6971-73-9

Basic information

• Product Name: 4-CHLOROANILIDOPHOSPHORYL DICHLORIDE
• Synonyms: 4-CHLOROANILIDOPHOSPHORYL DICHLORIDE;Chloroanilidophosphoryldichloride;4-CHLORO-N-DICHLOROPHOSPHORYL-ANILINE;(4-Chlorophenyl)amidophosphoric aciddichloride;(4-Chlorophenylamino)phosphonic aciddichloride;(p-Chlorophenylamino)dichlorophosphine oxide;p-Chloroanilinophosphoryl dichloride;p-Chlor
• CAS NO: 6971-73-9
• Molecular Formula: C₆H₅Cl₃NOP
• Molecular Weight: 244.44
• Mol File: 6971-73-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 105-107 °C
• Boiling Point: 313.6 °C at 760 mmHg
• Flash Point: 143.4 °C
• Appearance: /
• Density: 1.616 g/cm³
• Vapor Pressure: 0.000493mmHg at 25°C
• Refractive Index: 1.613
• PKA: -4.25±0.50(Predicted)
• CAS DataBase Reference: 4-CHLOROANILIDOPHOSPHORYL DICHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROANILIDOPHOSPHORYL DICHLORIDE(6971-73-9)
• EPA Substance Registry System: 4-CHLOROANILIDOPHOSPHORYL DICHLORIDE(6971-73-9)

Safety Data

• Hazardous Substances Data: 6971-73-9(Hazardous Substances Data)

Usage

General Description

4-CHLOROANILIDOPHOSPHORYL DICHLORIDE, also known as CAPDIC, is a chemical compound used as an intermediate in the synthesis of pesticides and pharmaceuticals. It is a dichloride derivative of 4-chloroaniline and is a potent acetylcholinesterase inhibitor, making it effective as an insecticide. CAPDIC is highly toxic and must be handled with extreme caution, as it can cause severe irritation and damage to the skin, eyes, and respiratory system. It is also a highly reactive compound and must be stored and handled in a controlled environment to prevent hazardous reactions. Due to its toxic and reactive nature, CAPDIC has limited industrial applications and is primarily used in research and development for the synthesis of specialized chemical compounds.

InChI:InChI=1/C6H5Cl3NOP/c7-5-1-3-6(4-2-5)10-12(8,9)11/h1-4H,(H,10,11)

Upstream product

• 106-47-8 4-chloro-aniline 
• 20265-96-7 p-chloroaniline hydrochloride 

Downstream Products

• 38578-45-9 (5,5-Bis-chloromethyl-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-(4-chloro-phenyl)-amine 
• 7647-01-0 hydrogenchloride 
• 86119-84-8 phosphoric acid 
• 106-47-8 4-chloro-aniline 
• 1268621-82-4 N-4-chlorophenyl-N',N''-bis(piperidinyl)phosphoric triamide 
• 58046-12-1 dimethyl N-phenyl-phosphoramidate 
• 7401-58-3 2-(4-chloroanilino)-1,3,2-diazaphosphorinane-2-oxide 
• 1061-49-0 [1,3-bis-(4-methoxy-benzyl)-2-oxo-2λ⁵-[1,3,2]diazaphosphinan-2-yl]-(4-chloro-phenyl)-amine 
• 1059-45-6 [1,3-bis-(4-chloro-benzyl)-2-oxo-2λ⁵-[1,3,2]diazaphosphinan-2-yl]-(4-chloro-phenyl)-amine 
• 38578-60-8 (5,5-Bis-bromomethyl-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-(4-chloro-phenyl)-amine 
• 49802-22-4 (4-chloro-phenyl)-amidophosphoric acid diphenyl ester 
• 49802-15-5 diethyl (4-chlorophenyl)phosphoramidate 
• 27824-41-5 bis-aziridin-1-yl-phosphinic acid-(4-chloro-anilide) 
• 83470-29-5 dimethyl N-p-chlorophenylphosphoramidate 

Relevant articles and documents

DIARYLPHOSPHINIC AZIDES. PHOTOCHEMICAL REACTIONS INCLUDING REARRANGEMENT IN METHANOL

On photolysis in methanol the diarylphosphinic azides Ar2P(O)N3 (Ar=phenyl, p-tolyl, p-anisyl, p-chlorophenyl) rearrange with loss of nitrogen to form (monomeric) metaphosphonimidates which are trapped by the solvent to give methyl NP-diarylphosphonamidates (7) (41-53percent).Diarylphosphinic amides (18-42percent) are also usually formed, presumably from (triplet) nitrenes.The limited evidence available suggests that the rearrangements take place directly from the photo-excited azides rather than via (singlet) nitrene intermediates.One of the products of rearrangement, methyl NP-di(p-chlorophenyl)phosphonamidate, suffers extensive photochemical dechlorination giving methyl N-phenyl-P-p-chlorophenylphosphonamidate.