CAS 538-37-4 (Chloro(phenylmethoxy)phosphoryl)oxymethylbenzene (HCID 4641201)

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Basic information

CAS: 538-37-4
Standard SMILES: O=P(Cl)(OCc1ccccc1)OCc1ccccc1
InChIKey: YADJFRGSGWGMNH-UHFFFAOYSA-N
Molecular formula: C14H14ClO3P
Average molar mass: 296.68 g/mol

Names & identifiers

Preferred name: (Chloro(phenylmethoxy)phosphoryl)oxymethylbenzene
IUPAC: [chloro(phenylmethoxy)phosphoryl]oxymethylbenzene
English name: Dibenzylphosphoryl chloride
Molecular formula: C14H14ClO3P
Molecular weight: 296.69

Names & synonyms

[chloro(phenylmethoxy)phosphoryl]oxymethylbenzene(Chloro(phenylmethoxy)phosphoryl)oxymethylbenzeneRefChem:405995633-393-8538-37-4Dibenzyl chlorophosphonateDIBENZYL PHOSPHOROCHLORIDATEDBPCLPhosphorochloridic acid, bis(phenylmethyl) esterDibenzyl chlorophosphonate [MI]UNII-JWP897QDQLJWP897QDQL

Show more names

Phosphorochloridic acid dibenzyl ester95%,inbenzene10%w/vDIBENZYLPHOSPHORYL CHLAprepitant Impurity 65Dibenzyl=chlorophosphonateBenzyl phosphorochloridate

MFCD01074633Dibenzyl chlorophosphateDibenzylphosphoryl chloride (10% w/w in toluene)Dibenzylphosphoryl Chloride, [95per cent], in benzene - ~10per cent w/vdibenzylphosphorochloridatePhosphorochloridicacid, bis(phenylmethyl) esterC14H14ClO3PSCHEMBL85540

Database identifiers

CAS: 538-37-4
PubChem CID: 4641201
UNII: JWP897QDQL

Properties

Computed structural properties

XLogP: 3.2
Topological polar surface area: 35.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 6
Heavy atoms: 19
Formal charge: 0
Complexity: 273

Physicochemical properties

Boiling point: 428.2 · 428.2±34.0 °C(Predicted)
Density: 1.283 · 1.283
storage temp.: -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility: Benzene (Soluble), Chloroform (Sparingly)
form: Colourless to Yellow Solution
Stability: -20 °C · Store in freezer at -20°C
FDA UNII: 897 QDQL · JWP897QDQL
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302
Precautionary statements: P264-P270-P301+P312-P330-P501

Chemistry & industry

Applications · 3 items

UsesIn solutions with inert solvents such as chloroform, carbon tetrachloride, benzene and ether for the phosphorylation of nucleosides and amino acids.

UsesDibenzyl Phosphorochloridate is used as a phosphorylating reagent for alcohols, phenols, amines, and amides; removal of benzyl groups from the products affords phosphoric monoesters and monoamides respectively.

UsesPlease note that this product is shipped in a cooler

Preparation methods · 1 item

PreparationOxidative halogenation of dibenzyl phosphite using Cl2 or N-chlorosuccinimide yields dibenzyl phosphorochloridate (BPC). The reaction of dibenzyl hydrogen phosphate with PCl5 is also used. The latter procedure is employed for the preparation of p-substituted benzyl derivatives such as p-nitrobenzyl and p-chlorobenzyl. These substituted benzyl phosphates are crystalline and more stable than BPC but have reactivities similar to the parent chloridate.