diethyl (cyclopropylmethyl)phosphonate

• ChemBase ID: 141941
• Molecular Formular: C8H17O3P
• Molecular Mass: 192.192541
• Monoisotopic Mass: 192.09153103
• SMILES: CCOP(=O)(CC1CC1)OCC
• Canonical SMILES: CCOP(=O)(CC1CC1)OCC
• InChI: InChI=1S/C8H17O3P/c1-3-10-12(9,11-4-2)7-8-5-6-8/h8H,3-7H2,1-2H3
• InChIKey: SEZHIFQWGROIOQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl (cyclopropylmethyl)phosphonate
• IUPAC Traditional name: diethyl cyclopropylmethylphosphonate
• Synonyms: Diethyl cyclopropylmethyl phosphonate; 环丙基甲基膦酸二乙酯

Database IDs

• CAS Number: 863975-37-5
• MDL Number: MFCD00224287
• PubChem SID: 24882740; 162236173
• PubChem CID: 16217709

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3673112
• LogD (pH = 7.4): 1.3673112
• Log P: 1.3673112
• Molar Refractivity: 47.7056 cm^3
• Polarizability: 19.44693 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 60 °C/0.125 mmHg(lit.)
• Flash Point: 101 °C; 213.8 °F
• Density: 1.023 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4380(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 97%
• Linear Formula: C3H5CH2P(O)(OCH2CH3)2

DETAILS

Sigma Aldrich - 635820

Packaging
1 g in glass bottle
Application
Reactant for:
• Preparation of alkyldichlorophosphine via chlorination reaction under mild conditions1Structural characteristics:
• Intramolecular hydrogen binding via "banana" bonds between a H atom belonging to the phosphino group and the edge of the cyclopropyl ring2