2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one (HCID 237010)

Names & identifiers

Preferred name: 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one
IUPAC: 2-chloro-1,3,2-benzodioxaphosphinin-4-one
English name: 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one
Molecular formula: C7H4ClO3P
Molecular weight: 202.53

Names & synonyms

2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-oneRefChem:469109629-555-25381-99-72-chloro-4H-benzo[d][1,3,2]dioxaphosphinin-4-one2-chloro-1,3,2-benzodioxaphosphinin-4-oneC7H4ClO3PVan Boom's ReagentMFCD00013353NSC402092-chloro-4h-1,3,2-benzodioxaphosphinin-4-one4H-1,3,2-Benzodioxaphosphorin-4-one, 2-chloro-

Show more names

Salicyl Phosphorochloridite2-CHLORO-1,3,2-BENZODIOXAPHOSPHORIN-4-ONESalPClNSC 40209ChloroHbenzodioxaphosphorinoneSalicylchlorophosphite Van Boom's Reagent

2-chloro-2,4-dihydro-1,3,2-benzodioxaphosphinin-4-one2-chloro-4h-1,2,3-benzodioxaphosphorin-4-oneNSC-40209D893702-Chloro-1,3,2-benzodioxaphosphorin-4-one, 95%Salicylchlorophosphite2-Chloro-4H-1,2,3-benzodioxaphosphorin-4-one 90per cent2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one (90%)

Database identifiers

CAS: 5381-99-7
PubChem CID: 237010
DTXSID: DTXSID10285003
EC Number: 629-555-2
Nikkaji: J26.477F

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 35.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 199

Physicochemical properties

Melting point: 36 · 36-40 °C (lit.)
Boiling point: 127 · 127-128 °C/11 mmHg (lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · 2-8°C
solubility: Soluble in acetonitrile, dichloromethane, tetrahydrofuron and dimethylformamide.
form: solid
color: White or Colorless to Orange to Green
BRN: 1311951 · 1311951
Stability: Water Sensitive
InChI: InChI=1S/C7H4ClO3P/c8-12-10-6-4-2-1-3-5(6)7(9)11-12/h1-4H
InChIKey: BVOITXUNGDUXRW-UHFFFAOYSA-N
SMILES: O1C2=CC=CC=C2C(=O)OP1Cl
CAS DataBase Reference: 5381 · 5381-99-7(CAS DataBase Reference)
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C
Risk Statements: 14 · 14-34-37
Safety Statements: 26 · 26-36/37/39-43-45
RIDADR: 3261 · UN 3261 8/PG 1
WGK Germany: 3 · 3
F: 3 · 3-10
Hazard Note: Corrosive
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29349990 · 29349990
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Corr. 1B

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

F: 3-10
PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 3261 8/PG 1
hs_code: 29349990
risk_code: 14-34-37
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
hazard_note: Corrosive
safety_code: 26-36/37/39-43-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: II
Hazard statements: H314
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
Precautionary statements: P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363

Chemistry & industry

Applications · 3 items

Uses2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one is a reagent used in phosphorylation and phosphitylation of alcohols and in the formation of H-phosphonates. It is also reactive cyclic phosphitylating reagent involved in fast coupling rates and hydrolytic cleavage more readily compare to that of a acyclic analog.

Uses2-Chloro-1,3,2-benzodioxaphosphorin-4-one is used as a reagent: In the phosphorylation and phosphitylation of alcohols. In the formation of H-phosphonates which are commonly utilized in the synthesis of nucleotides. To synthesize nucleoside triphosphates by treating with acyl protected nucleoside.

UsesHighly reactive cyclic phosphitylating reagent which provides fast coupling rates, and hydrolytic cleavage occurs more readily than with acyclic analogs