{2-[(chlorocarbonyl)oxy]ethyl}triphenylphosphanium chloride

• ChemBase ID: 156787
• Molecular Formular: C21H19Cl2O2P
• Molecular Mass: 405.254121
• Monoisotopic Mass: 404.04997184
• SMILES: c1ccc(cc1)[P+](CCOC(=O)Cl)(c1ccccc1)c1ccccc1.[Cl-]
• Canonical SMILES: ClC(=O)OCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Cl-]
• InChI: InChI=1S/C21H19ClO2P.ClH/c22-21(23)24-16-17-25(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20;/h1-15H,16-17H2;1H/q+1;/p-1
• InChIKey: PUPJXJKSQGVMLT-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[(chlorocarbonyl)oxy]ethyl}triphenylphosphanium chloride
• IUPAC Traditional name: {2-[(chlorocarbonyl)oxy]ethyl}triphenylphosphanium chloride
• Synonyms: PEOC-Cl; ‘Kunz′-Reagent; Chloroformic acid 2-(triphenylphosphonio)ethyl ester chloride; 2-(Triphenylphosphonio)ethyl chloroformate chloride; Kunz 试剂; 氯甲酸 2-(三苯基磷基)乙酯氯化物; 2-(三苯基磷基)乙基氯甲酸酯氯化物

Database IDs

• CAS Number: 61083-59-8
• EC Number: 262-582-4
• MDL Number: MFCD00043188
• Beilstein Number: 4081730
• PubChem SID: 162250924
• PubChem CID: 3017220

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.229634
• LogD (pH = 7.4): 5.229634
• Log P: 5.229634
• Molar Refractivity: 103.532 cm^3
• Polarizability: 40.6257 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ~130 °C (dec.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34-36/37
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P310
• 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
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (T)
• Grade: purum
• Linear Formula: (C6H5)3P(Cl)CH2CH2OCOCl

DETAILS

Sigma Aldrich - 23260

Other Notes
Reagent for introducing the PEOC-amino protecting group, useful for peptide synthesis in aqueous media 1; Use of PEOC as hydroxy protection 2