1499-17-8

Basic information

• Product Name: 1,2-PHENYLENE PHOSPHOROCHLORIDATE
• Synonyms: 3,2-benzodioxaphosphole,2-chloro-2-oxide;o-Phenylenephosphorochloridate;2-CHLORO-1,3,2-BENZODIOXAPHOSPHOLE 2-OXIDE;1,2-PHENYLENE PHOSPHOROCHLORIDATE;1,2-PHENYLENE CHLOROPHOSPHATE;1,2-PHENYLENE PHOSPHOROCHLORIDATE, TECH.;2-Chloro-1,3,2-benzodioxaphosphole 2-oxide, o-Phenylene chlorophosphate;o-Phenylene chlorophosphate
• CAS NO: 1499-17-8
• Molecular Formula: C₆H₄ClO₃P
• Molecular Weight: 190.52
• EINECS: 216-106-7
• Mol File: 1499-17-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 56-62 °C
• Boiling Point: 120 °C9 mm Hg(lit.)
• Flash Point: 114.6 °C
• Appearance: /
• Density: 1.57 g/cm³
• Vapor Pressure: 0.0282mmHg at 25°C
• Refractive Index: 1.571
• Storage Temp.: 2-8°C
• BRN: 142368
• CAS DataBase Reference: 1,2-PHENYLENE PHOSPHOROCHLORIDATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-PHENYLENE PHOSPHOROCHLORIDATE(1499-17-8)
• EPA Substance Registry System: 1,2-PHENYLENE PHOSPHOROCHLORIDATE(1499-17-8)

Safety Data

• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1499-17-8(Hazardous Substances Data)

Usage

Uses

Reactant for preparation of: Uridine diphosphate-glucose derivatives as potential chain terminators of β-glucan biosynthesis with antifungal activityVinyloxy phosphorus monomersPhosphorylation agent

Purification Methods

After distilling it in a vacuum, it sets to a colourless solid. It is soluble in pet ether, *benzene and slightly soluble in Et2O. [Khwaja et al. J Chem Soc (C) 2092 1970, Anschütz & Broeker Justus Liebigs Ann Chem 454 109 1927, Beilstein 6 IV 5602.]

InChI:InChI=1/C6H4ClO3P/c7-11(8)9-5-3-1-2-4-6(5)10-11/h1-4H

Upstream product

• 120-80-9 benzene-1,2-diol 
• 2007-97-8 trichloro(o-phenylenedioxy)phosphorane 
• 20570-25-6 2-methoxy-1,3,2-benzodioxaphosphole 
• 111-70-6 n-heptan1ol 
• 2617-47-2 hydroxymethylphosphonic acid 
• 58046-87-0 2,2-dichloro-2-ethoxy-1,3,2λ⁵-benzodioxaphosphole 
• 18279-83-9 methylphosphonic acid bis(trimethylsilyl) ester 
• 95879-68-8 2-(1-chloro-2-methyl-propoxy)-1,3,2-benzodioxaphosphole 
• 74753-38-1 2,2-dichloro-2-neopentoxy-1,3,2-benzodioxaphosphole 
• 91675-84-2 Ethoxy-di(o-phenylendioxy)-phosphoran 
• 67-63-0 isopropyl alcohol 
• 52961-95-2 2-phenoxy-2-oxo-4,5-benzo-1,3,2-dioxaphospholane 
• 6857-81-4 chlorobis(o-phenylenedioxy)phosphorane 
• 86804-83-3 o-phenylene 1-phenylvinyl phosphite 

Downstream Products

• 46825-82-5 o-Hydroxyphenyl-2,2,2-trichlorethylphosphat 
• 46825-81-4 o-Hydroxyphenyl-neopentylphosphat 
• 46825-80-3 o-Hydroxyphenyl-2,2,2-tribromethylphosphat 
• 46725-69-3 2-Cyanoethyl-o-hydroxyphenylphosphat 
• 46725-67-1 tert-Butyl-o-hydroxyphenyl-phosphat 
• 52961-95-2 2-phenoxy-2-oxo-4,5-benzo-1,3,2-dioxaphospholane 
• 4846-23-5 pyrocatechol cyclophosphoric acid 
• 81276-27-9 Gal6deoxy-1-P 
• 83264-46-4 (Z)-N¹,N²-dimethyl-N¹-(2-oxo-1,3,2λ⁵-benzodioxaphosphol-2-yl)benzamidine 
• 63425-78-5 Thiophosphoric acid S-adamantan-1-yl ester O-(2-hydroxy-phenyl) ester 
• 63425-66-1 Phosphoric acid adamantan-1-ylmethyl ester 2-hydroxy-phenyl ester 
• 63425-58-1 Phosphoric acid adamantan-1-yl ester 2-hydroxy-phenyl ester 

Relevant articles and documents

-

-

-

-

Studies on the interaction of phosphine selenides and their structural analogues wth dihalogens and sulfuryl chloride

The phosphine selenides, tris(dimethylamino)phosphine selenide, esters of selenophosphoric acid, and esters of selenophosphonic acid react with dihalogens and sulfuryl chloride to form halogenoselenophosphonium salts (≡ 3P-SeX)+X-. T

Reaction of Trichloro(o-phenylenedioxy)phosphorane with Four-Coordinate Phosphorus Esters

Reactions of trialkyl phosphates and dialkyl alkenylphosphonates with trichloro(o-phenylenedioxy)phosphorane result in selective replacement of one alkoxy group on the phosphorus by a chlorine atom. Alkylphosphonates react with trichloro(o-phenylenedioxy)phosphorane to give alkyl alkylphosphonochloridates as the major products and small amounts of alkylphosphonic dichlorides.