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675-14-9

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675-14-9 Usage

Synthesis

HF offers the attraction of cheapness, although this may be offset by its handling difficulties and lack of reactivity due to H-bonding. However, it may be used to fluorinate very reactive substrates. Trichlorotriazine may be converted to trifluorotriazine.

Chemical Properties

Colorless liquid. Decompose violently with water and alcohol.

Characteristics

Cyanuric fluoride is a key intermediate in the synthesis of fluorine homotriazine reactive dyes. Compared with the traditional chlorotriazine reactive dyestuff, fluorine homotriazine reactive dyestuff has the following five advantages: 1. Energy saving, low dyeing temperature (medium temperature type) 60℃, lower than KE type reactive dyestuff and comparable to M type reactive dyestuff. 2. Emission reduction, environmental protection, high fixation rate, 15-20 percentage points higher than the corresponding chlorotriazine reactive dyestuff fixation rate, can improve the utilization rate of dyestuff, but also reduce the environmental pollution in the printing and dyeing process. 3. Good stability of dyestuff. 4. High stability of peroxide resistance. 5. Not restricted by AOX regulations.

Uses

Cyanuric fluoride acts as a fluorinating agent used in the conversion of carboxylic acids into acyl fluorides. It is used as a precursor for fibre-reactive dyes. It is a specific reagent for tyrosine residues in enzyme. Further, it is involved in the preparation of cyanuric acid by hydrolysis

Preparation

In a dry three-necked flask equipped with stirrer, thermometer and reflux condenser, add 0.2mol (36.9g) of cyanuric chloride, 0.63mol (36.5g) of finely ground anhydrous potassium fluoride, 60mL of xylene and 2.0g of polyethylene glycol-600, heat and stir at 110℃, reflux for 16h and distill after a little cooling, collect the fraction at 72℃~75℃, and get liquid of cyanuric trioxide.

General Description

Liquid.

Reactivity Profile

Cyanuric fluoride is used as a mild fluorinating agent for organic chemicals, and it reacts with water in a manner similar to an acyl halide, forming hydrofluoric acid and cyanuric acid. Since it forms hydrofluoric acid, cyanuric fluoride is a source of soluble fluoride ions. Unlike other halide ions, fluoride is quite reactive, acting as a weak base and participating in some unique reactions. In particular, fluorides react strongly with compounds containing calcium, magnesium, or silicon ions, which means that solutions containing soluble fluorides are corrosive to both living tissue and glass. Hydrofluoric acid can cause severe chemical burns and is one of the few materials that can etch glass. It is also a toxic gas in its anhydrous form.

Health Hazard

Cyanuric fluoride is highly toxic by skin contact and inhalation.

Fire Hazard

When heated to decomposition, Cyanuric fluoride emits very toxic fumes of fluorides and nitrogen oxides. Avoid decomposing heat.

Check Digit Verification of cas no

The CAS Registry Mumber 675-14-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,7 and 5 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 675-14:
(5*6)+(4*7)+(3*5)+(2*1)+(1*4)=79
79 % 10 = 9
So 675-14-9 is a valid CAS Registry Number.
InChI:InChI=1/C3F3N3/c4-1-2(5)7-9-8-3(1)6

675-14-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A15666)  Cyanuric fluoride, 98%   

  • 675-14-9

  • 5g

  • 405.0CNY

  • Detail
  • Alfa Aesar

  • (A15666)  Cyanuric fluoride, 98%   

  • 675-14-9

  • 10g

  • 729.0CNY

  • Detail
  • Alfa Aesar

  • (A15666)  Cyanuric fluoride, 98%   

  • 675-14-9

  • 100g

  • 4921.0CNY

  • Detail

675-14-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Cyanuric fluoride

1.2 Other means of identification

Product number -
Other names 2,4,6-trifluorotriazine

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:675-14-9 SDS

675-14-9Synthetic route

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Conditions
ConditionsYield
With sulfolane; sodium fluoride at 150℃; Reagent/catalyst; Large scale;97%
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at 60℃; for 6h; Temperature; Solvent;95%
With 1-methyl-pyrrolidin-2-one; hydrogen fluoride; triethylamine at 20 - 25℃; for 0.5h;90%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

antimony(III) fluoride
7783-56-4

antimony(III) fluoride

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Conditions
ConditionsYield
With antimony(III) chloride; chlorine 160-180°C, 10 mol SbF3, 1 mol SbCl3, 3 mol Cl2;91%
With antimony(III) chloride; chlorine 160-180°C, 10 mol SbF3, 1 mol SbCl3, 3 mol Cl2;91%
With chlorine at 100°C, exclusion of H2O; destillation;71.4%
4-N,N-dichloroamino-2,3,5,6-tetrafluoropyridine
57310-43-7

4-N,N-dichloroamino-2,3,5,6-tetrafluoropyridine

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

4-chloro-2,3,5,6-tetrafluoropyridine
52026-98-9

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

C

Pentafluoropyridine
700-16-3

Pentafluoropyridine

D

trichlorofluoromethane
75-69-4

trichlorofluoromethane

E

2-chloro-3,3-difluoro-acrylonitrile
667-42-5

2-chloro-3,3-difluoro-acrylonitrile

F

tetrafluoropyrazine
13177-77-0

tetrafluoropyrazine

Conditions
ConditionsYield
at 550℃; under 2 Torr; Mechanism; vacuum pyrolysis, other fluoropyridine compounds;A n/a
B 75%
C n/a
D n/a
E n/a
F n/a
1,2,3-trifluoro-4,5,6-triazine
112291-51-7

1,2,3-trifluoro-4,5,6-triazine

perfluoro-4,6-di-isopropyl-1,2,3-triazine
112291-50-6

perfluoro-4,6-di-isopropyl-1,2,3-triazine

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

perfluoro-2,4-di-isopropylpyridine
20017-47-4

perfluoro-2,4-di-isopropylpyridine

C

perfluoro-2,4,6,8-tetraisopropyl-1,5-diazatricyclo<4.2.0.02,5>octa-3,7-diene
129574-48-7

perfluoro-2,4,6,8-tetraisopropyl-1,5-diazatricyclo<4.2.0.02,5>octa-3,7-diene

Conditions
ConditionsYield
In 1,1,2-Trichloro-1,2,2-trifluoroethane for 24h; Irradiation;A 0.01 g
B 53%
C 11%
In 1,1,2-Trichloro-1,2,2-trifluoroethane for 24h; Irradiation;A 0.01 g
B 4%
C 11 g
In 1,1,2-Trichloro-1,2,2-trifluoroethane for 24h; Mechanism; Irradiation;A 0.01 g
B 0.17 g
C 0.03 g
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

2-chloro-4,6-difluoro-[1,3,5]triazine
696-85-5

2-chloro-4,6-difluoro-[1,3,5]triazine

C

2,4-dichloro-6-fluoro-[1,3,5]triazine
696-84-4

2,4-dichloro-6-fluoro-[1,3,5]triazine

Conditions
ConditionsYield
With potassium fluoride at 300℃; for 2h; Product distribution; C3Cl3N3/KF = 16 x 10 E-2, other temperatures, other times, other molar ratios;A n/a
B n/a
C 48%
With cesium fluoride; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 80℃;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

sulfur tetrafluoride
7783-60-0

sulfur tetrafluoride

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Conditions
ConditionsYield
in 1:6 molar ratio, at 250°C, in autoclave;40%
nitrogen trifluoride
7783-54-2

nitrogen trifluoride

cyanogen chloride
506-77-4

cyanogen chloride

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

cis-hexafluoroazomethane
73513-59-4

cis-hexafluoroazomethane

C

Perfluoro-2-azapropen
371-71-1

Perfluoro-2-azapropen

Conditions
ConditionsYield
In not given at 500°C, in Ni-tube, in excess of NF3;A 40%
B 30%
C 30%
trifluoro-1,2,4-triazine
75995-67-4

trifluoro-1,2,4-triazine

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

Perfluoro-2-azapropen
371-71-1

Perfluoro-2-azapropen

C

silicon tetrafluoride

silicon tetrafluoride

Conditions
ConditionsYield
at 500℃; for 42h;A 32%
B 12%
C n/a
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

2-chloro-4,6-difluoro-[1,3,5]triazine
696-85-5

2-chloro-4,6-difluoro-[1,3,5]triazine

Conditions
ConditionsYield
With antimonypentachloride; antimony(III) fluoride
With antimonypentachloride; antimony(III) fluoride melting, heating, 1 h distn.; fractionated distn.;
With SbF3; SbCl5 melting, heating, 1 h distn.; fractionated distn.;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

antimony(III) fluoride
7783-56-4

antimony(III) fluoride

antimony(III) chloride
10025-91-9

antimony(III) chloride

chlorine
7782-50-5

chlorine

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

SbCl2F3

SbCl2F3

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

hydrogen fluoride
7664-39-3

hydrogen fluoride

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

2-chloro-4,6-difluoro-[1,3,5]triazine
696-85-5

2-chloro-4,6-difluoro-[1,3,5]triazine

C

2,4-dichloro-6-fluoro-[1,3,5]triazine
696-84-4

2,4-dichloro-6-fluoro-[1,3,5]triazine

Conditions
ConditionsYield
auch unter Zusatz von Sb2O3 oder SbCl5;
With SbCl5
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

KF*HF

KF*HF

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

2-chloro-4,6-difluoro-[1,3,5]triazine
696-85-5

2-chloro-4,6-difluoro-[1,3,5]triazine

C

2,4-dichloro-6-fluoro-[1,3,5]triazine
696-84-4

2,4-dichloro-6-fluoro-[1,3,5]triazine

Conditions
ConditionsYield
auch unter Zusatz von Sb2O3 oder SbCl5;
auch unter Zusatz von Sb2O3 oder SbCl5;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

KF

KF

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

2-chloro-4,6-difluoro-[1,3,5]triazine
696-85-5

2-chloro-4,6-difluoro-[1,3,5]triazine

C

2,4-dichloro-6-fluoro-[1,3,5]triazine
696-84-4

2,4-dichloro-6-fluoro-[1,3,5]triazine

Conditions
ConditionsYield
auch unter Zusatz von Sb2O3 oder SbCl5;
auch unter Zusatz von Sb2O3 oder SbCl5;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

KSO2F

KSO2F

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

2-chloro-4,6-difluoro-[1,3,5]triazine
696-85-5

2-chloro-4,6-difluoro-[1,3,5]triazine

C

2,4-dichloro-6-fluoro-[1,3,5]triazine
696-84-4

2,4-dichloro-6-fluoro-[1,3,5]triazine

Conditions
ConditionsYield
auch unter Zusatz von Sb2O3 oder SbCl5;
auch unter Zusatz von Sb2O3 oder SbCl5;
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

1,3,5-Trichlor-2,2,4,4,6,6-hexafluor-1,3,5-triazinan
832-34-8

1,3,5-Trichlor-2,2,4,4,6,6-hexafluor-1,3,5-triazinan

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

Bis(trifluoromethyl)disulfid
372-64-5

Bis(trifluoromethyl)disulfid

C

trifluoromethanesulfinyl fluoride
812-12-4

trifluoromethanesulfinyl fluoride

Conditions
ConditionsYield
byproducts: Cl2; at 20°C (1 h);
byproducts: Cl2; at 20°C (1 h);
cis-hexafluoroazomethane
73513-59-4

cis-hexafluoroazomethane

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

carbon tetrafluoride
75-73-0

carbon tetrafluoride

C

N,N-Bis(trifluoromethyl)amine
371-77-7

N,N-Bis(trifluoromethyl)amine

D

Perfluoro-2-azapropen
371-71-1

Perfluoro-2-azapropen

E

tetrakis(trifluoromethyl)hydrazine
383-96-0

tetrakis(trifluoromethyl)hydrazine

Conditions
ConditionsYield
heating in autoclave at 483°C; further product;
heating in autoclave at 483°C; further product;
cyanogen fluoride
1495-50-7

cyanogen fluoride

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Conditions
ConditionsYield
at ambient temp. quick polimn.;
room temp., polymerisation;
at ambient temp. quick polimn.;
2,2,2-trifluoro-1-oxoethanesulphenylchloride
21690-85-7

2,2,2-trifluoro-1-oxoethanesulphenylchloride

1,3,5-Trichlor-2,2,4,4,6,6-hexafluor-1,3,5-triazinan
832-34-8

1,3,5-Trichlor-2,2,4,4,6,6-hexafluor-1,3,5-triazinan

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

2,2,2-trifluoro-1-oxoethanesulfenyl fluoride
57160-00-6

2,2,2-trifluoro-1-oxoethanesulfenyl fluoride

Conditions
ConditionsYield
byproducts: Cl2;
byproducts: Cl2;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

2-chloro-4,6-difluoro-[1,3,5]triazine
696-85-5

2-chloro-4,6-difluoro-[1,3,5]triazine

C

2,4-dichloro-6-fluoro-[1,3,5]triazine
696-84-4

2,4-dichloro-6-fluoro-[1,3,5]triazine

D

Hexafluormethandiamin
4394-93-8

Hexafluormethandiamin

E

cycloperfluoro dimethylenediamine
4394-92-7

cycloperfluoro dimethylenediamine

Conditions
ConditionsYield
With fluorine 125°C, under N2;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

hydrogen fluoride
7664-39-3

hydrogen fluoride

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

fluorine
7782-41-4

fluorine

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Conditions
ConditionsYield
other products, in N2, at 125°C;
2-chloro-4,6-difluoro-[1,3,5]triazine
696-85-5

2-chloro-4,6-difluoro-[1,3,5]triazine

2,4-dichloro-6-fluoro-[1,3,5]triazine
696-84-4

2,4-dichloro-6-fluoro-[1,3,5]triazine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Conditions
ConditionsYield
With Sb2O3; KHF2 In benzene
With KF
With KHF2
cyanuric bromide
14921-00-7

cyanuric bromide

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Conditions
ConditionsYield
With ZnF2
With KF; Sb2O3
dichloromethylene-trifluoromethylmercaptoamine
33278-60-3

dichloromethylene-trifluoromethylmercaptoamine

silver fluoride

silver fluoride

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

CF3SNCF2

CF3SNCF2

C

bis(trifluoromethylmercapto)-trifluoromethylamine
34764-16-4

bis(trifluoromethylmercapto)-trifluoromethylamine

Conditions
ConditionsYield
byproducts: AgCl; 130°C; 21 h;; detected by IR and Mass spectr.;
byproducts: AgCl; 130°C; 21 h;; detected by IR and Mass spectr.;
manganese(III) fluoride
7783-53-1

manganese(III) fluoride

cyanogen chloride
506-77-4

cyanogen chloride

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

carbon tetrafluoride
75-73-0

carbon tetrafluoride

C

chlorotrifluoromethane
75-72-9

chlorotrifluoromethane

D

pentafluoro chloro azomethane
660-80-0

pentafluoro chloro azomethane

Conditions
ConditionsYield
byproducts: Cl2; at 160-190°C;
nitrogen trifluoride
7783-54-2

nitrogen trifluoride

cyanogen chloride
506-77-4

cyanogen chloride

A

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

B

carbon tetrafluoride
75-73-0

carbon tetrafluoride

C

cis-hexafluoroazomethane
73513-59-4

cis-hexafluoroazomethane

D

trichlorofluoromethane
75-69-4

trichlorofluoromethane

E

Perfluoro-2-azapropen
371-71-1

Perfluoro-2-azapropen

Conditions
ConditionsYield
With chlorine In not given at 450-500°C, in Ni-tube, in excess of NF3;
nitrogen trifluoride
7783-54-2

nitrogen trifluoride

cyanogen chloride
506-77-4

cyanogen chloride

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Conditions
ConditionsYield
In not given ClCN/NF3 = 1:1;
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

tris(dimethylamino)sulfonium trimethylsilyldifluoride
150746-76-2

tris(dimethylamino)sulfonium trimethylsilyldifluoride

C6H18N3S(1+)*C3F4N3(1-)

C6H18N3S(1+)*C3F4N3(1-)

Conditions
ConditionsYield
In acetonitrile at -196 - -40℃; for 0.75h;100%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)hexanoic acid
301685-23-4

(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)hexanoic acid

(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)hexanoyl fluoride
1398752-25-4

(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)hexanoyl fluoride

Conditions
ConditionsYield
With pyridine100%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

6-chloro-2-(ethylamino)pyridine-3-carboxylic acid
1092523-21-1

6-chloro-2-(ethylamino)pyridine-3-carboxylic acid

6-chloro-2-(ethylamino)pyridine-3-carbonyl fluoride
1092523-22-2

6-chloro-2-(ethylamino)pyridine-3-carbonyl fluoride

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h;99%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Propargylamine
2450-71-7

Propargylamine

4,6-difluoro-2-(prop-2-yn-1-yl-amino)-1,3,5-triazine

4,6-difluoro-2-(prop-2-yn-1-yl-amino)-1,3,5-triazine

Conditions
ConditionsYield
In N,N-dimethyl-formamide Inert atmosphere;98%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

trifluoroethylamine
753-90-2

trifluoroethylamine

2-fluoro-4,6-bis<(2,2,2-trifluoroethyl)amino>-1,3,5-triazine
144535-16-0

2-fluoro-4,6-bis<(2,2,2-trifluoroethyl)amino>-1,3,5-triazine

Conditions
ConditionsYield
97%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

2,2,2-trifluoroethylamine

2,2,2-trifluoroethylamine

2-fluoro-4,6-bis<(2,2,2-trifluoroethyl)amino>-1,3,5-triazine
144535-16-0

2-fluoro-4,6-bis<(2,2,2-trifluoroethyl)amino>-1,3,5-triazine

Conditions
ConditionsYield
97%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

5-(t-butoxycarbonyl)-2-[N-(butoxycarbonyl)-N-(2-phenylethyl)aminomethyl]phenylpropionic acid

5-(t-butoxycarbonyl)-2-[N-(butoxycarbonyl)-N-(2-phenylethyl)aminomethyl]phenylpropionic acid

5-(t-butoxycarbonyl)-2-[N-(butoxycarbonyl)-N-(2-phenylethyl)aminomethyl]phenylpropionyl fluoride

5-(t-butoxycarbonyl)-2-[N-(butoxycarbonyl)-N-(2-phenylethyl)aminomethyl]phenylpropionyl fluoride

Conditions
ConditionsYield
With pyridine In dichloromethane96%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

3-phenyl-4-(trifluoromethyl)isoxazole-5-carboxylic acid
1236188-80-9

3-phenyl-4-(trifluoromethyl)isoxazole-5-carboxylic acid

3-phenyl-4-(trifluoromethyl)isoxazole-5-carbonyl fluoride
1236188-83-2

3-phenyl-4-(trifluoromethyl)isoxazole-5-carbonyl fluoride

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;96%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

water
7732-18-5

water

cyanuric acid
108-80-5

cyanuric acid

Conditions
ConditionsYield
In tetrahydrofuran hydrolysis at 0°C;94%
In water hydrolysis at 0°C;>99
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Propargylamine
2450-71-7

Propargylamine

N2,N4,N6-tri(prop-2-yn-1-yl)-1,3,5-triazine-2,4,6-triamine
144535-20-6

N2,N4,N6-tri(prop-2-yn-1-yl)-1,3,5-triazine-2,4,6-triamine

Conditions
ConditionsYield
In toluene for 20h; Heating;93%
In toluene Reflux;83%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

trifluoroethylamine
753-90-2

trifluoroethylamine

2,4,6-tris<(2,2,2-trifluoroethyl)amino>-1,3,5-triazine
144535-17-1

2,4,6-tris<(2,2,2-trifluoroethyl)amino>-1,3,5-triazine

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 40℃; for 72h;91%
With cesium fluoride In N,N-dimethyl-formamide
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

N-tert-butoxycarbonyl-3-(2-naphthyl)-L-alanine
56583-58-5, 76985-10-9, 58438-04-3

N-tert-butoxycarbonyl-3-(2-naphthyl)-L-alanine

((S)-1-Fluorocarbonyl-2-naphthalen-2-yl-ethyl)-carbamic acid tert-butyl ester

((S)-1-Fluorocarbonyl-2-naphthalen-2-yl-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at -15℃; for 1h;91%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

2-[N-(tert-butoxycarbonyl)-N-(2,2,2-trifluoroethyl)aminomethyl]-4-methoxydihydrocinnamic acid
205677-08-3

2-[N-(tert-butoxycarbonyl)-N-(2,2,2-trifluoroethyl)aminomethyl]-4-methoxydihydrocinnamic acid

(R)-4-(phenylmethyl)-2-oxazolidinone
40217-17-2, 90719-32-7, 120574-96-1, 102029-44-7

(R)-4-(phenylmethyl)-2-oxazolidinone

(R)-4-benzyl-2-oxazolidinonyl 2-[N-(tert-butoxycarbonyl)-N-(2,2,2-trifluoroethyl)aminomethyl]-4-methoxydihydrocinnamide

(R)-4-benzyl-2-oxazolidinonyl 2-[N-(tert-butoxycarbonyl)-N-(2,2,2-trifluoroethyl)aminomethyl]-4-methoxydihydrocinnamide

Conditions
ConditionsYield
With pyridine; n-butyllithium; ammonium chloride In tetrahydrofuran; dichloromethane91%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

ferrocenylamidoundecanoic acid
1111735-43-3

ferrocenylamidoundecanoic acid

ferrocenylamidoundecanoic acid fluoride
1111735-46-6

ferrocenylamidoundecanoic acid fluoride

Conditions
ConditionsYield
With pyridine In dichloromethane (Ar, Schlenk technique); addn. of cyanuric fluoride to suspn. of ferrocene deriv. and pyridine in dry CH2Cl2, stirring for 2 h; addn. of ice cold water, filtration, separating organic layer, washing with cold water, drying over MgSO4, filtration, evapn., elem. anal.;91%
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

tris(perfluoroethyl)-s-triazine
858-46-8

tris(perfluoroethyl)-s-triazine

Conditions
ConditionsYield
at 140℃; Large scale;91%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

2-[N-(tert-butoxycarbonyl)-N-(4-trifluoromethylbenzyl)aminomethyl]-4-methoxydihydrocinnamic acid
205676-97-7

2-[N-(tert-butoxycarbonyl)-N-(4-trifluoromethylbenzyl)aminomethyl]-4-methoxydihydrocinnamic acid

(R)-4-(phenylmethyl)-2-oxazolidinone
40217-17-2, 90719-32-7, 120574-96-1, 102029-44-7

(R)-4-(phenylmethyl)-2-oxazolidinone

(R)-4-Benzyl-2-oxazolidinonyl 2-[N-(tert-butoxycarbonyl)-N-(4-trifluoromethylbenzyl) aminomethyl]-4-methoxydihydrocinnamide

(R)-4-Benzyl-2-oxazolidinonyl 2-[N-(tert-butoxycarbonyl)-N-(4-trifluoromethylbenzyl) aminomethyl]-4-methoxydihydrocinnamide

Conditions
ConditionsYield
With pyridine; n-butyllithium; ammonium chloride In tetrahydrofuran; dichloromethane90%
With pyridine; n-butyllithium; ammonium chloride In tetrahydrofuran; dichloromethane90%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

K{Mn(CO)5}
15693-51-3

K{Mn(CO)5}

2-(pentacarbonylmanganese)-4,6-difluoro-1,3,5-triazene

2-(pentacarbonylmanganese)-4,6-difluoro-1,3,5-triazene

Conditions
ConditionsYield
In not given -18°C; sublimed in vacuo (50°C/0.01 Torr), recrystd. from dry hexane;90%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

perfluoropropylene
116-15-4

perfluoropropylene

perfluoro-2,4,6-triisopropyl-s-triazine
10271-37-1

perfluoro-2,4,6-triisopropyl-s-triazine

Conditions
ConditionsYield
at 140℃; Reagent/catalyst; Temperature; Large scale;89%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

4-[1-(tert-butoxycarbonyl)-4-piperidyl]-2-{2-[1-(tert-butoxycarbonyl)-4-piperidyl]ethyl}butanoic acid

4-[1-(tert-butoxycarbonyl)-4-piperidyl]-2-{2-[1-(tert-butoxycarbonyl)-4-piperidyl]ethyl}butanoic acid

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

2-[(4-[1-(tert-butoxycarbonyl)-4-piperidyl]-2-{2-[1-(tert-butoxycarbonyl)-4-piperidyl]ethyl}butanoyl)amino]acetic acid
255880-67-2

2-[(4-[1-(tert-butoxycarbonyl)-4-piperidyl]-2-{2-[1-(tert-butoxycarbonyl)-4-piperidyl]ethyl}butanoyl)amino]acetic acid

Conditions
ConditionsYield
With pyridine; hydrogenchloride; lithium hydroxide monohydrate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; dichloromethane; water88%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

Propargylamine
2450-71-7

Propargylamine

2-fluoro-4,6-bis(propargylamino)-1,3,5-triazine

2-fluoro-4,6-bis(propargylamino)-1,3,5-triazine

Conditions
ConditionsYield
In N,N-dimethyl-formamide87%
In N,N-dimethyl-formamide
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

1,3-dimethanol benzene
626-18-6

1,3-dimethanol benzene

C14H8F4N6O2
1228184-79-9

C14H8F4N6O2

Conditions
ConditionsYield
With triethylamine In diethyl ether at 20℃; for 2.5h;87%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene
151515-23-0

2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene

2-(4,6-difluoro-1,3,5-triazin-2-yl)-1,3-diisopropyl-4,5-dimethylimidazolium tetrafluoroborate
1210257-36-5

2-(4,6-difluoro-1,3,5-triazin-2-yl)-1,3-diisopropyl-4,5-dimethylimidazolium tetrafluoroborate

Conditions
ConditionsYield
In diethyl ether (Ar); imidazolylidene deriv. added to Et2O soln. of cyanuric trifluorideat -70°C; stirred for 12 h at room temp.; BF3*OEt2 added dropwis e; stirred for 4 h at room temp.; ppt. isolated; washed with Et2O; vac. dried; recrystd. from MeCN/Et2O; elem. anal.;86%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

4-[2-[N-(tert-butoxycarbonyl)-N-(2-phenylethyl)amino]methyl-4-methoxyphenyl]propionic acid

4-[2-[N-(tert-butoxycarbonyl)-N-(2-phenylethyl)amino]methyl-4-methoxyphenyl]propionic acid

(R)-4-(phenylmethyl)-2-oxazolidinone
40217-17-2, 90719-32-7, 120574-96-1, 102029-44-7

(R)-4-(phenylmethyl)-2-oxazolidinone

(R)-1,1-Dimethylethyl[[5-methoxy-2-[3-oxo-3-[2-oxo-4-(phenylmethyl)-3-oxazolidinyl]propyl]phenyl]methyl](2-phenylethyl)carbamate

(R)-1,1-Dimethylethyl[[5-methoxy-2-[3-oxo-3-[2-oxo-4-(phenylmethyl)-3-oxazolidinyl]propyl]phenyl]methyl](2-phenylethyl)carbamate

Conditions
ConditionsYield
With pyridine; n-butyllithium In tetrahydrofuran; dichloromethane85%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

oleoyl fluoride
1480-60-0

oleoyl fluoride

Conditions
ConditionsYield
With pyridine In acetonitrile85%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene
151515-23-0

2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene

2-(4,6-difluoro-1,3,5-triazin-2-yl)-1,3-diisopropyl-4,5-dimethylimidazolium tetrafluoroborate
1210257-36-5

2-(4,6-difluoro-1,3,5-triazin-2-yl)-1,3-diisopropyl-4,5-dimethylimidazolium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: trifluoro-[1,3,5]triazine; 2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene In diethyl ether at -70 - 20℃; Inert atmosphere;
Stage #2: With boron trifluoride diethyl etherate at 20℃; Inert atmosphere;
85%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

(Sp)-2-formylferrocene-1-carboxylic acid
433301-35-0

(Sp)-2-formylferrocene-1-carboxylic acid

(Sp)-2-formylferrocenoyl fluoride
1296752-87-8

(Sp)-2-formylferrocenoyl fluoride

Conditions
ConditionsYield
With pyridine In dichloromethane pyridine (1.650 ml) and cyanuric fluoride (3.605 ml) added to CH2Cl2 soln. of Fc(CHO)CO2H (10 mmol) at 0°C under Ar, after few min cooling bath removed, mixt. stirred at room temp. for 90 min; crushed ice added, suspn. filtered, organic phase sepd., washed with cold H2O, dried over Na2SO4, filtered, solidified for few min, crystals collected, dried in vac. exicator over P2O5 overnight at room temp.; elem. anal.;85%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

ruthenocene carboxylic acid

ruthenocene carboxylic acid

A

fluorocarbonyl ruthenocene
1279129-18-8

fluorocarbonyl ruthenocene

B

[Ru(η5-C5H5)(η5-C5H4CO)]2O
1279129-20-2

[Ru(η5-C5H5)(η5-C5H4CO)]2O

Conditions
ConditionsYield
With pyridine In dichloromethane under N2 or Ar; suspn. of Ru complex and pyridine in CH2Cl2 cooled to 0°C; N3C3F3 added; stirred at 0°C for 2 h; poured into ice-cold H2O; filtered; org. layer collected; concd. in vac.; purified by column chromy. (silica gel, ethyl acetate-hexane 1:5); elem. anal.;A 82%
B 2%
trifluoro-[1,3,5]triazine
675-14-9

trifluoro-[1,3,5]triazine

sulfanilamide
63-74-1

sulfanilamide

4-(4',6'-difluoro-1',3',5'-triazin-2'-ylamino)benzenesulfonamide

4-(4',6'-difluoro-1',3',5'-triazin-2'-ylamino)benzenesulfonamide

Conditions
ConditionsYield
Stage #1: trifluoro-[1,3,5]triazine; sulfanilamide In acetone at 0℃; for 0.5h;
Stage #2: With sodium hydroxide In water; acetone at 20℃; for 1.33333h;
82%

675-14-9Relevant articles and documents

-

Maxwell et al.

, p. 548 (1958)

-

-

Shaw, G. C.,Seaton, D. L.,Bissell, E. R.

, p. 4765 - 4767 (1961)

-

Cyanuric fluoride preparation method

-

Paragraph 0025-0028; 0029-0032; 0033-0038; 0039-0048, (2018/05/07)

The invention discloses a cyanuric fluoride preparation method. According to the method, 1, 3, 5-trichlorine s-triazine and tetrabutylammonium fluoride are subjected to fluorination to obtain cyanuricfluoride and tetrabutylammonium chloride. Catalysts are omitted, reaction selectivity is high, yield can reach up to 95%, usage of hydrogen fluoride serving as a high-risk fluorine reagent or a largequantity of metal fluoride and addition of expensive catalysts are avoided, and the method has the advantages of simplicity in operation, mild reaction conditions, low cost and the like, and is suitable for industrial production.

Improved syntheses of cyanuric fluoride and carboxylic acid fluorides

Gross, Steffen,Laabs, Stephan,Scherrmann, Andreas,Sudau, Alexander,Zhang, Nong,Nubbemeyer, Udo

, p. 711 - 714 (2007/10/03)

Cyanuric fluoride (2) is one of the most popular fluorinating agents in organic chemistry. The title compound could be prepared in a 50 to 100 g scale by means of a chlorine fluorine exchange, the process was characterized by a simple preparation procedure, cheap reactants and a low time exposure. Carboxylic acids were converted into the corresponding acid fluorides 4a-g using cyanuric fluoride. A non-aqueous work-up led to high yields on synthesizing a range of functionalized acid fluorides. Wiley-VCH Verlag GmbH, 2000.

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