Phosphonic acid, P-(chloromethyl)-, diethyl ester

HCID 76633

Notes Reactions

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Basic information

CAS: 3167-63-3
Standard SMILES: CCOP(=O)(CCl)OCC
InChIKey: MZBIWKMCTWJLPT-UHFFFAOYSA-N
Molecular formula: C5H12ClO3P
Average molar mass: 186.57 g/mol
Monoisotopic mass: 186.0212589

Names & identifiers

Preferred name: Phosphonic acid, P-(chloromethyl)-, diethyl ester
IUPAC: 1-[chloromethyl(ethoxy)phosphoryl]oxyethane
English name: Diethyl (chloromethyl)phosphonate
Molecular formula: C5H12ClO3P
Molecular weight: 186.57

Names & synonyms

Diethyl (chloromethyl)phosphonateDiethyl chloromethanephosphonateChloromethylphosphonic acid diethyl esterAI3-51203EINECS 221-632-5NSC 67753Phosphonic acid, P-(chloromethyl)-, diethyl esterRefChem:862214221-632-53167-63-3Diethyl chloromethylphosphonatePhosphonic acid, (chloromethyl)-, diethyl ester

Show more names

Diethyl (chloromethyl)[DIETHYL-(CHLORMETHYL)]-PHOSPHONATDiethyl chloromethylphosphonate 97%Diethyl P-(chloromethyl)phosphonateDiethyl (Chloromethyl)phosphonate >Diethyl (chloromethyl)phosphonate,98%Diethyl(chloromethyl)phosphonate, 97 %(chloromethyl)-phosphonicacidiethylester

1-[chloromethyl(ethoxy)phosphoryl]oxyethaneMFCD00010189(Chloromethyl)phosphonic acid diethyl esterPhosphonic acid P -(chloromethyl)-diethyl esterNSC-67753Diethyl(chloromethyl)phosphonateC5H12ClO3Pdiethylchloromethylphosphonate

Database identifiers

CAS: 3167-63-3
PubChem CID: 76633
DTXSID: DTXSID1062883
UNII: H3LYK2K3U6
EC Number: 221-632-5
Nikkaji: J117.030I

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 35.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 5
Heavy atoms: 10
Formal charge: 0
Complexity: 118

Physicochemical properties

Boiling point: 109 · 109-110 °C10 mm Hg(lit.)
Density: 1.2 g/mL · 1.2 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.437(lit.)
Flash point: 188 °F · 188 °F
storage temp.: 2 · 2-8°C
solubility: sol THF, ether, dichloromethane, chloroform
form: Liquid
Specific Gravity: 1.2 · 1.2
color: Clear colorless to light yellow
BRN: 1363361 · 1363361
InChI: 1S/C5H12ClO3P/c1-3-8-10(7,5-6)9-4-2/h3-5H2,1-2H3
InChIKey: MZBIWKMCTWJLPT-UHFFFAOYSA-N
SMILES: CCOP(=O)(CCl)OCC
FDA UNII: 3 LYK2K3U6 · H3LYK2K3U6
EPA Substance Registry System: Phosphonic acid, (chloromethyl)-, diethyl ester (3167-63-3)
UNSPSC Code: 12352101 · 12352101
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 302 · P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 29319090 · 29319090
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
hs_code: 29319090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
Storage Class: 10 - Combustible liquids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesReactant involved in:Subsequent alkylation after nucleophilic substitutionOne-pot alkylation-boration of α-haloalkylphosphonatesSynthesis of cyclpentane and pyrrolidine derivatives via regioselective insertion reactionsPhosphorylation leading to P-containing cyclopropanesWadsworth-Emmons reactionsRing expansion of zircnacycles via carbenoid insertion