methylphosphonoyl dichloride

• ChemBase ID: 130271
• Molecular Formular: CH3Cl2OP
• Molecular Mass: 132.913681
• Monoisotopic Mass: 131.92985671
• SMILES: ClP(=O)(Cl)C
• Canonical SMILES: CP(=O)(Cl)Cl
• InChI: InChI=1S/CH3Cl2OP/c1-5(2,3)4/h1H3
• InChIKey: SCLFRABIDYGTAZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methylphosphonoyl dichloride
• IUPAC Traditional name: methyl phosphonic dichloride
• Synonyms: Dichloromethylphosphine oxide; Methanephosphonyl chloride; Methylphosphonodichloridic acid; Methylphosphonyl chloride; Methylphosphonyl dichloride; Methylphosphonic dichloride; Methyl phosphonic dichloride; Methanephosphonic dichloride; 二氯甲基膦

Database IDs

• CAS Number: 676-97-1
• EC Number: 211-634-4
• MDL Number: MFCD00002071
• Beilstein Number: 1071305
• PubChem SID: 24853672; 162224550; 24883210
• PubChem CID: 12671
• Chemspider ID: 12150
• Wikipedia Title: Methyl_phosphonic_dichloride

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.7424308
• LogD (pH = 7.4): 0.7424308
• Log P: 0.7424308
• Molar Refractivity: 24.3214 cm^3
• Polarizability: 9.872593 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 28-34°C; 31-34 °C; 35-37 °C
• Boiling Point: 163 °C(lit.); 59-60°C/11mm
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.468; 1.468 g/mL at 25 °C(lit.)
• Vapor Pressure: 760 mmHg ( 163 °C)

Safety Information

• Storage Warning: Moisture Sensitive
• RTECS: TA1840000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 3390; UN2928
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1; II
• Risk Statements: 14-26-34
• Safety Statements: 26-28-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H330; H330-H314-H318
• GHS Precautionary statements: P260-P280-P284-P305 + P351 + P338-P310; P260-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3390 6.1/PG 1
• Supplemental Hazard Statements: Contact with water liberates toxic gas., Reacts violently with water.; Reacts violently with water.

Product Information

• Purity: ≥97.0% (AT); 98%
• Grade: technical
• Linear Formula: CH3P(O)Cl2

DETAILS

Sigma Aldrich - 228052

Packaging
5, 25 g in glass bottle
Application
Undergoes condensation reactions with aminobenzenes1,2 and alcohols.3

REFERENCES

• Precursor of bis(2,2,2-trifluoroethyl) carboxymethylphosphonate, a useful intermediate for the Horner-Wadsworth-Emmons synthesis of (Z)-acrylates: Tetrahedron Lett., 24, 4405 (1983); Org. Synth.Coll., 9, 88 (1998).