2902-98-9

Basic information

• Product Name: 2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE
• Synonyms: chlorodiphenyl-acetylchlorid;chlorodiphenylacetylchloride;diphenylchloroacetylchloride;A-CHLORO-A, A-DIPHENYLACETYL CHLORIDE;ALPHA-CHLORO-ALPHA,ALPHA-DIPHENYLACETYL CHLORIDE;2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE;2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE, 97 %;2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE 97%
• CAS NO: 2902-98-9
• Molecular Formula: C₁₄H₁₀Cl₂O
• Molecular Weight: 265.13
• EINECS: 220-798-6
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 2902-98-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 48-50 °C(lit.)
• Boiling Point: 193 °C27 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: white to light yellow crystalline solid
• Density: 1.2142 (rough estimate)
• Vapor Pressure: 0.000562mmHg at 25°C
• Refractive Index: 1.5555 (estimate)
• Storage Temp.: 0-6°C
• CAS DataBase Reference: 2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE(2902-98-9)
• EPA Substance Registry System: 2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE(2902-98-9)

Safety Data

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• RTECS: AO6490000
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2902-98-9(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystalline solid

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 657, 1953 DOI: 10.1021/ja01099a043

InChI:InChI=1/C14H10Cl2O/c15-13(17)14(16,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

Upstream product

• 10026-13-8 phosphorus pentachloride 
• 76-93-7 Benzilic acid 
• 75-44-5 phosgene 
• 908093-98-1 diazodiphenylmethane 
• 525-06-4 diphenyl ketene 
• 7475-56-1 chloro(diphenyl)acetic acid 
• 5350-57-2 benzophenone hydrazone 
• 119-61-9 benzophenone 
• 7791-25-5 sulfuryl dichloride 
• 7719-09-7 thionyl chloride 
• 101441-19-4 chloro-diphenyl-acetic acid-(1-methoxy-vinyl ester) 

Downstream Products

• 66827-61-0 chloro-diphenyl-acetic acid-(2-morpholino-ethylamide); hydrochloride 
• 96076-00-5 chloro-diphenyl-acetic acid-(1-phenyl-2-piperidino-ethyl ester); hydrochloride 
• 1164-41-6 N-(2-diethylamino-ethyl)-benzilamide 
• 741-36-6 1,1-diphenyl-1-chloroacetanilide 
• 298230-73-6 anilino-diphenyl-acetic acid anilide 
• 7505-87-5 chloro-diphenyl-acetic acid methylamide 
• 7476-36-0 methylamino-diphenyl-acetic acid methylamide 
• 302-40-9 benactyzine 
• 96112-89-9 (2-diethylamino-ethoxy)-diphenyl-acetic acid-(2-diethylamino-ethyl ester) 
• 902-83-0 chloro-diphenyl-acetic acid-(2-diethylamino-ethyl ester); hydrochloride 
• 4171-11-3 5,5-Diphenyl-1,3-oxazolidin-2,4-dion 
• 99003-92-6 4-(hydroxy-diphenyl-acetyl)-morpholine 
• 58033-12-8 chloro-diphenyl-acetic morpholine-4-carbothioic thioanhydride 
• 72687-50-4 N-benzothiazol-2-yl-2-chloro-2,2-diphenyl-acetamide 

Relevant articles and documents

3-AZABICYCLOOCTANE DERIVATIVES AS MUSCARINIC RECEPTOR ANTAGONISTS

Provided are muscarinic receptor antagonists, which can be useful in treating various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. Also provided are processes for preparing compounds described herein, pharmaceutical compositions thereof, and methods for treating diseases mediated through muscarinic receptors.

PHOSPHORUS PENTACHLORIDE REACTIONS WITH CONJUGATED CARBONYL COMPOUNDS AND CONJUGATED OLEFINS

Phosphorus pentachloride was reacted with conjugated aromatic and carbonyl compounds.The conjugated aromatic compounds were cis and trans stilbene, and the carbonyl compounds were diphenylketene and 2,3,4,5-tetraphenylcyclopentadienone.Two solvents used for these reactions were 1,1,2,2-tetrachlorethane and methylene chloride.Phosphorus pentachloride can dissociate into phosphorus trichloride and chlorine and our results indicated this was the reaction mechanism for phosphorus pentachloride reacting with 2,3,4,5-tetraphenylcyclopentadienone.With stilbene, cis andtrans, the mechanism with phosphorus pentachloride was the sp3d2 octahedral complex mechanism.With diphenylketene the mechanism was the dissociation of phosphorus pentachloride into the phosphorus tetrachloro action and the phosphorus hexachloro anion.Key words: Phosphorus pentachloride, stilbene, diphenylketene, and 2,3,4,5-tetraphenylcyclopentadienone.

Diaryldichlorocarbonyl Ylides Derived from Dichlorocarbene and Aromatic Ketones

The thermal decomposition of phenyl(bromodichloromethyl)mercury (4) in the presence of benzophenone (2) in dry benzene at 80 degC resulted in α-chlorodiphenylacetyl chloride (6) as the only major initial product together with small amounts of dichlorodiphenylmethane (5) and carbon monoxide.Analogous products were observed from fluorenone (3).Dimethyl acetylenedicarboxylate (15) failed to trap the presumed intermediate dihalocarbonyl ylide from either ketone.Attempts to explain the difference in behavior between dihalocarbonyl ylides derived from benzaldehydes and diaryl ketones suggest that in the latter case a twist in the plane of the ylide caused by endo,endo interactions of a chlorine and an aromatic ring leads to rapid closure to oxirane 11 followed by rearrangement to acid chloride 6.Alternative explanations are also explored.