2642-82-2

Basic information

• Product Name: DDOH
• Synonyms: 4-chloro-beta-(4-chlorophenyl)-benzeneethano;Benzeneethanol, 4-chloro-beta-(4-chlorophenyl)-;DDOM;Ethanol, 2,2-bis(p-chlorophenyl)-;p,p'-Ddoh;4,4'-DDOH PESTANAL, 250 MG (2,2-BIS(4-CH;4-Chloro-β-(4-chlorophenyl)benzeneethanol;2,2-BIS(4-CHLOROPHENYL)-1-ETHANOL
• CAS NO: 2642-82-2
• Molecular Formula: C₁₄H₁₂Cl₂O
• Molecular Weight: 267.15
• EINECS: 220-148-1
• Product Categories: Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 2642-82-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 100-102 °C(lit.)
• Boiling Point: 387.7°Cat760mmHg
• Flash Point: 145.9°C
• Appearance: /
• Density: 1.287g/cm³
• Vapor Pressure: 1.05E-06mmHg at 25°C
• Refractive Index: 1.605
• PKA: 14.42±0.10(Predicted)
• BRN: 2055080
• CAS DataBase Reference: DDOH(CAS DataBase Reference)
• NIST Chemistry Reference: DDOH(2642-82-2)
• EPA Substance Registry System: DDOH(2642-82-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DA0470000
• Hazardous Substances Data: 2642-82-2(Hazardous Substances Data)

Usage

General Description

DDOH is a metabolite of DDT and forms conjugates with palmitic acid in DDT-treated female rats.

InChI:InChI=1/C14H12Cl2O/c15-12-5-1-10(2-6-12)14(9-17)11-3-7-13(16)8-4-11/h1-8,14,17H,9H2

Upstream product

• 18164-50-6 2,2-bis(4-chlorophenyl)acetaldehyde 
• 50-29-3 p,p'-DDT 
• 72-55-9 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene 
• 72-54-8 1,1-Dichloro-2,2-bis(p-chlorophenyl)ethane 
• 104-88-1 4-chlorobenzaldehyde 
• 2642-81-1 1,1-bis(p-chlorophenyl)ethene 
• 1022-22-6 1-chloro-2,2-bis(p-chlorophenyl)ethylene 
• 68668-89-3 2,2-bis(4-chlorophenyl)acetyl chloride 
• 83-05-6 bis(4'-chlorophenyl)acetic acid 

Downstream Products

• 2510-74-9 (E)-1,2-di(4-chlorophenyl)ethene 
• 10311-79-2 1-chloro-1,2-bis(p-chlorophenyl)ethane 
• 18164-50-6 2,2-bis(4-chlorophenyl)acetaldehyde 
• 857531-28-3 (4-chloro-phenyl)-[4-(1H-pyrazol-4-yl)-phenyl]-acetaldehyde 
• 2642-80-0 1-chloro-2,2-bis(p-chlorophenyl)ethane 
• 3305-00-8 2-acetoxy-1,1-bis-(4-chloro-phenyl)-ethane 

Relevant articles and documents

Selective One-Pot Three-Step Cascade Reaction: From Aromatic Aldehydes to 2,2-Diphenylethanol Derivatives

We report herein a green and scalable one-pot, three-step, pinacol-coupling-rearrangement-reduction cascade reaction useful for the formation of 2,2-diphenylethanol derivatives. The reaction is carried out in water in the presence of a commercially available and regenerable supported acid under moderate pressure. A dozen of aromatic aldehydes have been successfully submitted to the standard protocol giving the target 2,2-diarylethanol derivatives in good yield (70-85%).

Reductive dechlorination of DDT electrocatalyzed by synthetic cobalt porphyrins in N,N′-dimethylformamide

Two cobalt porphyrins, (OEP)CoII and (TPP)CoII, where OEP and TPP are the dianions of octaethylporphyrin and tetraphenylporphyrin, respectively, were examined as electrocatalysts for the reductive dechlorination of DDT (1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane) in N,N′- dimethylformamide (DMF) containing 0.1 M tetra-n-butylammonium perchlorate (TBAP). No reaction is observed between DDT and the porphyrin in its Co(II) oxidation state but this is not the case for the reduced Co(I) forms of the porphyrins which electrocatalyze the dechlorination of DDT, giving initially DDD (1,1-bis(4-chlorophenyl)-2,2-dichloroethane), DDE (1,1-bis(4-chlorophenyl)-2, 2-dichloroethylene) and DDMU (1,1-bis(4-chlorophenyl)-2-chloroethylene) as determined by GC-MS analysis of the reaction products. A further dechlorination product, DDOH (2,2-bis(4-chlorophenyl)ethanol), is also formed on longer timescales when using (TPP)Co as the electroreduction catalyst. The effect of porphyrin structure and reaction time on the dechlorination products was examined by GC-MS, cyclic voltammetry, controlled potential electrolysis and UV-visible spectroelectrochemistry and a mechanism for the reductive dechlorination is proposed.

Mechanistic study of the reaction of vitamin B B12(s) with 1,1-dichloro-2,2-bis(p-chlorophenyl)ethane

-