pentafluorobenzoyl chloride

• ChemBase ID: 9589
• Molecular Formular: C7ClF5O
• Molecular Mass: 230.519316
• Monoisotopic Mass: 229.9557834
• SMILES: C(=O)(c1c(c(c(c(c1F)F)F)F)F)Cl
• Canonical SMILES: Fc1c(F)c(C(=O)Cl)c(c(c1F)F)F
• InChI: InChI=1S/C7ClF5O/c8-7(14)1-2(9)4(11)6(13)5(12)3(1)10
• InChIKey: MYHOHFDYWMPGJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentafluorobenzoyl chloride
• IUPAC Traditional name: pentafluorobenzoyl chloride
• Synonyms: Pentafluorobenzoyl chloride; Pentafluorobenzoic acid chloride; Pentafluorobenzoyl chloride; 2,3,4,5,6-Pentafluorobenzoic acid chloride; 2,3,4,5,6-Pentafluorobenzoyl chloride; NSC 97002; Pentafluorobenzoyl chloride; Perfluorobenzoyl chloride 99%; Perfluorobenzoyl Chloride; 2,3,4,5,6-PENTAFLUOROBENZOYL CHLORIDE; 2,3,4,5,6-Pentafluorobenzoyl chloride; 五氟苯甲酰氯; 五氟苯甲酰氯; 五氟苯酰氯; 2,3,4,5,6-五氟苯甲酰氯

Database IDs

• CAS Number: 2251-50-5; 2251-50-5
• EC Number: 218-842-4
• MDL Number: MFCD00000657
• Beilstein Number: 2054397
• PubChem SID: 24846622; 160972896; 24887042; 24898130; 24887041
• PubChem CID: 75256

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.8776681
• LogD (pH = 7.4): 2.8776681
• Log P: 2.8776681
• Molar Refractivity: 38.2547 cm^3
• Polarizability: 13.5756035 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 158 - 159°C; 158-159 °C(lit.); 158-159°C; 158-159°C
• Density: 1.6 g/ml; 1.601; 1.601 g/mL at 25 °C(lit.); 1.668
• Refractive Index: 1.4530; 1.4535; 1.4536; n20/D 1.453; n20/D 1.453(lit.)

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Corrosive/Lachrymatory/Moisture Sensitive/Store under Argon; LACHRYMATOR, CORROSIVE; Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 1760; 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Australian Hazchem: 2X
• Risk Statements: 14-34; R:14-34
• Safety Statements: 26-36/37/39-45; 8-26-30-36/37/39-45-60; S:27/28-30-36/37/39-45
• EU Classification: C9
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: false; 否
• 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
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2
• Supplemental Hazard Statements: Reacts violently with water.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (GC); ≥99.0% (GC); 98%; 99%
• Grade: puriss.
• Linear Formula: C6F5COCl

DETAILS

MP Biomedicals - 02156090

1 ml = approx. 1.60 g

Apollo Scientific Ltd - PC5530

Useful reagent for the derivatisation of primary amines, etc for GC analysis.

Sigma Aldrich - 103772

Application
Derivatizing agent for GC.
Packaging
1, 5, 25 g in ampule

Sigma Aldrich - 76732

Other Notes
Sensitive derivatizing reagent for the analysis of amines, amides and phenols by electron capture gas chromatography1

Toronto Research Chemicals - P270300

Pentafluorobenzoyl Chloride is a useful analytical reagent in the derivatization amphetamines as well as other primary amines.

REFERENCES

• Koster, E. et al.: Analyst, 127, 598 (2002)
• Reagent for the preparation of derivatives of primary amines, etc. for GC. For monographs on GC reagents, see: D. R. Knapp, Handbook of Analytical Derivatisation Reactions, Wiley, N.Y. (1979); Handbook of Derivatives for Chromatography, 2nd ed., K. Blau and J. M. Halket, Eds., Wiley, Chichester (1993).