2,2-diphenylacetyl chloride

• ChemBase ID: 123322
• Molecular Formular: C14H11ClO
• Molecular Mass: 230.68954
• Monoisotopic Mass: 230.04984265
• SMILES: C(=O)(C(c1ccccc1)c1ccccc1)Cl
• Canonical SMILES: ClC(=O)C(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C14H11ClO/c15-14(16)13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H
• InChIKey: MSYLETHDEIJMAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-diphenylacetyl chloride
• IUPAC Traditional name: diphenyl-acetyl chloride
• Synonyms: 2,2-diphenylacetyl chloride; Diphenylacetyl chloride; 二苯基乙酰氯

Database IDs

• CAS Number: 1871-76-7
• EC Number: 217-493-5
• MDL Number: MFCD00013655
• Beilstein Number: 1211588
• Merck Index: 143316
• PubChem SID: 24859978; 162217675
• PubChem CID: 74637

CALCULATED PROPERTIES

• Acid pKa: 16.647774
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.821114
• LogD (pH = 7.4): 3.821114
• Log P: 3.821114
• Molar Refractivity: 65.8936 cm^3
• Polarizability: 25.529875 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 49-53 °C(lit.); 50-56°C
• Boiling Point: 175-176 °C/17 mmHg(lit.); 175-176°C/17mm
• Flash Point: 113 °C; 235.4 °F

Safety Information

• Storage Warning: Moisture Sensitive
• RTECS: AO6750000
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 2
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34; 34-36/37
• Safety Statements: 26-27-28-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H318-H303; H314-H335
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; 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

Product Information

• Purity: 90%; 90+%
• Grade: technical grade
• Linear Formula: (C6H5)2CHCOCl

DETAILS

Sigma Aldrich - 331589

Packaging
5, 25 g in glass bottle

REFERENCES

• Sugars have been protected as diphenylacetyl (DPA) esters by reaction with the acid chloride in pyridine. Removal was by photobromination with NBS and reaction with thiourea: Synthesis, 97 (1994).
• Precursor of diphenylketene by dehydrohalogenation with triethylamine: Org. Synth. Coll., 6, 549 (1988). Compare Benzil monohydrazone, A18457.