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High quality Pentafluorophenol
Cas No: 771-61-9
No Data 1 Kilogram 2-3 Metric Ton/Month Hangzhou Maytime Bio-Tech Co.,Ltd. Contact Supplier
Pentafluorophenol
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USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality 2,3,4,5,6-Pentafluorophenol supplier in China
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Best quality Pentafluorophenol CAS 771-61-9 with fast delivery
Cas No: 771-61-9
USD $ 55.0-55.0 / Kilogram 1 Kilogram 300 Metric Ton/Month Wuhan Fortuna Chemical Co.,Ltd Contact Supplier
771-61-9 Pentafluorophenol
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2,3,4,5,6-Pentafluorophenol (OH=1)
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High Quality 99% 771-61-9 Pentafluorophenol Manufacturer
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USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Factory Supply Pentafluorophenol
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2,3,4,5,6-Pentafluorophenol
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No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
2,3,4,5,6-Pentafluorophenol
Cas No: 771-61-9
USD $ 1.0-2.0 / Metric Ton 1 Metric Ton 500 Metric Ton/Week Hebei yanxi chemical co.,LTD. Contact Supplier

771-61-9 Usage

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.

Purification Methods

It 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.]

Safety Profile

scu-rat LD50:322 mg/kg IZSBAI 3,91,65

Uses

Used for the preparation of pentafluorophenyl esters for peptide synthesis

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.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 5502, 1989 DOI: 10.1021/jo00284a022

Chemical Properties

White solid
InChI:InChI=1/C6HF5O.K/c7-1-2(8)4(10)6(12)5(11)3(1)9;/h12H;/q;+1/p-1

771-61-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (P0919)  Pentafluorophenol  >98.0%(GC) 771-61-9 10g 500.00CNY Detail
TCI America (P0919)  Pentafluorophenol  >98.0%(GC) 771-61-9 25g 870.00CNY Detail
Alfa Aesar (A15574)  Pentafluorophenol, 99%    771-61-9 5g 202.0CNY Detail
Alfa Aesar (A15574)  Pentafluorophenol, 99%    771-61-9 25g 857.0CNY Detail
Alfa Aesar (A15574)  Pentafluorophenol, 99%    771-61-9 100g 2102.0CNY Detail
Aldrich (103799)  Pentafluorophenol  ReagentPlus®, ≥99% 771-61-9 103799-5G 251.55CNY Detail
Aldrich (103799)  Pentafluorophenol  ReagentPlus®, ≥99% 771-61-9 103799-10G 453.96CNY Detail
Aldrich (103799)  Pentafluorophenol  ReagentPlus®, ≥99% 771-61-9 103799-100G 4,912.83CNY Detail
Vetec (V900751)  Pentafluorophenol  Vetec reagent grade, 98% 771-61-9 V900751-5G 197.73CNY Detail
Supelco (442745)  Pentafluorophenol  analytical standard 771-61-9 000000000000442745 911.43CNY Detail
Supelco (48718)  Pentafluorophenolsolution  2000 μg/mL in methylene chloride, analytical standard 771-61-9 000000000000048718 449.28CNY Detail

771-61-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Pentafluorophenol

1.2 Other means of identification

Product number -
Other names Pentaflurophenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:771-61-9 SDS

771-61-9Synthetic route

(S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester
1256490-52-4

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

A

L-alanin
56-41-7

L-alanin

B

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

C

phenol
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%
dimethyl pentafluorophenylboronate
848609-02-9

dimethyl pentafluorophenylboronate

2,3,4,5,6-pentafluorophenol
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%
Hexafluorobenzene
392-56-3

Hexafluorobenzene

2,3,4,5,6-pentafluorophenol
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%
Pentafluorobenzene
363-72-4

Pentafluorobenzene

2,3,4,5,6-pentafluorophenol
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
tris(pentafluorophenyl)borate
1109-15-5

tris(pentafluorophenyl)borate

2,3,4,5,6-pentafluorophenol
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%
pentafluorophenylboronic acid isopropyl ester
267006-38-2

pentafluorophenylboronic acid isopropyl ester

2,3,4,5,6-pentafluorophenol
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%
pentafluorophenylboronic acid
1582-24-7

pentafluorophenylboronic acid

2,3,4,5,6-pentafluorophenol
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%
2-(2,4-dinitrophenylthio)ethanol
18595-35-2

2-(2,4-dinitrophenylthio)ethanol

pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

2-(2,4-dinitrophenylthio)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
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%
bromopentafluorobenzene
344-04-7

bromopentafluorobenzene

2,3,4,5,6-pentafluorophenol
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
methanol
67-56-1

methanol

2,4,5,6-tetrafluoro-3-(pentafluorophenoxy)-6-phenyl-2,4-cyclohexadienone
152342-45-5

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

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

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

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

Conditions
ConditionsYield
at 60℃; for 4h;A n/a
B 86%
1-chloro-2,3,4,5,6-pentafluorobenzene
344-07-0

1-chloro-2,3,4,5,6-pentafluorobenzene

2,3,4,5,6-pentafluorophenol
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;85%
2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
Stage #1: 2,3,4,5,6-pentafluoroaniline With hydrogenchloride; tert.-butylnitrite In water at 0 - 5℃; for 1h;
Stage #2: With copper(l) chloride In water; acetonitrile at 20 - 30℃; Reagent/catalyst; Solvent; Temperature;
85%
sodium ethanolate
141-52-6

sodium ethanolate

2,3,4,5,6-Pentafluoro-benzenesulfonic acid pentafluorophenyl ester
140200-31-3

2,3,4,5,6-Pentafluoro-benzenesulfonic acid pentafluorophenyl ester

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

sodium p-ethoxytetrafluorobenzenesulphonate

sodium p-ethoxytetrafluorobenzenesulphonate

C

Sodium; 2,4,6-triethoxy-3,5-difluoro-benzenesulfonate
135736-88-8

Sodium; 2,4,6-triethoxy-3,5-difluoro-benzenesulfonate

Conditions
ConditionsYield
In ethanol at 80℃; for 10h; 1a:EtONa = 1:6;A 81.5%
B 50.1%
C 61.9%
Pentafluoroanisole
389-40-2

Pentafluoroanisole

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With aluminum (III) chloride In 1,2-dichloro-ethane at 50 - 60℃; for 4h;80%
With hydrogen iodide
With aluminium trichloride at 120℃;
With N,N,N,N-tetraethylammonium tetrafluoroborate In acetonitrile
2,3,4,5,6-Pentafluoro-benzenesulfonic acid pentafluorophenyl ester
140200-31-3

2,3,4,5,6-Pentafluoro-benzenesulfonic acid pentafluorophenyl ester

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

C6F4O4S(2-)*2Na(1+)
135736-85-5

C6F4O4S(2-)*2Na(1+)

Conditions
ConditionsYield
With sodium hydroxide In water at 100℃; for 10h;A 79.3%
B 100 mg
With hydrogenchloride; sodium hydroxide 1) H2O, 100 degC, 10 h; Yield given. Multistep reaction. Yields of byproduct given;
2,2-bis(hydroxymethyl)butanoic acid
10097-02-6

2,2-bis(hydroxymethyl)butanoic acid

bis(pentafluorophenyl)carbonate
59483-84-0

bis(pentafluorophenyl)carbonate

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

pentafluorophenyl 5-ethyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-70-0

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

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran at 20℃; for 20h;A n/a
B 75%
sodium ethanolate
141-52-6

sodium ethanolate

2,3,4,5,6-Pentafluoro-benzenesulfonic acid pentafluorophenyl ester
140200-31-3

2,3,4,5,6-Pentafluoro-benzenesulfonic acid pentafluorophenyl ester

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

pentafluorophenyl p-ethoxytetrafluorobenzenesulphonate

pentafluorophenyl p-ethoxytetrafluorobenzenesulphonate

C

sodium p-ethoxytetrafluorobenzenesulphonate

sodium p-ethoxytetrafluorobenzenesulphonate

Conditions
ConditionsYield
In ethanol at 80℃; for 10h; 1a:EtONa = 1:1;A 72.8%
B 19%
C 20.1%
pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

1-bromo-3-propanol
627-18-9

1-bromo-3-propanol

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

3-bromopropyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-75-5

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

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran for 24h;A n/a
B 70%
pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

benzyl alcohol
100-51-6

benzyl alcohol

A

2-methyl-2-(benzyloxycarbonyl)-1,3-trimethylene carbonate
247142-68-3

2-methyl-2-(benzyloxycarbonyl)-1,3-trimethylene carbonate

B

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran for 24h;A 68%
B n/a
pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

allyl alcohol
107-18-6

allyl alcohol

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

5-methyl-5-allyloxycarbonyl-1 ,3-dioxane-2-one
532424-75-2

5-methyl-5-allyloxycarbonyl-1 ,3-dioxane-2-one

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran for 24h;A n/a
B 65%
pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

propargyl alcohol
107-19-7

propargyl alcohol

A

propargyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
945841-51-0

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

B

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran at 20℃; for 24h;A 65%
B n/a
2-(tetrahydropyran-2-yloxy)ethanol
2162-31-4

2-(tetrahydropyran-2-yloxy)ethanol

pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

2-(tetrahydro-2H-pyran-2-yloxy)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1075204-22-6

2-(tetrahydro-2H-pyran-2-yloxy)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran for 24h;A n/a
B 65%
pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

2-(2-(Pyridin-2-yl)disulfanyl)ethanol
111625-28-6

2-(2-(Pyridin-2-yl)disulfanyl)ethanol

A

2-(pyridin-2-yl-disulfanyl)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate

2-(pyridin-2-yl-disulfanyl)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate

B

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran for 24h;A 65%
B n/a
pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

2-(N-tert-butoxycarbonylamino)ethanol
26690-80-2

2-(N-tert-butoxycarbonylamino)ethanol

A

2-(tert-butoxycarbonylamino)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate

2-(tert-butoxycarbonylamino)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate

B

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran for 24h;A 65%
B n/a
C48H64N4O8

C48H64N4O8

(2,3,4,5,6-pentafluorophenyl)pyridine-2-carboxylate
188837-53-8

(2,3,4,5,6-pentafluorophenyl)pyridine-2-carboxylate

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

5,17-di-t-butyl-11,23-dinitro-26,28-dipicolinamidopropoxy-25,27-dipropoxycalix[4]arene

5,17-di-t-butyl-11,23-dinitro-26,28-dipicolinamidopropoxy-25,27-dipropoxycalix[4]arene

Conditions
ConditionsYield
In chloroform at 20℃;A n/a
B 64%
ethanol
64-17-5

ethanol

pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

A

2-ethoxycarbonyl-2-methyltrimethylene carbonate
651718-45-5

2-ethoxycarbonyl-2-methyltrimethylene carbonate

B

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuranA 56%
B n/a
2-(2-methoxyethoxy)ethyl alcohol
111-77-3

2-(2-methoxyethoxy)ethyl alcohol

pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

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

A

2-(2-methoxyethoxy)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1006903-36-1

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

B

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With cesium fluoride In tetrahydrofuran for 24h;A 50%
B n/a
dihydrogen peroxide
7722-84-1

dihydrogen peroxide

pentafluorophenyl lithium
1076-44-4

pentafluorophenyl lithium

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With Trimethyl borate In tetrahydrofuran reaction in presence of (CH3O)3B at -70°C, 90 minutes;;39%
With (CH3O)3B In tetrahydrofuran reaction in presence of (CH3O)3B at -70°C, 90 minutes;;39%
4-nitro-phenol
100-02-7

4-nitro-phenol

pentafluorophenyl acetate
19220-93-0

pentafluorophenyl acetate

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

4-nitrophenol acetate
830-03-5

4-nitrophenol acetate

Conditions
ConditionsYield
In water; acetonitrile at 25℃; Rate constant; Mechanism; pH 7.00;
Hexafluorobenzene
392-56-3

Hexafluorobenzene

A

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

B

4-hydroxy-2,3,5,6-tetrafluoronitrobenzene
20994-04-1

4-hydroxy-2,3,5,6-tetrafluoronitrobenzene

Conditions
ConditionsYield
With sodium nitrite In dimethyl sulfoxide at 160 - 170℃; for 5h; Yield given. Yields of byproduct given;
Pentafluoropyridine
700-16-3

Pentafluoropyridine

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

4-pentafluorophenoxy-2,3,5,6-tetrafluoropyridine
69585-26-8

4-pentafluorophenoxy-2,3,5,6-tetrafluoropyridine

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether In acetonitrile at 80℃; for 1h; ratio of pentafluoropyridine and pentafluorophenol 1:0.1;100%
With cesium fluoride In N,N-dimethyl-formamide at 80℃; for 1h; Product distribution; other reagents, time;95%
2,6-bis-pentafluorophenoxy-3,4,5-trifluoropyridine
69620-40-2

2,6-bis-pentafluorophenoxy-3,4,5-trifluoropyridine

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

2,4,6-tris(2,3,4,5,6-pentafluorophenoxy)-3,5-difluoropyridine

2,4,6-tris(2,3,4,5,6-pentafluorophenoxy)-3,5-difluoropyridine

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether In acetonitrile at 80℃; for 5h;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 1h;100%
With dicyclohexyl-carbodiimide In dichloromethane at 25℃;92%
With dicyclohexyl-carbodiimide In 1,4-dioxane for 2h;86.5%
With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 1.75h;
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

N-(pentafluorophenyl)carbonimidoyl dichloride
64317-34-6

N-(pentafluorophenyl)carbonimidoyl dichloride

C19F15NO2
94055-40-0

C19F15NO2

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃; for 5h;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Fmoc-Pro-OH
71989-31-6

Fmoc-Pro-OH

Fmoc-L-proline pentafluorophenyl ester
125281-38-1, 86060-90-4

Fmoc-L-proline pentafluorophenyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane for 1h; Esterification;100%
With dicyclohexyl-carbodiimide In ethyl acetate 0 deg C, 1 h; r.t., 1 h;82%
With dicyclohexyl-carbodiimide In ethyl acetate at 0℃; for 2h; Yield given;
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

N-<1-(4-biphenylyl)-1-methylethoxycarbonyl>-2-(acetamidomethyl)-L-cysteine
74706-03-9

N-<1-(4-biphenylyl)-1-methylethoxycarbonyl>-2-(acetamidomethyl)-L-cysteine

N<1-(4-biphenylyl)-1-methylethoxycarbonyl>-S-(acetamidomethyl)-L-cysteine pentafluorophenyl ester
73363-56-1

N<1-(4-biphenylyl)-1-methylethoxycarbonyl>-S-(acetamidomethyl)-L-cysteine pentafluorophenyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In ethyl acetate at 0℃; for 1h;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Boc-Lys(Z)-Lys(Z)-Gly-OH
112471-83-7

Boc-Lys(Z)-Lys(Z)-Gly-OH

Boc-Lys(Z)-Lys(Z)-Gly-OPFP
141914-54-7

Boc-Lys(Z)-Lys(Z)-Gly-OPFP

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide100%
With dicyclohexyl-carbodiimide100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

5-tert-butoxycarbonylamino-2-phenyl-1,3-dioxane-5-carboxylic acid
154627-63-1

5-tert-butoxycarbonylamino-2-phenyl-1,3-dioxane-5-carboxylic acid

pentafluorophenyl 5-tert-butoxycarbonylamino-2-phenyl-1,3-dioxane-5-carboxylate
154627-60-8

pentafluorophenyl 5-tert-butoxycarbonylamino-2-phenyl-1,3-dioxane-5-carboxylate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at -20 - 20℃; for 16h;100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at -20 - 20℃; for 16h;99%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Fmoc-D-DMTP-Pro-OH
141636-68-2

Fmoc-D-DMTP-Pro-OH

Fmoc-D-DMPT-Pro-OPfp
141636-69-3

Fmoc-D-DMPT-Pro-OPfp

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In ethyl acetate; N,N-dimethyl-formamide at 5 - 20℃; for 3h;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

pentafluorophenyl diphenyl-phosphinate
138687-69-1

pentafluorophenyl diphenyl-phosphinate

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane for 1h; Ambient temperature;100%
With 1H-imidazole In dichloromethane at 25℃; for 3h;97%
With 1H-imidazole In dichloromethane Ambient temperature;92%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

6-(1-t-butoxycarbonyl-2,3,4,5-tetrahydro-2-pyrrolyl)-5-hexenoic acid

6-(1-t-butoxycarbonyl-2,3,4,5-tetrahydro-2-pyrrolyl)-5-hexenoic acid

2-((Z)-5-Pentafluorophenyloxycarbonyl-pent-1-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

2-((Z)-5-Pentafluorophenyloxycarbonyl-pent-1-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In ethyl acetate for 2.5h;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

5-nitro-1-(phenylmethyl)-1H-imidazole-4-carboxylic acid
69195-96-6

5-nitro-1-(phenylmethyl)-1H-imidazole-4-carboxylic acid

1-Benzyl-5-nitro-1H-imidazole-4-carboxylic acid pentafluorophenyl ester
204527-99-1

1-Benzyl-5-nitro-1H-imidazole-4-carboxylic acid pentafluorophenyl ester

Conditions
ConditionsYield
With ethyl acetate; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 3h;100%
With dicyclohexyl-carbodiimide In ethyl acetate; N,N-dimethyl-formamide 1) 0 deg C, 1 h; 2) rt, 1 h;95%
With dicyclohexyl-carbodiimide In ethyl acetate; N,N-dimethyl-formamide 1.) 0 deg C, 3 h, 2.) room temperature, 1 h;95%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

2-((S)-1-{[2-({(S)-2-[(2-{6-Benzyloxymethyl-2-[2-((S)-1-tert-butoxycarbonylamino-ethyl)-5-methyl-oxazol-4-yl]-pyridin-3-yl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-methyl)-5-methyl-oxazole-4-carbonyl]-amino}-ethyl)-thiazole-4-carboxylic acid
216481-09-3

2-((S)-1-{[2-({(S)-2-[(2-{6-Benzyloxymethyl-2-[2-((S)-1-tert-butoxycarbonylamino-ethyl)-5-methyl-oxazol-4-yl]-pyridin-3-yl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-methyl)-5-methyl-oxazole-4-carbonyl]-amino}-ethyl)-thiazole-4-carboxylic acid

C51H50F5N9O10S2
216481-10-6

C51H50F5N9O10S2

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane100%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; Esterification;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Boc-β3-HTrp-β3-HPhe-β3-HThr(OBn)-β3-HLys(2-Cl-Z)-OH

Boc-β3-HTrp-β3-HPhe-β3-HThr(OBn)-β3-HLys(2-Cl-Z)-OH

Boc-β3-HTrp-β3-HPhe-β3-HThr(OBn)-β3-HLys(2-Cl-Z)-OC6F5

Boc-β3-HTrp-β3-HPhe-β3-HThr(OBn)-β3-HLys(2-Cl-Z)-OC6F5

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide Esterification;100%
propargyl chloroformate
35718-08-2

propargyl chloroformate

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

propargyl pentafluorophenyl carbonate
439912-32-0

propargyl pentafluorophenyl carbonate

Conditions
ConditionsYield
With ethyl azide In diethyl ether at 0℃; for 7h;100%
With triethylamine In dichloromethane at -10℃; for 4h;98%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

(2'-azido-biphenyl-2-yl)-acetic acid
683277-82-9

(2'-azido-biphenyl-2-yl)-acetic acid

(2'-azido-biphenyl-2-yl)-acetic acid pentafluorophenyl ester
683277-83-0

(2'-azido-biphenyl-2-yl)-acetic acid pentafluorophenyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃;100%
6-(4-(tert-butoxycarbonyl)piperazin-1-yl)-5-chloronicotinic acid
683241-92-1

6-(4-(tert-butoxycarbonyl)piperazin-1-yl)-5-chloronicotinic acid

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

tert-butyl 4-(3-chloro-5-((perfluorophenoxy)carbonyl)pyridin-2-yl)piperazine-1-carboxylate
683241-96-5

tert-butyl 4-(3-chloro-5-((perfluorophenoxy)carbonyl)pyridin-2-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 16h;100%
With dicyclohexyl-carbodiimide In ethyl acetate at 0 - 20℃; for 16h;
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

benzyl chloroformate
501-53-1

benzyl chloroformate

benzyl (perfluorophenyl) carbonate

benzyl (perfluorophenyl) carbonate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
With 4-methyl-morpholine; dmap In dichloromethane at 0℃; for 0.55h; Inert atmosphere;89%
With pyridine In dichloromethane at 0 - 20℃;89%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Boc-Tyr(t-Bu)-OH
47375-34-8

Boc-Tyr(t-Bu)-OH

Boc-Tyr(tBu)-OPfp

Boc-Tyr(tBu)-OPfp

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

4-t-butylphenylacetic acid
32857-63-9

4-t-butylphenylacetic acid

pentafluorophenyl 2-(4-tert-butylphenyl)acetate
681810-54-8

pentafluorophenyl 2-(4-tert-butylphenyl)acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 16h;100%
3-methoxy-2-methylsulfanylmethyl-benzoic acid
755014-13-2

3-methoxy-2-methylsulfanylmethyl-benzoic acid

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

pentafluorophenyl 2-(methylthiomethyl)-3-methoxybenzoate

pentafluorophenyl 2-(methylthiomethyl)-3-methoxybenzoate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In ethyl acetate for 1h;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Boc-D-Pen-OH
119222-62-7

Boc-D-Pen-OH

(2,2-Dimethyl4-oxo-thietan-3-yl)-carbamic acid tert-butyl ester

(2,2-Dimethyl4-oxo-thietan-3-yl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With 1,2-dichloro-ethane In dichloromethane100%
1,4,7,10-tetraazacyclododecane-1,7-bis(t-butyloxycarbonyl-methyl)-4,10-bis[2-(R)-pentanedioic acid, 1-t-butyl ester]
914639-15-9

1,4,7,10-tetraazacyclododecane-1,7-bis(t-butyloxycarbonyl-methyl)-4,10-bis[2-(R)-pentanedioic acid, 1-t-butyl ester]

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

1,4,7,10-tetraazacyclododecane-1,7-bis(t-butyloxycarbonyl-methyl)-4,10-bis[2-(R)-pentanedioic acid, 1-t-butyl-5-pentafluorophenyl ester]
914639-12-6

1,4,7,10-tetraazacyclododecane-1,7-bis(t-butyloxycarbonyl-methyl)-4,10-bis[2-(R)-pentanedioic acid, 1-t-butyl-5-pentafluorophenyl ester]

Conditions
ConditionsYield
With PS-CDI for 2h; Polystyrene;100%
(2S)-3-(4-benzyloxy-3'-{(2S)-2-[{(2S)-5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyl}-(methyl)-amino]-3-methoxy-3-oxo-propyl}-4'-fluoro-biphenyl-3-yl)-2-benzyloxycarbonylamino-propionic acid
856223-02-4

(2S)-3-(4-benzyloxy-3'-{(2S)-2-[{(2S)-5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyl}-(methyl)-amino]-3-methoxy-3-oxo-propyl}-4'-fluoro-biphenyl-3-yl)-2-benzyloxycarbonylamino-propionic acid

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

pentafluorophenyl (2S)-3-(4-benzyloxy-3'-{(2S)-2-[{(2S)-5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyl}-(methyl)-amino]-3-methoxy-3-oxo-propyl}-4'-fluoro-biphenyl-3-yl)-2-benzyloxycarbonylamino-propanoate
856223-15-9

pentafluorophenyl (2S)-3-(4-benzyloxy-3'-{(2S)-2-[{(2S)-5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyl}-(methyl)-amino]-3-methoxy-3-oxo-propyl}-4'-fluoro-biphenyl-3-yl)-2-benzyloxycarbonylamino-propanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at -25 - 20℃;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

bis[tris(trimethylsilylmethyl)molybdenum](Mo-Mo)
34439-17-3

bis[tris(trimethylsilylmethyl)molybdenum](Mo-Mo)

Mo2(OC6F5)6
124461-95-6

Mo2(OC6F5)6

Conditions
ConditionsYield
In benzene byproducts: SiMe4; under Ar atm.; soln. of C6F5OH added to complex, stirred for 48h; solvent removed (vac.), washed (hexane), dried;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

trimethylaluminum
75-24-1

trimethylaluminum

Al(OC6F5)3

Al(OC6F5)3

Conditions
ConditionsYield
In hexane (inert atmosphere); -30°C slowly to room temp., stirring (2 h); evapn. to dryness, washing (hexane);100%
{(π-C5H5)2Zr(CH3)}2O

{(π-C5H5)2Zr(CH3)}2O

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

zirconocene bis(pentafluorophenoxide)
90491-53-5

zirconocene bis(pentafluorophenoxide)

Conditions
ConditionsYield
In diethyl ether; toluene (inert atmosphere); stirring (4 h); evapn. to dryness, washing (hexane), recrystn. (toluene/hexane); elem. anal.;100%
bis(cyclopentadienyl)dimethylzirconium(IV)
12636-72-5

bis(cyclopentadienyl)dimethylzirconium(IV)

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

zirconocene bis(pentafluorophenoxide)
90491-53-5

zirconocene bis(pentafluorophenoxide)

Conditions
ConditionsYield
In diethyl ether; toluene (inert atmosphere); stirring (2 h); evapn. to dryness, washing (hexane), recrystn. (toluene/hexane); elem. anal.;100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

acetic acid
64-19-7

acetic acid

pentafluorophenyl acetate
19220-93-0

pentafluorophenyl acetate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;100%
With dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 12h;
With diisopropyl-carbodiimide In ethyl acetate at 20℃; for 12h;
(2S)-3-[4-(benzyloxy)-3'-(2-{[(2S)-5-{[(benzyloxy)carbonyl]amino}-2-(tert-butoxycarbonylamino)pentanoyl]amino}-4-methoxy-4-oxobutyl)biphenyl-3-yl]-2-{[(benzyloxy)carbonyl]amino}propanoic acid
919988-49-1

(2S)-3-[4-(benzyloxy)-3'-(2-{[(2S)-5-{[(benzyloxy)carbonyl]amino}-2-(tert-butoxycarbonylamino)pentanoyl]amino}-4-methoxy-4-oxobutyl)biphenyl-3-yl]-2-{[(benzyloxy)carbonyl]amino}propanoic acid

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

methyl 4-{4'-(benzyloxy)-3'-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-oxo-3-(pentafluorophenoxy)propyl]biphenyl-3-yl}-3-({(2S)-5-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]pentanoyl}amino)butanoate
919988-50-4

methyl 4-{4'-(benzyloxy)-3'-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-oxo-3-(pentafluorophenoxy)propyl]biphenyl-3-yl}-3-({(2S)-5-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]pentanoyl}amino)butanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at -25 - 20℃;100%
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