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Trifluoroacetic acid 99% factory supply in stock fast shipment
Cas No: 76-05-1
USD $ 1.0-1.0 / Kilogram 200 Kilogram 100 Metric Ton/Month Hangzhou Raisun I&E Co., Ltd. Contact Supplier
Trifluoroacetic acid 76-05-1
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No Data No Data No Data Hunan Russell Chemicals Technology Co.,Ltd Contact Supplier
Trifluoroacetic acid
Cas No: 76-05-1
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76-05-1 Usage

General Description

A colorless fuming liquid with a pungent odor. Soluble in water and denser than water. Corrosive to skin, eyes and mucous membranes. Used to make other chemicals and as a solvent.

Production method

1. It can be obtained by the oxidation of 2,3-Dichloro-hexafluoro-2-butene;
2. take fluorine as a catalyst of the oxidation reaction of 2,3-dichloro-hexafluoro-2-butene for producing it; 3 from the oxidation of 3,3,3-trifluoropropene through potassium permanganate, or reaction between trichloro-acetonitrile and hydrogen fluoride, which generates trifluoromethyl acetonitrile, which further undergoes hydrolysis to obtain the product. Moreover, it can also made through the electrochemical fluorination of acetic acid (or acetic anhydride).

Purification Methods

The purification of trifluoroacetic acid, reported in earlier editions of this work, by refluxing over KMnO4 for 24hours and slowly distilling has resulted in very SERIOUS EXPLOSIONS on various occasions, but not always. This apparently depends on the source and/or age of the acid. The method is NOT RECOMMENDED. Water can be removed by adding trifluoroacetic anhydride (0.05%, to diminish water content) and distilling. [Conway & Novak J Phys Chem 81 1459 1977]. It can be refluxed and distilled from P2O5. It is further purified by fractional crystallisation by partial freezing and again distilled. Highly TOXIC vapour. Work in an efficient fume hood. [Beilstein 2 IV 458.]

Uses

Suitable for peptide and protein synthesis.

Chemical Properties

Colorless, fuming liquid; hygroscopic; pungent odor. Very soluble in water. Nonflammable.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Uses

In organic synthesis; dissolves protein when mixed with liquid SO2.

Applications in HPLC

In the experiment of reverse phase chromatography for isolation of peptides and proteins, using trifluoroacetic acid (TFA) as the ion-pairing reagents is a common approach. Trifluoroacetic acid in the mobile phase can improve the peak shape and overcome the problem of the peak broadening and trailing issue through interaction with hydrophobic bonded phase and residual polar surface in a variety of models. Trifluoroacetic acid can bind to the positive charge and polar groups on the polypeptide in order to reduce the polar retention, and bring the polypeptide back to the hydrophobic inverting surface. With the same way, trifluoroacetate shield the residual polar surface in fixed phase. The behavior of TFA can be understood as it stuck in the phase surface of the reverse phase fixed phase, while having interaction with the polypeptide and column bed.
Trifluoroacetic acid has an advantage over other ion modifier due to that it is volatile and can be easily removed from the sample preparation. On the other hand, the maximum UV absorption peak of trifluoroacetic acid is less than 200 nm, and thus having very small interference on the detection of polypeptides at low wavelengths.
Varying the concentration of trifluoroacetic acid can slightly adjust the selectivity of polypeptide on reverse phase chromatography. The impact is very useful for optimizing separation conditions, increasing the amount of information contained in complex chromatography assay (such as the fingerprint of polypeptide).
Trifluoroacetic acid was added to the mobile phase in a general concentration of 0.1%. At this concentration, most of the reversed-phase column can produce good peak shape. In contrast, if the concentration of trifluoroacetic acid is significantly below this level, the peak broadening and tailing would become very obvious.
Trifluoroacetic acid has a good efficacy in the separation of proteins and other macromolecules. However, during the actual usage, we have a difficult time in controlling TFA concentrations because it is a volatile substance. If you configure it for a long time, it will be volatile causing change in the concentration. After completion of preparing it, it must be sealed for prevention of its evaporation.

Reactivity Profile

Trifluoroacetic acid is a strong acid; attacks many metals [Handling Chemicals Safely 1980. p. 935]. A 30% solution of hydrogen peroxide in Trifluoroacetic acid is often used to destructively oxidize aromatic rings in preference to the side chains. Explosions have occurred, if the excess peroxide is not catalytically destroyed, prior to removal of solvent, [Tetrahedron Lett., 1977, 1703-1704]. The reduction of amides of Trifluoroacetic acid with lithium aluminum hydride are dangerous at all phases of the process, explosions have occurred, [Chem. Eng. News, 1955, 33, 1368].

pKa

Trifluoroacetic acid (TFA) is a kind of strong acid with its pKa being 0.23. It can stimulate the body tissue and skin. However, it is only slightly toxic. However, its enrichment in immobilizing surface water will affect agriculture and aquatic systems. Moreover, TFA can generate greenhouse gases CHF3 after undergoing the microbial degradation.
The above information is edited by the chemicalbook of Dai Xiongfeng.

chemical properties

It is colorless, volatile fuming liquid with a similar odor as acetic acid. It is hygroscopic and has stimulating smell. It is miscible with water, fluorinated alkanes, methanol, benzene, ether, carbon tetrachloride and hexane. It can partially dissolve alkane with over six carbons as well as carbon disulfide.

Air & Water Reactions

Fumes in air. Soluble in water.

Uses

Mainly used as an fluorine-containing intermediate in fine chemical, pharmaceutical, pesticide and dye. It is used as a raw material in the process of glass coating , sugar and polypeptide synthetic. It is used as a catalyst in esterification reaction and condensation reaction and a protective agent for hydroxyl and amino.

preparation

Trifluoroacetic acid is an important reagent in organic synthesis. Starting from it, it can be used for synthesizing a variety of fluorine-containing compounds, pesticides and dyes. Trifluoroacetic acid is a catalyst for esterification and condensation; it can also be used as the protecting agent of hydroxy and amino group which is applied to the synthesis of sugars and peptides.
Preparation of trifluoroacetic acid has a variety of routes:
1. Obtain it through the oxidation of 1, 3, 3, 3-trifluoropropene by potassium permanganate.
2. acetic acid (alternatively; acetyl chloride or acetic anhydride) can have electrochemical fluorination with hydrofluoric acid and sodium fluoride and then be hydrolyzed.
3. it can be obtained by the oxidation of 1, 1, 1-trifluoro-2, 3, 3-trichloropropene through potassium permanganate. This raw material can be made through the Swarts fluorination of hexachloropropylene.
4. Prepared from the oxidation of 2,3-dichloro-hexafluoro-2-butene.
5. it can be generated by the reaction between trichloro-acetonitrile and hydrogen fluoride, which generates trifluoromethyl acetonitrile, which further undergoes hydrolysis to obtain the product.
6. obtained through the oxidation of benzotrifluoride.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.

description

Trifluoroacetic acid (TFA, molecular formula: CF3COOH) is a kind of colorless, volatile and fuming liquid with a similar odor as acetic acid. It is hygroscopic and has irritating odor. It has strong acidic property due to being affected by the electron-attracting trifluoromethyl group with its acidicity being 100000 higher than acetic acid. It has a melting point being-15.2 ℃, boiling point being 72.4 ℃, and the density being 1.5351g/cm3 (1℃). It is miscible with water, fluorinated hydrocarbons, methanol, ethanol, ethyl ether, acetone, benzene, carbon tetrachloride, and hexane; it is partially soluble in carbon disulfide and alkane containing more than six carbons. It is an excellent solvent of protein and polyester. It is also a good solvent for the organic reaction which allows obtaining certain results which are difficult in the cases of application of common solvents. For example, when quinolone is being catalyzed for hydrogenation in a common solvent, the pyridine ring is preferentially hydrogenated; in contrast, the benzene ring will be preferentially hydrogenated in the presence of trifluoroacetic acid as the solvent. Trifluoroacetic acid is decomposed into carbon dioxide and fluorine in the presence of aniline. It can be reduced by sodium borohydride or lithium aluminum hydride into trifluoroacetic acetaldehyde and trifluoro-ethanol. It is stable at temperature higher than 205 ℃ stable. But its ester and amides derivatives are easily subject to hydrolysis which allows them to prepare carbohydrate, amino acids, and peptide derivative in the form of acid or anhydride. It is easily to be dehydrated under action of phosphorus pentoxide and be converted to trifluoroacetic anhydride.
Trifluoroacetic acid is a kind of important intermediates of fat fluorine. Owing to the special structure of trifluoromethyl, it has a different property from other alcohols and can participate in a variety of organic reactions, especially being used in the field of the synthesis of fluorine-containing pharmaceutical, pesticides and dyes. Its domestic and foreign demand is increasing and has become one of the important intermediates for fluorine-containing fine chemicals.

uses

Trifluoroacetic acid is mainly for the production of new pesticide, medicine and dyes, and also has great potential of application and development in the fields of materials and solvents. Trifluoroacetic acid is mainly used for the synthesis of various kinds of trifluoromethyl group or heterocyclic containing herbicides. It is currently available for synthesizing various kinds of novel herbicide containing pyridyl and qunoilyl; acting as a strong proton acid, it is widely applied as the catalyst for alkylation, acylation, and olefin polymerization of aromatic compound; as a solvent, trifluoroacetic acid is a kind of excellent solvent for fluorination, nitration and halogenations. In particular, the excellent protective effect of its trifluoroacetyl derivatives on hydroxy and amino group has very important application in the synthesis of amino acid and poly-peptide synthesis, for example, the compound can be used as the protection agent of tert-butoxycarbonyl (t-boc) which is used for removing amino acids during the synthesis of poly-peptide. Trifluoroacetic acid, as the raw material and modifier for the preparation of the ion membrane, can largely improve the current efficiency of soda industry and significantly extend the working life of the membrane; trifluoroacetic acid can also be used for synthesizing trifluoro-ethanol, trifluoroacetic acetaldehyde and trifluoroacetic anhydride. At room temperature, the mercury trifluoroacetic acid can have mercury-fluorophenyl be able to have mercuration reaction (electrophilic substitution), and can also convert hydrazone to diazo compound. The lead salt of this acid can convert arene to phenol.
In the experiment of reverse phase chromatography for isolation of peptides and proteins, using trifluoroacetic acid (TFA) as the ion-pairing reagents is a common approach. Trifluoroacetic acid in the mobile phase can improve the peak shape and overcome the problem of the peak broadening and trailing issue through interaction with hydrophobic bonded phase and residual polar surface in a variety of models. Trifluoroacetic acid has an advantage over other ion modifier due to that it is volatile and can be easily removed from the sample preparation. On the other hand, the maximum UV absorption peak of trifluoroacetic acid is less than 200 nm, and thus having very small interference on the detection of polypeptides at low wavelengths.
InChI:InChI=1/C2HF3O2/c3-2(4,5)1(6)7/h(H,6,7)

76-05-1 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Fluka (14264)  Trifluoroaceticacid  LC-MS Ultra, eluent additive for UHPLC-MS 76-05-1 14264-50ML 2,021.76CNY Detail
Fluka (14264)  Trifluoroaceticacid  LC-MS Ultra, eluent additive for UHPLC-MS 76-05-1 14264-2ML 881.01CNY Detail
Fluka (14264)  Trifluoroaceticacid  LC-MS Ultra, eluent additive for UHPLC-MS 76-05-1 14264-1ML 504.27CNY Detail
Fluka (40967)  Trifluoroaceticacid  eluent additive for LC-MS 76-05-1 40967-1L-F 27,062.10CNY Detail
Fluka (40967)  Trifluoroaceticacid  eluent additive for LC-MS 76-05-1 40967-5X10ML-F 8,154.90CNY Detail
Fluka (40967)  Trifluoroaceticacid  eluent additive for LC-MS 76-05-1 40967-10X1ML-F 2,338.83CNY Detail
Fluka (40967)  Trifluoroaceticacid  eluent additive for LC-MS 76-05-1 40967-10ML-F 2,082.60CNY Detail
Sigma-Aldrich (302031)  Trifluoroaceticacid  for HPLC, ≥99.0% 76-05-1 302031-1L 10,108.80CNY Detail
Sigma-Aldrich (302031)  Trifluoroaceticacid  for HPLC, ≥99.0% 76-05-1 302031-4X100ML 8,634.60CNY Detail
Sigma-Aldrich (302031)  Trifluoroaceticacid  for HPLC, ≥99.0% 76-05-1 302031-100ML 2,709.72CNY Detail
Sigma-Aldrich (302031)  Trifluoroaceticacid  for HPLC, ≥99.0% 76-05-1 302031-10X1ML 1,401.66CNY Detail
Sigma-Aldrich (299537)  Trifluoroaceticacid  ≥99%, purified by redistillation, for protein sequencing 76-05-1 299537-500G 4,750.20CNY Detail

76-05-1SDS

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 trifluoroacetic acid

1.2 Other means of identification

Product number -
Other names TRIFLUOROACETATE

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:76-05-1 SDS

76-05-1Synthetic route

C7F12O5
1204061-80-2

C7F12O5

A

C5HF7O5
1204181-00-9

C5HF7O5

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With water at 0℃;A 100%
B n/a
C8F14O6
1204186-49-1

C8F14O6

A

difluoro((2,2,4,5-tetrafluoro-5-(trifluoromethoxy)-1.3-dioxolan-4-yl)oxy)acetic acid
1190931-41-9

difluoro((2,2,4,5-tetrafluoro-5-(trifluoromethoxy)-1.3-dioxolan-4-yl)oxy)acetic acid

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With water at 0℃;A 100%
B n/a
2,2,3,3-tetrafluoropropanol
76-37-9

2,2,3,3-tetrafluoropropanol

4,5-benzo-1,3,2-dioxaphosphol-2-yl 2,2,2-trifluoroacetate
85233-01-8

4,5-benzo-1,3,2-dioxaphosphol-2-yl 2,2,2-trifluoroacetate

A

2-(2,2,3,3-tetrafluoropropoxy)-4,5-benzo-1,3,2-dioxaphospholane
88399-68-2

2-(2,2,3,3-tetrafluoropropoxy)-4,5-benzo-1,3,2-dioxaphospholane

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
A 98%
B n/a
1,1,1-trifluoro-2-iodoethane
353-83-3

1,1,1-trifluoro-2-iodoethane

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

A

(2,2,2-trifluoroethyl)-λ3-iodanediyl bis(2,2,2-trifluoroacetate)
100422-04-6

(2,2,2-trifluoroethyl)-λ3-iodanediyl bis(2,2,2-trifluoroacetate)

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With dihydrogen peroxide at -15 - 20℃; for 72h;A 98%
B n/a
1,1,1-Trichloro-2,2,2-trifluoroethane
354-58-5

1,1,1-Trichloro-2,2,2-trifluoroethane

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With ammonium peroxydisulfate; sodium formate In N,N-dimethyl-formamide at 25℃; for 10h; Product distribution; different redox systems and solvents;95%
With ammonium peroxydisulfate; sodium formate In N,N-dimethyl-formamide at 25℃; for 10h;72.5%
With steam; oxygen; chlorine Irradiation.UV-Licht;
isopropyl Trifluoroacetate
400-38-4

isopropyl Trifluoroacetate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With hydrogen fluoride95%
2-chloro-2,2-difluoroacetic acid
76-04-0

2-chloro-2,2-difluoroacetic acid

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With potassium fluoride In water at 140℃; for 1h;95%
perfluoro-1,3-dimethyl-4-ethyl-1H-isochromen-1-ol
1289408-17-8

perfluoro-1,3-dimethyl-4-ethyl-1H-isochromen-1-ol

A

5,6,7,8-tetrafluoro-1,3-bis(trifluoromethyl)-1H-isochromen-1-ol
1289408-24-7

5,6,7,8-tetrafluoro-1,3-bis(trifluoromethyl)-1H-isochromen-1-ol

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
Stage #1: perfluoro-1,3-dimethyl-4-ethyl-1H-isochromen-1-ol With sodium hydrogencarbonate In tetrachloromethane; water
Stage #2: With hydrogenchloride In water
A 92%
B n/a
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With hydrogen fluoride91%
With hydrogen fluoride80%
With hydrogen fluoride77.5%
With sodium hydroxide
With water at 5℃; Kinetics; Thermodynamic data; Rate constant; other temperatures, ΔH(excit.), ΔS(excit.);
cesium trifluoroacetate
21907-50-6

cesium trifluoroacetate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With hydrogenchloride for 1h;90%
Co(III) trifluoroacetate

Co(III) trifluoroacetate

A

trifluoroacetic acid-methyl ester
431-47-0

trifluoroacetic acid-methyl ester

B

cobalt trifluoroacetate
6185-58-6, 24517-83-7, 50517-80-1

cobalt trifluoroacetate

C

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With methane In trifluoroacetic acid React. between CH4 and Co-compd. in CF3COOH soln. is carried out at 30 atm of initial CH4 and 180°C (3 h).; Identification of CF3COOMe by GLC anal. and PMR spectroscopy.;A 90%
B n/a
C n/a
trifluorothioacetic acid
2925-25-9

trifluorothioacetic acid

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With H2O 8 d;88%
With H2O 8 d;88%
octafluoro-2-butanone
337-20-2

octafluoro-2-butanone

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid Product distribution; 1.) H2O, reflux, 30 min, 2.) reflux;A 75%
B 87%
hydroxymethyl-phosphonic acid dimethyl ester
24630-67-9

hydroxymethyl-phosphonic acid dimethyl ester

4,5-benzo-1,3,2-dioxaphosphol-2-yl 2,2,2-trifluoroacetate
85233-01-8

4,5-benzo-1,3,2-dioxaphosphol-2-yl 2,2,2-trifluoroacetate

A

2-(α-O,O-dimethylphosphono)methyl-4,5-benzo-1,3,2-dioxaphospholane

2-(α-O,O-dimethylphosphono)methyl-4,5-benzo-1,3,2-dioxaphospholane

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
temperature under 50 deg C;A 87%
B n/a
1,1,1,5,5,5-hexafluoroacetylacetone
1522-22-1

1,1,1,5,5,5-hexafluoroacetylacetone

A

1,1,1-trifluoro-2-propanone
421-50-1

1,1,1-trifluoro-2-propanone

B

1,1,1,5,5,5-hexafluoro-2-aminopentan-4-one

1,1,1,5,5,5-hexafluoro-2-aminopentan-4-one

C

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With ammonia at 80℃; for 3h;A n/a
B 85%
C n/a
(R)-1-(p-methoxyphenyl)ethyl trifluoroacetate
58287-19-7

(R)-1-(p-methoxyphenyl)ethyl trifluoroacetate

phenol
108-95-2

phenol

A

4-Methoxystyrene
637-69-4

4-Methoxystyrene

B

rac-1-(4-methoxyphenyl)-ethanol
3319-15-1

rac-1-(4-methoxyphenyl)-ethanol

C

1-(4-methoxyphenyl)ethyl phenyl ether
88563-46-6

1-(4-methoxyphenyl)ethyl phenyl ether

D

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With pyridine In benzene at 25℃; for 144h;A 1.7%
B 9.1%
C 74.6%
D 82.7%
With pyridine In benzene at 25℃; Rate constant;
6H-undecafluoro-hexan-2-one
42287-75-2

6H-undecafluoro-hexan-2-one

A

1,1,2,2,3,3,4,4-octafluorobutane
377-36-6

1,1,2,2,3,3,4,4-octafluorobutane

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid Product distribution; 1.) H2O, reflux, 30 min, 2.) reflux;A 80%
B 77%
(R)-N5 -[amino(nitroimino)methyl]-N2 -[(tert.-butyloxy)carbonyl-N-[[3-[(1,2-dihydro-3,5(4H)-dioxo-1,2-diphenyl-3H-1,2,4-triazol-4-yl)methyl]phenyl]methyl]-ornithinamide

(R)-N5 -[amino(nitroimino)methyl]-N2 -[(tert.-butyloxy)carbonyl-N-[[3-[(1,2-dihydro-3,5(4H)-dioxo-1,2-diphenyl-3H-1,2,4-triazol-4-yl)methyl]phenyl]methyl]-ornithinamide

sodium carbonate
497-19-8

sodium carbonate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
80%
trifluoroacetic acid-methyl ester
431-47-0

trifluoroacetic acid-methyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With hydrogen fluoride80%
1-Phenyl-4,4,4-trifluorobutane-1,3-dione
326-06-7

1-Phenyl-4,4,4-trifluorobutane-1,3-dione

A

2-diazo-acetophenone
3282-32-4

2-diazo-acetophenone

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With 4-toluenesulfonyl azide; triethylamine In dichloromethane for 5h;A 79%
B n/a
perfluoro-2-hexanone
755-27-1

perfluoro-2-hexanone

A

nonafluorobutane
375-17-7

nonafluorobutane

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid Product distribution; 1.) H2O, reflux, 30 min, 2.) reflux;A 79%
B 75%
Dimethyl phosphite
868-85-9

Dimethyl phosphite

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

A

[1-(Dimethoxy-phosphoryloxy)-3,3,3-trifluoro-2-oxo-1-trifluoromethyl-propyl]-phosphonic acid dimethyl ester

[1-(Dimethoxy-phosphoryloxy)-3,3,3-trifluoro-2-oxo-1-trifluoromethyl-propyl]-phosphonic acid dimethyl ester

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
Ambient temperature;A 79%
B n/a
pyrrole
109-97-7

pyrrole

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

A

2-(trifluoroacetyl)pyrrole
2557-70-2

2-(trifluoroacetyl)pyrrole

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
In dichloromethane at -15 - 20℃; for 2.5h;A 77%
B n/a
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

A

[1-(Diethoxy-phosphoryloxy)-3,3,3-trifluoro-2-oxo-1-trifluoromethyl-propyl]-phosphonic acid diethyl ester

[1-(Diethoxy-phosphoryloxy)-3,3,3-trifluoro-2-oxo-1-trifluoromethyl-propyl]-phosphonic acid diethyl ester

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
Ambient temperature;A 76%
B n/a
trichlorfon
52-68-6

trichlorfon

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

A

C6H7Cl3F3O5P
154149-95-8

C6H7Cl3F3O5P

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 40℃; for 2h;A 72%
B n/a
1-chloro-1,1-dibromotrifluoroethane
754-17-6

1-chloro-1,1-dibromotrifluoroethane

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With ammonium peroxydisulfate; sodium formate In N,N-dimethyl-formamide at 50℃; for 4h;71.8%
hexyl 5-acetamido-4-(N,N'-bis-tert-butoxycarbonyl)guanidino-2,3,4,5-tetradeoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosoate

hexyl 5-acetamido-4-(N,N'-bis-tert-butoxycarbonyl)guanidino-2,3,4,5-tetradeoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosoate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

hexyl 5-acetamido-2,3,4,5-tetradeoxy-4-guanidino-D-glycero-D-galacto-non-2-enopyranosoate trifluoroacetic acid salt

hexyl 5-acetamido-2,3,4,5-tetradeoxy-4-guanidino-D-glycero-D-galacto-non-2-enopyranosoate trifluoroacetic acid salt

Conditions
ConditionsYield
In dichloromethane at 20℃; for 18h;100%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-Trifluoromethylbenzimidazole
312-73-2

2-Trifluoromethylbenzimidazole

Conditions
ConditionsYield
for 4h; Reflux;100%
at 70℃; for 16h;99%
at 70℃; for 0.5h; Microwave irradiation;99.9%
methanol
67-56-1

methanol

trifluoroacetic acid
76-05-1

trifluoroacetic acid

trifluoroacetic acid-methyl ester
431-47-0

trifluoroacetic acid-methyl ester

Conditions
ConditionsYield
for 24h;100%
ethanol
64-17-5

ethanol

trifluoroacetic acid
76-05-1

trifluoroacetic acid

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

Conditions
ConditionsYield
for 24h; Product distribution; Heating; others alcohols;100%
for 24h; Heating;100%
With 4-hydroxyacetophenone oxime at 69.84℃; under 760.051 Torr; for 2h; Inert atmosphere; Sealed tube;100%
trifluoroacetic acid
76-05-1

trifluoroacetic acid

benzyl alcohol
100-51-6

benzyl alcohol

benzyl trifluoroacetate
351-70-2

benzyl trifluoroacetate

Conditions
ConditionsYield
for 24h; Heating;100%
With cobalt(II) chloride at 60℃; for 1h;95%
With silica gel In dichloromethane for 4h; Ambient temperature;91%
5-hydroxy-2,4-dimethyl-5-phenyl-1,2,4-triazin-3-thione
66074-40-6

5-hydroxy-2,4-dimethyl-5-phenyl-1,2,4-triazin-3-thione

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Trifluoro-acetate2,4-dimethyl-5-phenyl-3-thioxo-2,3-dihydro-[1,2,4]triazin-4-ium;

Trifluoro-acetate2,4-dimethyl-5-phenyl-3-thioxo-2,3-dihydro-[1,2,4]triazin-4-ium;

Conditions
ConditionsYield
100%
dimethylsulfide
75-18-3

dimethylsulfide

4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

trifluoroacetic acid
76-05-1

trifluoroacetic acid

dimethylsulfonium trifluoroacetate
112481-55-7

dimethylsulfonium trifluoroacetate

Conditions
ConditionsYield
for 0.0833333h;100%
(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate
19794-10-6, 51513-86-1, 59602-19-6, 71257-75-5, 71257-76-6

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

alanylalanine methyl ester trifluoroacetate
64516-01-4

alanylalanine methyl ester trifluoroacetate

Conditions
ConditionsYield
With triethylsilane In dichloromethane for 0.5h;100%
With dichloromethane for 0.5h;
In dichloromethane at 25℃; for 2h;
Nα tert-Butyloxycarbonyl-Nε-carbobenzyloxy-L-lysyl-glycine methyl ester
23234-35-7

Nα tert-Butyloxycarbonyl-Nε-carbobenzyloxy-L-lysyl-glycine methyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

TFA*H-Lys(Z)-Gly-OMe
63276-44-8

TFA*H-Lys(Z)-Gly-OMe

Conditions
ConditionsYield
In acetic acid at 0 - 20℃; for 5h;100%
With water
N-(tert-butoxycarbonyl)-L-alanyl-L-alanine benzyl ester
18670-98-9

N-(tert-butoxycarbonyl)-L-alanyl-L-alanine benzyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

L-alanyl-L-alanine benzyl ester trifluoroacetate
82748-55-8

L-alanyl-L-alanine benzyl ester trifluoroacetate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
In dichloromethane at 20℃;100%
With methoxybenzene
3-iodylfluorobenzene
30003-43-1

3-iodylfluorobenzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

3-fluorobenzene
123105-23-7

3-fluorobenzene

Conditions
ConditionsYield
With trifluoroacetic anhydride at 20℃; for 2h;100%
1-fluoro-4-iodoxybenzene
16669-00-4

1-fluoro-4-iodoxybenzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

4-fluorobenzene
123105-28-2

4-fluorobenzene

Conditions
ConditionsYield
With trifluoroacetic anhydride at 20℃; for 2h;100%
Boc-Leu-Met(O)-NH2
66013-27-2

Boc-Leu-Met(O)-NH2

trifluoroacetic acid
76-05-1

trifluoroacetic acid

H-Leu-Met(O)-NH2*TFA

H-Leu-Met(O)-NH2*TFA

Conditions
ConditionsYield
at 0℃; for 0.5h;100%
N-tert-butoxycarbonyl glycyl glycine methyl ester
53487-98-2

N-tert-butoxycarbonyl glycyl glycine methyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

glycylglycine methyl ester trifluoroacetic acid salt
96212-26-9

glycylglycine methyl ester trifluoroacetic acid salt

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1.5h;100%
In dichloromethane for 0.5h; Ambient temperature;
In dichloromethane at 20℃; for 1.25h;
N-tert-butyloxycarbonylalanylphenylalanine methyl ester
2280-66-2

N-tert-butyloxycarbonylalanylphenylalanine methyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

L-Ala-L-Phe-OMe trifluoroacetate
87892-68-0

L-Ala-L-Phe-OMe trifluoroacetate

Conditions
ConditionsYield
In dichloromethane for 0.5h; Ambient temperature;100%
With dichloromethane for 0.5h;
In dichloromethane at 20℃; for 1h;
In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;
In dichloromethane
N-methyl-N-[4-(1-pyrrolidinyl)-2-butynyl]-4-{N-[2-(N-Boc-amino)ethanoyl]amino}butanamide
124045-44-9

N-methyl-N-[4-(1-pyrrolidinyl)-2-butynyl]-4-{N-[2-(N-Boc-amino)ethanoyl]amino}butanamide

trifluoroacetic acid
76-05-1

trifluoroacetic acid

4-(2-Amino-acetylamino)-N-methyl-N-(4-pyrrolidin-1-yl-but-2-ynyl)-butyramide; compound with trifluoro-acetic acid
124069-91-6

4-(2-Amino-acetylamino)-N-methyl-N-(4-pyrrolidin-1-yl-but-2-ynyl)-butyramide; compound with trifluoro-acetic acid

Conditions
ConditionsYield
for 1h;100%
(2-{3-[Methyl-(4-pyrrolidin-1-yl-but-2-ynyl)-carbamoyl]-propylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester
124045-46-1

(2-{3-[Methyl-(4-pyrrolidin-1-yl-but-2-ynyl)-carbamoyl]-propylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

4-(3-Amino-propionylamino)-N-methyl-N-(4-pyrrolidin-1-yl-but-2-ynyl)-butyramide; compound with trifluoro-acetic acid
124069-93-8

4-(3-Amino-propionylamino)-N-methyl-N-(4-pyrrolidin-1-yl-but-2-ynyl)-butyramide; compound with trifluoro-acetic acid

Conditions
ConditionsYield
for 1h;100%
4,6-dimethyl-3-thio-methylene-1,2,4-triazine
126971-41-3

4,6-dimethyl-3-thio-methylene-1,2,4-triazine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Trifluoro-acetate4,5,6-trimethyl-3-thioxo-2,3-dihydro-[1,2,4]triazin-4-ium;

Trifluoro-acetate4,5,6-trimethyl-3-thioxo-2,3-dihydro-[1,2,4]triazin-4-ium;

Conditions
ConditionsYield
100%
2,4,6-trimethyl-5-methylene-1,2,4-triazin-3-thione
126971-42-4

2,4,6-trimethyl-5-methylene-1,2,4-triazin-3-thione

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Trifluoro-acetate2,4,5,6-tetramethyl-3-thioxo-2,3-dihydro-[1,2,4]triazin-4-ium;

Trifluoro-acetate2,4,5,6-tetramethyl-3-thioxo-2,3-dihydro-[1,2,4]triazin-4-ium;

Conditions
ConditionsYield
100%
5-methoxy-5,6-dimethyl-4-phenyl-3-thio-1,2,4-triazine
126971-43-5

5-methoxy-5,6-dimethyl-4-phenyl-3-thio-1,2,4-triazine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Trifluoro-acetate5,6-dimethyl-4-phenyl-3-thioxo-2,3-dihydro-[1,2,4]triazin-4-ium;

Trifluoro-acetate5,6-dimethyl-4-phenyl-3-thioxo-2,3-dihydro-[1,2,4]triazin-4-ium;

Conditions
ConditionsYield
100%
N-tert-butoxycarbonyl (S)-isoleucine (S)-valine methyl ester
33911-17-0

N-tert-butoxycarbonyl (S)-isoleucine (S)-valine methyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

isoleucyl-valine-methyl ester trifluoroacetate

isoleucyl-valine-methyl ester trifluoroacetate

Conditions
ConditionsYield
In dichloromethane; water at 20℃; for 1h;100%
In dichloromethane at 20℃; for 1h;98%
In dichloromethane at 0℃; for 2.5h;91%
N-(3'-chloro-1',1'-dimethylprop-2'-ynyl)-2,4,6-trimethylaniline
132588-65-9

N-(3'-chloro-1',1'-dimethylprop-2'-ynyl)-2,4,6-trimethylaniline

trifluoroacetic acid
76-05-1

trifluoroacetic acid

6-(1'-chloro-3'-methylbuta-1',2'-dienyl)-2,4,6-trimethylcyclohexa-2,4-dien-1-iminium trifluoroacetate
132643-96-0

6-(1'-chloro-3'-methylbuta-1',2'-dienyl)-2,4,6-trimethylcyclohexa-2,4-dien-1-iminium trifluoroacetate

Conditions
ConditionsYield
In chloroform-d1 at -30 - 20℃; for 4h;100%
In chloroform-d1 at -30 - 20℃; for 4h;100%
Boc-Lys(Z)-Pro-OH
53157-73-6

Boc-Lys(Z)-Pro-OH

trifluoroacetic acid
76-05-1

trifluoroacetic acid

H-Lys(Z)-Pro-OH trifluoroacetate
72172-50-0

H-Lys(Z)-Pro-OH trifluoroacetate

Conditions
ConditionsYield
With acetic acid at 10 - 20℃; for 0.5h;100%
In dichloromethane Ambient temperature;
N-<2-(4-pyridyl)ethoxycarbonyl>-L-(O-allyl)tyrosyl-L-isoleucine tert-butylester

N-<2-(4-pyridyl)ethoxycarbonyl>-L-(O-allyl)tyrosyl-L-isoleucine tert-butylester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

N-<2-(4-pyridyl)ethoxycarbonyl>-L-(O-allyl)tyrosyl-L-isoleucine trifluoroacetate

N-<2-(4-pyridyl)ethoxycarbonyl>-L-(O-allyl)tyrosyl-L-isoleucine trifluoroacetate

Conditions
ConditionsYield
for 0.5h;100%
Nα-(t-butoxycarbonyl)-O-(t-butyl)glutamyl-O-(di-t-butylphosphono)serylleucine t-butyl ester
118219-34-4

Nα-(t-butoxycarbonyl)-O-(t-butyl)glutamyl-O-(di-t-butylphosphono)serylleucine t-butyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

glutamylo-O-phosphoserylleucine trifluoroacetate
105751-06-2

glutamylo-O-phosphoserylleucine trifluoroacetate

Conditions
ConditionsYield
In acetic acid at 20℃; for 1h;100%
In acetic acid Yield given;
tert-butyloxycarbonyl-glycylglycylglycine-benzylester
67585-90-4

tert-butyloxycarbonyl-glycylglycylglycine-benzylester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

H-Gly-Gly-Gly-OBzl*TFA

H-Gly-Gly-Gly-OBzl*TFA

Conditions
ConditionsYield
at 0℃; for 0.5h;100%
N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine
131336-79-3

N-<2-O-<2-acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

N-<2-O-(2-acetamido-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl)-D-lactoyl>-L-alanyl-D-isoglutamine trifluoroacetate salt
131432-97-8

N-<2-O-(2-acetamido-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl)-D-lactoyl>-L-alanyl-D-isoglutamine trifluoroacetate salt

Conditions
ConditionsYield
With water at 0℃; for 2.5h;100%
Boc-Trp-Nle-Asp-Phe-NH2
6667-38-5

Boc-Trp-Nle-Asp-Phe-NH2

trifluoroacetic acid
76-05-1

trifluoroacetic acid

H-Trp-Nle-Asp-Phe-NH2 trifluoroacetate
15368-43-1

H-Trp-Nle-Asp-Phe-NH2 trifluoroacetate

Conditions
ConditionsYield
With methyl phosphite; methoxybenzene In dichloromethane for 1h; Ambient temperature;100%
N-<2-O-<2-acetamido-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-6-O-octadecanoyl-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester
122996-55-8

N-<2-O-<2-acetamido-N-(tert-butoxycarbonyl)-1,2,3,5-tetradeoxy-1,5-imino-6-O-octadecanoyl-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

N-<2-O-<2-acetamido-1,2,3,5-tetradeoxy-1,5-imino-6-O-octadecanoyl-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester trifluoroacetate salt
122996-57-0

N-<2-O-<2-acetamido-1,2,3,5-tetradeoxy-1,5-imino-6-O-octadecanoyl-D-glucitol-3-yl>-D-lactoyl>-L-alanyl-D-isoglutamine methyl ester trifluoroacetate salt

Conditions
ConditionsYield
With water at 0℃;100%
(2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid
134440-92-9

(2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid

trifluoroacetic acid
76-05-1

trifluoroacetic acid

(2S,3S,8S,9S,4E,6E)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldecadienoic acid trifluoroacetate
134526-68-4

(2S,3S,8S,9S,4E,6E)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldecadienoic acid trifluoroacetate

Conditions
ConditionsYield
In dichloromethane for 0.5h; Ambient temperature;100%
In dichloromethane at 20℃;84%

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