Product Name

  • Name

    2,5-Difluorophenol

  • EINECS
  • CAS No. 2713-31-7
  • Article Data8
  • CAS DataBase
  • Density 1.351 g/cm3
  • Solubility slightly soluble in water
  • Melting Point 40-42 °C(lit.)
  • Formula C6H4F2O
  • Boiling Point 157.1 °C at 760 mmHg
  • Molecular Weight 130.094
  • Flash Point 53.3 °C
  • Transport Information UN 1325 4.1/PG 2
  • Appearance white crystalline mass
  • Safety 16-26-36/37-45-36/37/39-36
  • Risk Codes 10-20/21/22-36/37/38-34-11
  • Molecular Structure Molecular Structure of 2713-31-7 (2,5-Difluorophenol)
  • Hazard Symbols HarmfulXn, IrritantXi, CorrosiveC, FlammableF
  • Synonyms NSC 10288;
  • PSA 20.23000
  • LogP 1.67040

Synthetic route

2,4,5-trifluorobenzoic acid
446-17-3

2,4,5-trifluorobenzoic acid

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

Conditions
ConditionsYield
With water; sodium hydroxide at 80 - 155℃; for 35h; Sealed tube;94.1%
para-difluorobenzene
540-36-3

para-difluorobenzene

A

2,4-difluorophenol
367-27-1

2,4-difluorophenol

B

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 60℃; for 0.416667h;A 6%
B 94%
3-fluorophenol
372-20-3

3-fluorophenol

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

Conditions
ConditionsYield
With acetic acid; Selectfluor; eosin y In water at 20℃; for 6h; Irradiation; Green chemistry;70%
2,5-difluoroaniline
367-30-6

2,5-difluoroaniline

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

para-difluorobenzene
540-36-3

para-difluorobenzene

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

Conditions
ConditionsYield
Yield given. Multistep reaction;
para-difluorobenzene
540-36-3

para-difluorobenzene

A

1,2,4-trifluorobenzene
367-23-7

1,2,4-trifluorobenzene

B

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

C

4H/5H-3,3,4,5,6,6-Hexafluor-cyclohexen
703-16-2

4H/5H-3,3,4,5,6,6-Hexafluor-cyclohexen

D

3,3,6,6-tetrafluoro-1,4-cyclohexadiene
22060-77-1

3,3,6,6-tetrafluoro-1,4-cyclohexadiene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; fluorine In trichlorofluoromethane at -25℃; for 3h; Further byproducts given. Title compound not separated from byproducts;
ferrous ammonium sulphate

ferrous ammonium sulphate

Trimethyl borate
121-43-7

Trimethyl borate

para-difluorobenzene
540-36-3

para-difluorobenzene

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium; dihydrogen peroxide In tetrahydrofuran; hexane; toluene
With hydrogenchloride; n-butyllithium; dihydrogen peroxide In tetrahydrofuran; hexane; toluene
para-difluorobenzene
540-36-3

para-difluorobenzene

A

4-Fluorophenol
371-41-5

4-Fluorophenol

B

2,4-difluorophenol
367-27-1

2,4-difluorophenol

C

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

D

hydrogen fluoride
7664-39-3

hydrogen fluoride

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 60℃; for 15h; Catalytic behavior;
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

N,N-diethylcarbamyl chloride
88-10-8

N,N-diethylcarbamyl chloride

O-2,5-difluorophenyl N,N-diethylcarbamate
1207163-57-2

O-2,5-difluorophenyl N,N-diethylcarbamate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 70℃; for 13.5h;100%
Stage #1: 2,5-difluorophenol With sodium hydroxide In tetrahydrofuran for 0.166667h;
Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran at 20℃; for 24h;
92%
Stage #1: 2,5-difluorophenol With sodium hydroxide In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran at 20℃; for 24h;
Stage #1: 2,5-difluorophenol With sodium hydroxide In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

1,4-difluoro-2-(trimethylsilyloxy)benzene

1,4-difluoro-2-(trimethylsilyloxy)benzene

Conditions
ConditionsYield
at 170℃; for 1h;99%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

propargyl bromide
106-96-7

propargyl bromide

1,4-difluoro-2-(prop-2-yn-1-yloxy)benzene

1,4-difluoro-2-(prop-2-yn-1-yloxy)benzene

Conditions
ConditionsYield
Stage #1: 2,5-difluorophenol; propargyl bromide With sodium carbonate In acetone at 60℃; for 8.5h;
Stage #2: In acetone at 25℃; for 15h;
99%
With potassium carbonate In acetone for 24h; Inert atmosphere; Reflux;96.7%
With caesium carbonate In acetonitrile92%
With potassium carbonate In acetone at 60℃; for 24h; Inert atmosphere;88%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-tert-butyldimethylsilyloxy-2,5-difluorobenzene
179420-99-6

1-tert-butyldimethylsilyloxy-2,5-difluorobenzene

Conditions
ConditionsYield
Stage #1: 2,5-difluorophenol With sodium hydride In N,N-dimethyl-formamide for 0.5h; cooling;
Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide for 1h;
94%
Stage #1: 2,5-difluorophenol With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;
Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide at 20℃; for 15h;
80%
In N,N-dimethyl-formamide; mineral oil26.65 g (94%)
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

aniline
62-53-3

aniline

2,5-difluoro-4-phenylazophenol
847872-05-3

2,5-difluoro-4-phenylazophenol

Conditions
ConditionsYield
Stage #1: aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃;
Stage #2: 2,5-difluorophenol With sodium hydroxide In water
Stage #3: With hydrogenchloride more than 3 stages;
93%
Stage #1: aniline With hydrogenchloride; sodium nitrite In water
Stage #2: 2,5-difluorophenol With sodium hydroxide; urea In water at 0 - 20℃;
74%
N-(2-nitro-5-chlorophenyl)-N-methylcarbamic acid t-butyl ester
299176-17-3

N-(2-nitro-5-chlorophenyl)-N-methylcarbamic acid t-butyl ester

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

tert-butyl [5-(2,5-difluorophenoxy)-2-nitrophenyl]methylcarbamate
1072003-46-3

tert-butyl [5-(2,5-difluorophenoxy)-2-nitrophenyl]methylcarbamate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere;92%
formaldehyd
50-00-0

formaldehyd

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

3,6-difluoro-2-(hydroxymethyl)phenol
1244949-79-8

3,6-difluoro-2-(hydroxymethyl)phenol

Conditions
ConditionsYield
With sodium metaborate tetrahydrate In water at 40℃; for 12h; Green chemistry; regioselective reaction;92%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

3,4-bis(4-methoxyphenyl)-6-chloropyridazine
67820-94-4

3,4-bis(4-methoxyphenyl)-6-chloropyridazine

3,4-bis(4-methoxyphenyl)-6-(2,5-difluorophenoxy)pyridazine

3,4-bis(4-methoxyphenyl)-6-(2,5-difluorophenoxy)pyridazine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 24h;91.5%
at 150℃; for 24h;91.5%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

1,4-difluoro-2-(methoxymethoxy)benzene
749230-16-8

1,4-difluoro-2-(methoxymethoxy)benzene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 2h;91%
Stage #1: 2,5-difluorophenol With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: chloromethyl methyl ether In dichloromethane at 20℃; for 16h;
77.97%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
101469-92-5

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl (R)-3-(2,5-difluorophenoxy)pyrrolidine-1-carboxylate

tert-butyl (R)-3-(2,5-difluorophenoxy)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 2,5-difluorophenol; (S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran at 20℃;
90%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

dimethyl sulfate
77-78-1

dimethyl sulfate

2,5-difluoroanisole
75626-17-4

2,5-difluoroanisole

Conditions
ConditionsYield
With potassium carbonate In acetone for 2h; Heating;89%
With potassium carbonate In acetone for 2h; Reflux;81.4%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

1-(2-methoxyphenyl)-1H-pyrazol
102908-37-2

1-(2-methoxyphenyl)-1H-pyrazol

1-(2',5'-difluoro-3-methoxybiphenyl-2-yl)-1H-pyrazole
1373210-92-4

1-(2',5'-difluoro-3-methoxybiphenyl-2-yl)-1H-pyrazole

Conditions
ConditionsYield
With [Ru(MesCO2)2(p-cymene)]; potassium carbonate; p-toluenesulfonyl chloride In toluene at 120℃; for 18h; Inert atmosphere; chemoselective reaction;89%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

(hex-1-en-3-yl)methyl carbonate
83135-00-6

(hex-1-en-3-yl)methyl carbonate

(R)-1,4-difluoro-2-(hex-1-en-3-yloxy)benzene

(R)-1,4-difluoro-2-(hex-1-en-3-yloxy)benzene

Conditions
ConditionsYield
With (R,R)-(−)-2,3-bis(t-butylmethylphosphino)quinoxaline; chloro(1,5-cyclooctadiene)rhodium(I) dimer In dichloromethane at 20℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; enantioselective reaction;88%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

2-bromo-3,6-difluoro phenol
1208077-18-2

2-bromo-3,6-difluoro phenol

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrahydrofuran at -40℃; for 2h;85.3%
With N-Bromosuccinimide In tetrahydrofuran at -40 - 20℃; for 1h;57%
With N-Bromosuccinimide; isopropylamine In tetrahydrofuran at -40 - 20℃; for 0.5h;51%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

benzyl bromide
100-39-0

benzyl bromide

1-(benzyloxy)-2,5-difluorobenzene
152434-79-2

1-(benzyloxy)-2,5-difluorobenzene

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;84%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

Trifluoro-methanesulfonic acid 2,5-difluoro-phenyl ester
211512-93-5

Trifluoro-methanesulfonic acid 2,5-difluoro-phenyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane for 4h; Ambient temperature;84%
formaldehyd
50-00-0

formaldehyd

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

C13H8F4O2

C13H8F4O2

Conditions
ConditionsYield
With phosphoric acid In toluene at 90℃; for 20h;82%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

4-bromo-2,5-difluoro phenol
486424-36-6

4-bromo-2,5-difluoro phenol

Conditions
ConditionsYield
With bromine In chloroform at 0 - 20℃; for 3h;81.05%
With bromine In chloroform for 3h;70.2%
With bromine In chloroform for 3h;70.2%
With bromine; trifluoroacetic acid at 20℃;
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

1,4-difluoro-2-(4-nitrophenoxy)benzene
1414356-66-3

1,4-difluoro-2-(4-nitrophenoxy)benzene

Conditions
ConditionsYield
Stage #1: 4-Fluoronitrobenzene With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 25℃; for 2.33333h; Inert atmosphere;
Stage #2: 2,5-difluorophenol With copper(l) chloride In N,N-dimethyl-formamide; mineral oil at 100℃; for 12h;
81%
Stage #1: 4-Fluoronitrobenzene With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 25℃; for 2.33333h; Inert atmosphere;
Stage #2: 2,5-difluorophenol; copper(l) chloride In N,N-dimethyl-formamide; mineral oil at 25 - 100℃; for 12.1667h;
81%
Stage #1: 4-Fluoronitrobenzene With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃; for 2.33333h;
Stage #2: 2,5-difluorophenol With copper(l) chloride In N,N-dimethyl-formamide at 25 - 100℃; for 12h;
81%
Stage #1: 4-Fluoronitrobenzene With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃; for 2.33h;
Stage #2: 2,5-difluorophenol With copper(l) chloride In N,N-dimethyl-formamide at 25 - 100℃; for 12.13h;
81%
Stage #1: 4-Fluoronitrobenzene With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃; for 2.33333h;
Stage #2: 2,5-difluorophenol With copper(l) chloride In dichloromethane at 25 - 100℃; for 12h;
81%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

propargyl bromide
106-96-7

propargyl bromide

2,4-difluoro-1-(prop-2-yn-1-yloxy)benzene
672946-37-1

2,4-difluoro-1-(prop-2-yn-1-yloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone Heating / reflux;80%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4-fluoro-4'-methylbiphenyl-2-ol

4-fluoro-4'-methylbiphenyl-2-ol

Conditions
ConditionsYield
With (bis(tricyclohexyl)phosphine)palladium(II) dichloride In tetrahydrofuran at 50℃; for 24h; Inert atmosphere;79%
With (bis(tricyclohexyl)phosphine)palladium(II) dichloride In tetrahydrofuran at 50℃; for 24h;79%
4-[4-(3-hydroxypropyl)phenyl]-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
642487-34-1

4-[4-(3-hydroxypropyl)phenyl]-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

4-{4-[3-(2,5-difluorophenoxy)propyl]phenyl}-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
642487-38-5

4-{4-[3-(2,5-difluorophenoxy)propyl]phenyl}-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

Conditions
ConditionsYield
With tributylphosphine; N-ethyl-N,N-diisopropylamine; 1,1'-azodicarbonyl-dipiperidine In toluene at 20 - 60℃; for 3h;77%
6-(4-hydroxypiperidin-1-yl)-N-isopentylpyridazine-3-carboxamide
944808-07-5

6-(4-hydroxypiperidin-1-yl)-N-isopentylpyridazine-3-carboxamide

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

C21H26F2N4O2

C21H26F2N4O2

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 25℃; for 0.5h; Mitsunobu reaction;70%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

2,4,5-tribromo-3,6-difluorophenol

2,4,5-tribromo-3,6-difluorophenol

Conditions
ConditionsYield
With bromine; iron In various solvent(s) Heating;66.3%
Ethyl 2-butynoate
4341-76-8

Ethyl 2-butynoate

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

3-(2,5-difluoro-phenoxy)-but-2-enoic acid ethyl ester
1191998-38-5

3-(2,5-difluoro-phenoxy)-but-2-enoic acid ethyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 130℃; for 2h;63%
2,5-difluorophenol
2713-31-7

2,5-difluorophenol

cis-3-hydroxycyclobutylcarboxylic acid methyl ester
63485-50-7

cis-3-hydroxycyclobutylcarboxylic acid methyl ester

(trans)-methyl 3-(2,5-difluorophenoxy)cyclobutanecarboxylate

(trans)-methyl 3-(2,5-difluorophenoxy)cyclobutanecarboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 72h;63%
4-chloro-3-iodopyridin-2-ylamine
417721-69-8

4-chloro-3-iodopyridin-2-ylamine

2,5-difluorophenol
2713-31-7

2,5-difluorophenol

4-(2,5-difluorophenoxy)-3-iodopyridin-2-amine
1345854-91-2

4-(2,5-difluorophenoxy)-3-iodopyridin-2-amine

Conditions
ConditionsYield
Stage #1: 4-chloro-3-iodopyridin-2-ylamine; 2,5-difluorophenol With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1-methyl-pyrrolidin-2-one at 170℃; for 6h; Microwave irradiation;
Stage #2: With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water
62.1%

2,5-Difluorophenol Chemical Properties

2,5-Difluorophenol(2713-31-7) is a kind of white to yellow solid, crystals or chunks. 2,5-Difluorophenol(2713-31-7) is slightly soluble.
Molecular Structure:
Synonyms:2,5-DIFLUOROPHENOL;Phenol,2,5-difluoro-;2,5-Difluorphenol;2,5-Difluorophenol,97%;2,5-Difluorophenol 97%
Molecular Formula:C6H4F2O
Molecular Weight:130.09
Density:1.351 g/cm3   
Melting Point:35-42℃
Boiling Point: 157.1℃ at 760 mmHg
Flash Point:53℃

2,5-Difluorophenol Uses

2,5-Difluorophenol(2713-31-7) is mainly used as the intermediates of medicine, pesticide, liquid crystal materials.

2,5-Difluorophenol Safety Profile

Hazard Code:Xn,Xi,C,F
Risk Statements:10-20/21/22-36/37/38-34-11
10:Flammable 
20/21/22:Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:Irritating to eyes, respiratory system and skin 
34:Causes burns 
11:Highly Flammable 
Safety Statements:16-26-36/37-45-36/37/39-36
16:Keep away from sources of ignition - No smoking 
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36/37/39:Wear suitable protective clothing, gloves and eye/face protection 
36:Wear suitable protective clothing 
RIDADR:UN 1325 4.1/PG 2
WGK Germany:3
Hazard Note:Irritant
HazardClass:4.1
PackingGroup:II

2,5-Difluorophenol Specification

Chemical Stability:Stable under normal temperatures and pressures. 
Conditions to Avoid:Incompatible materials, ignition sources. 
Incompatibilities with Other Materials:Strong oxidizing agents, strong bases. 
Hazardous Decomposition Products:Carbon monoxide, carbon dioxide, hydrogen fluoride gas. 
Hazardous Polymerization:Will not occur. 

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