipedia: Dichlorodiphenyldichloroethylene
• Wikidata: Q409592
• Metabolomics Workbench ID: 50562
• ChEMBL ID: CHEMBL363207
• Mol file: 72-55-9.mol

Synonyms:1,1-dichloro-2,2-bis(p-chlorophenyl)ethylene;DDE;DDMU;DDX;Dichlorodiphenyl Dichloroethylene;Dichloroethylene, Dichlorodiphenyl;p,p'-DDE;p,p-Dichlorodiphenyldichloroethylene

Chemical Property of p,p'-DDE

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 87-90℃
• Flash Point: 11oC
• PSA: 0.00000
• LogP: 6.18790
• Water Solubility.: 0.00000013 g/100 mL
• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 317.935061
• Heavy Atom Count: 18
• Complexity: 269
• Transport DOT Label: Class 9

Purity/Quality:

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R22:Harmful if swallowed.; R33:Danger of cummulative effects.
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Organochlorine Pesticides
• Canonical SMILES: C1=CC(=CC=C1C(=C(Cl)Cl)C2=CC=C(C=C2)Cl)Cl

Technology Process of p,p'-DDE

There total 77 articles about p,p'-DDE 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: 60.0%

p,p'-DDT (50-29-3,29411-63-0) → 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene (72-55-9) + 4,4'-Dichlorobenzophenone (90-98-2)

Guidance literature:

With bromine; oxygen; In tetrachloromethane; for 168h; light;

Reference yield: 25.0%

p,p'-DDT (50-29-3,29411-63-0) → (E)-1,1,4,4-tetrakis(4-chlorophenyl)-2,3-dichloro-2-butene (36954-67-3) + 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene (72-55-9) + 1,1-Dichloro-2,2-bis(p-chlorophenyl)ethane (72-54-8) + (Z)-1,1,4,4-tetrakis(4-chlorophenyl)-2,3-dichloro-2-butene (66291-82-5)

Guidance literature:

With heptamethyl-Coβ-perchlorato-cob(II)yrinate; tetrabutylammonium perchlorate; In N,N-dimethyl-formamide; at 34.84 ℃; for 4h; Further byproducts.; Electrolysis;

DOI:10.1039/b315170k

Reference yield: 18.0%

p,p'-DDT (50-29-3,29411-63-0) → (E)-1,2-di(4-chlorophenyl)ethene (2510-74-9,5121-74-4,1657-56-3,144606-14-4) + 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene (72-55-9) + 1,1-Dichloro-2,2-bis(p-chlorophenyl)ethane (72-54-8)

Guidance literature:

With sodium tetrahydroborate; cyanocobalamin; In methanol; water; for 1h;

DOI:10.1021/jo00174a039

upstream raw materials:

pyridine

p,p'-DDT

quinoline

tetrachloromethane

Downstream raw materials:

1-chloro-2,2-bis(p-chlorophenyl)ethylene

4,4'-dichlorobenzophenone

2,2-bis(p-chlorophenyl)ethanol

1,1,1,2-tetrachloro-2,2-bis-(4-chloro-phenyl)-ethane

Refernces

• 1、 Otero, C.,Rodenas, E.. "Influence of n-Butyl and n-Hezil Alcohols in the Dehydrohalogenation of DDT in Cationic Micelles of N-Cetyl-N,N,N-trimethylammonium Bromide, Chloride, and Hydroxide". . p. 5771 - 5775. Retrieved 1986.
• 2、 Kemp,Le Fevre. "". . p. 7094. Retrieved 1965.
• 3、 Wain,Martin. "". . p. 479,481. Retrieved 1948.
• 4、 Hisaeda, Yoshio,Moniruzzaman, Mohammad,Ono, Toshikazu,Shimakoshi, Hisashi,Yano, Yoshio. "Aerobic Electrochemical Transformations of DDT to Oxygen-Incorporated Products Catalyzed by a B12 Derivative". supporting information. p. 2784 - 2791. Retrieved 2022/01/19.
• 5、 Kazin,Kuzhin,Sirik,Guzov. "Kinetic and quantum chemical studies of the mechanism of dehydrochlorination of 2,2-diaryl-1,1,1-trichloroethanes with nitrite ions". . p. 1277 - 1281. Retrieved 2016/10/26.