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Pentafluorophenol

Description Reference

Pentafluorophenol

CAS No.771-61-9
Chemical Name:Pentafluorophenol
CBNumber:CB0135306
Molecular Formula:C6HF5O
Formula Weight:184.06
MOL File:771-61-9.mol

Pentafluorophenol Property

Melting point 34-36 °C (lit.)
Boiling point 143 °C (lit.)
Density 1.757
refractive index 1.4270
Flash point 162 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Methanol (Slightly)
pka 5.50±0.33(Predicted)
form Low Melting Crystalline Solid
color White to almost white
Specific Gravity 1.757
Water Solubility soluble
BRN 1912584
Stability Stable. Incompatible with strong oxidizing agents, bases, acid chlorides, acid anhydrides.
InChIKey XBNGYFFABRKICK-UHFFFAOYSA-N
CAS DataBase Reference 771-61-9(CAS DataBase Reference)
FDA UNII A2YCF0YUHA
NIST Chemistry Reference Phenol, pentafluoro-(771-61-9)
EPA Substance Registry System Pentafluorophenol (771-61-9)
UNSPSC Code 12352104
NACRES NA.22

Safety

Hazard Codes :Xi,T,C,Xn
Risk Statements :36/37/38-34-20/21/22-63-43-23/24/25-45-67-40
Safety Statements :26-36-45-36/37/39-36/37-24/25-23-53
RIDADR :2811
WGK Germany :3
RTECS :SM6680000
F :3
Hazard Note :Toxic/Irritant
TSCA :T
HazardClass :8
PackingGroup :III
HS Code :29081000
Toxicity :LD50 scu-rat: 322 mg/kg IZSBAI 3,91,65

NFPA 704:

	2
3		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302+H312
Precautionary statements P264-P270-P280-P301+P312-P302+P352+P312-P362+P364

Pentafluorophenol Price More Price(7)

Brand: Sigma-Aldrich(India)
Product number: 103799
Product name : Pentafluorophenol
Purity: ReagentPlus?, ≥99%
Packaging: 5G
Price: ₹2457.28
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 103799
Product name : Pentafluorophenol
Purity: ReagentPlus?, ≥99%
Packaging: 10G
Price: ₹4180
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 103799
Product name : Pentafluorophenol
Purity: ReagentPlus?, ≥99%
Packaging: 100G
Price: ₹24850
Updated: 2022/06/14
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Brand: TCI Chemicals (India)
Product number: P0919
Product name : Pentafluorophenol
Purity: min. 98.0 %
Packaging: 10G
Price: ₹4000
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: P0919
Product name : Pentafluorophenol
Purity: min. 98.0 %
Packaging: 25G
Price: ₹6800
Updated: 2022/05/26
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Pentafluorophenol Chemical Properties,Usage,Production

Description Pentafluorophenol can be used for the preparation of penta-fluorophenyl esters for peptide synthesis. It is used in the preparation of pentafluorophenyl esters for peptide synthesis and vulcanized polymers. It is also used for peptide coupling and heterocyclic acid derivatives. It is involved in the preparation of pentafluorophenyl formate which acts as a formulating agent for amines and amino acids. It can be used for synthesizing novel reagents which can achieve highly diastereoselective acetal cleavage.
Reference 3. Ishihara, Kazuaki, N. Hanaki, and H. Yamamoto. "Highly diastereoselective acetal cleavages using novel reagents prepared from organoaluminum and pentafluorophenol" Cheminform 25.9(2010):no-no.
Chemical Properties White solid
Uses For the preparation of pentafluorophenyl esters for peptide synthesis.
Uses Used for the preparation of pentafluorophenyl esters for peptide synthesis
Uses Pentafluorophenol is used in the preparation of pentafluorophenyl esters for peptide synthesis and vulcanized polymers. It is also used for peptide coupling and heterocyclic acid derivatives. It is involved in the preparation of pentafluorophenyl formate which acts as a formulating agent for amines and amino acids.
Application Pentafluorophenol can be used as a reactant to synthesize pentafluorophenyl esters from:
- N-protected amino acid in the presence of dicyclohexylcarbodiimide and ethyl acetate.
- t-Butoxycarbonyl-L-alanylglycinein the presence of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride.
- Aliphatic dicarboxylic acids in the presence of pyridine, diisopropylcarbodiimide, and acetonitrile.
It can also be used as a reactant to synthesize pentafluorophenyl formate which can be used as a formylating agent in organic synthesis.
Synthesis Reference(s) The Journal of Organic Chemistry, 54, p. 5502, 1989 DOI: 10.1021/jo00284a022
General Description Pentafluorophenol is widely used as a precursor in both solution and solid-phase peptide synthesis. It is also involved in the preparation of aromatic fluoro derivatives.
reaction suitability reaction type: Addition Reactions
Safety Profile scu-rat LD50:322 mg/kg IZSBAI 3,91,65
Purification Methods Pentafluorophenol is a hygroscopic low melting solid not freely soluble in H2O. Purify it by distillation, preferably in a vacuum [Forbes et al. J Chem Soc 2019 1959, IR and pKa: Birchall & Haszeldine J Chem Soc 13 1959]. IRofafilmhas max 3600 (OH) and 1575 (fluoroaromatic breathing) cm-1 . The benzoyl derivative has m 74-75o, 3,4-dinitrobenzoyl derivative has m 107o, the tosylate has m 64-65o (from EtOH) and the K salt crystallises from Me2CO, m 242o(dec), with 1H2O-salt the m is 248o(dec) and the 2H2O-salt has m 245o(dec). [Beilstein 6 IV 782.]