CAS 6609-64-9 2-Chloro-1,3,2-dioxaphospholane 2-oxide (HCID 81087)

Names & identifiers

Preferred name: 2-Chloro-1,3,2-dioxaphospholane 2-oxide
IUPAC: 2-chloro-1,3,2λ5-dioxaphospholane 2-oxide
English name: 2-Chloro-1,3,2-dioxaphospholane-2-oxide
Molecular formula: C2H4ClO3P
Molecular weight: 142.48

Names & synonyms

6609-64-92-Chloro-1,3,2-dioxaphospholane 2-oxide2-Chloro-2-oxo-1,3,2-dioxaphospholaneEINECS 229-560-6DTXSID70216292RefChem:468213DTXCID70138783229-560-62-Chloro-1,3,2-dioxaphospholane-2-oxideEthylene Chlorophosphate2-chloro-1,3,2lambda5-dioxaphospholane 2-oxideMFCD00043138

Show more names

Ethylene cycl-chlorophosphate (2-chloro-2-oxo-1,3,2-dioxaphospholane)Ethylene chl2-chloro-1,3,2CYCLIC CHLOROPHOSPHATEEthylene chlorophosphate, tech. 90%Ethylene glycol chlorophosphate, 95%

Ethylene glycol chlorophosphate7EBS5ZK92N1,3,2-Dioxaphospholane, 2-chloro-, 2-oxideC2H4ClO3P2-Chloro-1,3,2-dioxaphospholane-2-oxide, tech.Ethylene cycl-chlorophosphate2-Chloro-1,3,2-dioxaphospholane-2-oxide (Technical Grade)2-chloro-1,3,2lambda5-dioxaphospholan-2-one

Database identifiers

CAS: 6609-64-9
PubChem CID: 81087
DTXSID: DTXSID70216292
UNII: 7EBS5ZK92N
EC Number: 229-560-6
Nikkaji: J185.646D、J641.418D

Properties

Computed structural properties

XLogP: 0
Topological polar surface area: 35.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 7
Formal charge: 0
Complexity: 104

Experimental & physicochemical properties

SpringerMaterials PropertiesSchoenflies notation

Physicochemical properties

Melting point: 12 · 12-14 °C
Boiling point: 89 · 89-91 °C0.8 mm Hg(lit.)
Density: 1.55 g/mL · 1.55 g/mL at 25 °C(lit.)
vapor pressure: 1.06 hPa · 1.06hPa at 25℃
refractive index: 20 · n20/D 1.45(lit.)
Flash point: 230 °F · >230 °F
storage temp.: -20 °C · -20°C
solubility: Chloroform (Soluble), Ethyl Acetate (Slightly)
form: Solid or Film
color: White to off-white
Water Solubility: Miscible with water and chloroform.
Sensitive: Moisture Sensitive
BRN: 606582 · 606582
Stability: Extremely moisture sensitive
InChI: 1S/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2
InChIKey: SBMUNILHNJLMBF-UHFFFAOYSA-N
SMILES: ClP1(=O)OCCO1
LogP: -0.485 at · -0.485 at 25℃ and pH7
CAS DataBase Reference: 6609 · 6609-64-9(CAS DataBase Reference)
FDA UNII: 7 EBS5ZK92N · 7EBS5ZK92N
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 280 · P280-P305+P351+P338-P310
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 14 · 14-34
Safety Statements: 26 · 26-36/37/39-45-8-25-27
RIDADR: 3265 · UN 3265 8/PG 2
WGK Germany: 3 · 3
F: 10 · 10
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29209090 · 29209090
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Corr. 1B
REACH Registrations: Inactive

Safety & regulation

GHS classification

GHS Classification · 4 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 7 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationStatus: No longer Valid Update: 19-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24132

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

Safety data

F: 10
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 3265 8/PG 2
hs_code: 29209090
risk_code: 14-34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-36/37/39-45-8-25-27
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: II
Hazard statements: H314
REACH Registrations: Inactive
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
Precautionary statements: P280-P305+P351+P338-P310

Chemistry & industry

Applications · 4 items

UsesEthylene chlorophosphate is used in the syntheses of 2-methacryloyoxyethylphophocholine, phosphatidylcholines, 2',3'-O-16-hentriacontanyliden-adenosine-5'-phosphocholine and hexadecylphosphocholine. It is also involved the synthesis of alpha-naphthylphosphorylcholine, which is used to detect phospholipase C activity. It is an important reactant for the synthesis of a zwitterionic silane, UV-polymerizable lipids utilizing Chabrier reaction and block copolymers of poly(aliphatic ester) clickable polyphosphoester.

Uses2-Chloro-1,3,2-dioxaphospholane 2-oxide may be used in the synthesis of: 2-methacryloyloxyethylphosphorylcholinemiltefosine (hexadecylphosphocholine, MT) analogsphosphoric acid 2-trimethylamino-ethyl ester undec-10-enyl esteruridine nucleolipid, (2′,3′-O-16-hentriacontanyliden-uridine-5′-phosphocholine, PUPC)adenosine nucleoamphiphile, (2′,3′-O-16-hentriacontanyliden-adenosine-5′-phosphocholine, PAPC)structurally related phospholipids which are either conformationally restricted or flexiblephosphatidylcholines

Uses2-Chloro-1,3,2-dioxaphospholane-2-oxide is used in the synthesis of α-naphthylphosphorylcholine as a method to detect phospholipase C activity.

General Description2-Chloro-1,3,2-dioxaphospholane 2-oxide (COP) is a cyclic chlorophosphate reagent that can be prepared from 2-chloro-1,3,2-dioxaphospholane by reacting with molecular oxygen.