4-phenylbenzoyl chloride

• ChemBase ID: 88259
• Molecular Formular: C13H9ClO
• Molecular Mass: 216.66296
• Monoisotopic Mass: 216.03419259
• SMILES: ClC(=O)c1ccc(cc1)c1ccccc1
• Canonical SMILES: ClC(=O)c1ccc(cc1)c1ccccc1
• InChI: InChI=1S/C13H9ClO/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H
• InChIKey: JPVUWCPKMYXOKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-phenylbenzoyl chloride
• IUPAC Traditional name: 4-phenylbenzoyl chloride
• Synonyms: Bisphenyl-4-carbony chloride; 4-Phenylbenzoyl chloride; 4-(Chlorocarbonyl)biphenyl; 4-(Chloroformyl)biphenyl; Biphenyl-4-carbonyl chloride 98%; 4-BIPHENYLCARBONYL CHLORIDE; Biphenyl-4-carbonyl chloride; 4-联苯基甲酰氯; 联苯-4-甲酰氯

Database IDs

• CAS Number: 14002-51-8
• EC Number: 237-804-8
• MDL Number: MFCD00000692
• Beilstein Number: 472842
• PubChem SID: 24849907; 162075242
• PubChem CID: 84151

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.8113837
• LogD (pH = 7.4): 3.8113837
• Log P: 3.8113837
• Molar Refractivity: 62.3089 cm^3
• Polarizability: 25.047152 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 110-112 °C(lit.); 110-112°C; 110-115°C; 110-115°C
• Boiling Point: 160°C/2mm; 160°C/2mm

Safety Information

• Storage Condition: 0°C, Desiccate
• Storage Warning: Corrosive/Lachrymatory/Moisture Sensitive/Store under Argon; Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759; 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Australian Hazchem: 2X
• Risk Statements: 34; R:34
• Safety Statements: 26-36/37/39-45; S:26-27/28-36/37/39-46-64
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: 97%; 98%
• Linear Formula: C6H5C6H4COCl

DETAILS

MP Biomedicals - 02150465

Crystalline
Forms crystalline compounds with prostaglandins.

Sigma Aldrich - 161144

Packaging
10, 50 g in glass bottle

REFERENCES

• Corey, E.M. and Varma, R.K., J. Am. Chem. Soc. , 93 : 1491, (1971).
• Protection of the OH group of a non-crystalline prostaglandin intermediate, in the presence of pyridine, enabled isolation as the crystalline 4-phenylbenzoate ester: J. Am. Chem. Soc., 93, 1491 (1971). For protection of 3-azido-2,3-dideoxypentoses in a short AZT synthesis, see: Synthesis, 451 (1991). Again, the solid nature of these intermediates facilitates isolation.
• Protection of amines as their crystalline 4-phenylbenzamides has also been recommended. These amides can be cleaved with sodium amalgam: Tetrahedron Lett., 3853 (1976).