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771-61-9

Basic Information
CAS No.: 771-61-9
Name: Pentafluorophenol
Article Data: 79
Molecular Structure:
Molecular Structure of 771-61-9 (Pentafluorophenol)
Formula: C6HF5O
Molecular Weight: 184.065
Synonyms: Phenol,pentafluoro- (6CI,7CI,8CI,9CI);2,3,4,5,6-Pentafluorophenol;Hydroxypentafluorobenzene;NSC 21627;Pentafluorohydroxybenzene;Perfluorophenol;
EINECS: 212-235-8
Density: 1.689 g/cm3
Melting Point: 34-36 °C(lit.)
Boiling Point: 146.3 °C at 760 mmHg
Flash Point: 72.2 °C
Solubility: soluble in water
Appearance: white solid
Hazard Symbols: IrritantXi,ToxicT,CorrosiveC
Risk Codes: 36/37/38-34-20/21/22-63-43-23/24/25-45
Safety: 26-36-45-36/37/39-36/37-24/25-23-53
PSA: 20.23000
LogP: 2.08770
Synthetic route
1256490-52-4

(S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester

A

56-41-7

L-alanin

B

771-61-9

2,3,4,5,6-pentafluorophenol

C

108-95-2

phenol

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 25 - 60℃; for 4h; Reagent/catalyst; Temperature; Solvent;A 94.2%
B 95.7%
C 98.2%
848609-02-9

dimethyl pentafluorophenylboronate

771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With dihydrogen peroxide In water; toluene at 10 - 20℃; for 14.08h;97.4%
392-56-3

Hexafluorobenzene

771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With water; potassium hydroxide at 160℃; under 4500.45 Torr; for 5h; Pressure; Reagent/catalyst; Temperature;97%
With water; sodium hydroxide at 120 - 125℃; for 2h; Temperature; Reagent/catalyst; Autoclave;95%
With N,N-didodecylamine; sodium hydroxide In water at 150℃; for 3h; Temperature; Autoclave;93.2%
363-72-4

Pentafluorobenzene

771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With tetraethoxy orthosilicate; dihydrogen peroxide; cetyltrimethylammonim bromide; copper(II) nitrate In acetonitrile at 65℃; for 3h; Solvent; Reagent/catalyst; Molecular sieve;96%
Stage #1: Pentafluorobenzene In 1,4-dioxane for 3h; Reflux;
Stage #2: With dihydrogen peroxide; cobalt(II) acetate In 1,4-dioxane Reagent/catalyst; Reflux;
94.9%
With sulfolane; potassium hydroxide In water at 120℃; under 6000.6 Torr; for 8h; Autoclave; Inert atmosphere;87.3%
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride; bromine / 18 h / 45 °C
2.1: magnesium / tetrahydrofuran / 5 h / 40 - 45 °C / Inert atmosphere; Large scale
2.2: 2 h / -5 °C / Inert atmosphere; Large scale
2.3: 0.5 h / Inert atmosphere; Large scale
3.1: dihydrogen peroxide / water; tetrahydrofuran / 3 h / 70 °C
View Scheme
1109-15-5

tris(pentafluorophenyl)borate

771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With dihydrogen peroxide at 20℃; for 14h;95.8%
With dihydrogen peroxide at 20℃; for 3h;92.6%
267006-38-2

pentafluorophenylboronic acid isopropyl ester

771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With dihydrogen peroxide In water; 1,3,5-trimethyl-benzene at 10 - 20℃; for 16.8h;95.7%
1582-24-7

pentafluorophenylboronic acid

771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol at 40℃; for 0.0466667h; Temperature; Time; Solvent; Inert atmosphere;95.2%
With dihydrogen peroxide In tetrahydrofuran; water at 70℃; for 3h; Temperature;94.1%
With dihydrogen peroxide In toluene at 20 - 50℃; for 24h; Temperature; Solvent; Reagent/catalyst;85%
With dihydrogen peroxide at 20℃; Flow reactor;85.8%
With dihydrogen peroxide at 10 - 15℃; for 6h; Temperature;80%
18595-35-2

2-(2,4-dinitrophenylthio)ethanol

1252553-69-7

pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate

A

771-61-9

2,3,4,5,6-pentafluorophenol

B

1252553-78-8

2-(2,4-dinitrophenylthio)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran for 24h;A n/a
B 90%
344-04-7

bromopentafluorobenzene

771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With copper(I) oxide; sodium carbonate; sodium hydroxide In water at 20 - 140℃; for 5h; Autoclave;89%
With sulfolane; palladium on activated charcoal; potassium hydroxide In water at 150℃; under 7500.75 Torr; for 10h; Reagent/catalyst; Temperature; Pressure; Autoclave; Inert atmosphere;84.7%
With potassium hydroxide In ammonia at -33℃; for 2h;8.2 mmol
67-56-1

methanol

152342-45-5

2,4,5,6-tetrafluoro-3-(pentafluorophenoxy)-6-phenyl-2,4-cyclohexadienone

A

771-61-9

2,3,4,5,6-pentafluorophenol

B

2,4,5,6-tetrafluoro-3-methoxy-6-phenyl-2,4-cyclohexadienone

Conditions
ConditionsYield
at 60℃; for 4h;A n/a
B 86%
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Chemistry

The molecular formula of Pentafluorophenol(771-61-9) is C6HF5O  and its formula weight is  184.06.
The density of Pentafluorophenol(771-61-9)  is 1.757  and it has a  melting point of  34-36 °C(lit.). The boiling point is  143 °C(lit.). The refractive index is about 1.4270. Its flash point is  162 °F.
The chemical synonyms of Pentafluorophenol(771-61-9) are PFP-OH;PERFLUOROPHENOL;PENTAFLUOROPHENOL;C6F5OH;pentafluoro-pheno;phenol,pentafluoro-;2,3,4,5,6-PENTAFLUOROHYDROXYBENZENE;2,3,4,5,6-PENTAFLUOROPHENOL
The molecular structure of Pentafluorophenol(771-61-9):

Uses

Used as intermediates of medicine, pesticide, liquid crystal materials. 

Toxicity Data With Reference

1.   

scu-rat LD50:322 mg/kg

   IZSBAI    Izvestiya Sibirskogo Otdeleniya Akademii Nauk S.S.S.R., Seriya Biologomeditsinskikh Nauk. 3 (1965),91.
2.   

scu-mus LD50:283 mg/kg

   IZSBAI    Izvestiya Sibirskogo Otdeleniya Akademii Nauk S.S.S.R., Seriya Biologomeditsinskikh Nauk. 3 (1965),91.
3.   

orl-mam LD50:330 mg/kg

   GISAAA    Gigiena i Sanitariya. 45 (10)(1980),16.
4.   

skn-mam LD50:1120 mg/kg

   GISAAA    Gigiena i Sanitariya. 45 (10)(1980),16.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by ingestion and subcutaneous routes. Moderately toxic by skin contact. When heated to decomposition it emits toxic fumes of F. See also FLUORIDES.
Hazard Codes  Xi,T,C
Risk Statements  36/37/38-34-20/21/22-63-43-23/24/25-45
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

Specification

Storage
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Wash clothing before reuse.
Incompatibilities
Oxidizing agents.
Stability
Stable under normal temperatures and pressures.
Decomposition
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen fluoride.
Combustion Products
Fire may produce irritating, corrosive and/or toxic gases.
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