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Cas Database

771-60-8

771-60-8

Identification

  • Product Name:2,3,4,5,6-Pentafluoroaniline

  • CAS Number: 771-60-8

  • EINECS:212-234-2

  • Molecular Weight:183.081

  • Molecular Formula: C6H2F5N

  • HS Code:29214210

  • Mol File:771-60-8.mol

Synonyms:Aniline,2,3,4,5,6-pentafluoro- (6CI,7CI,8CI);1-Amino-2,3,4,5,6-pentafluorobenzene;Aminopentafluorobenzene;NSC 88320;Pentafluoroaniline;Pentafluorophenylamine;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi,HarmfulXn

  • Hazard Codes:Xi,Xn

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:Usbiological
  • Product Description:Pentafluoroaniline
  • Packaging:10g
  • Price:$ 319
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:2,3,4,5,6-Pentafluoroaniline
  • Packaging:250mg
  • Price:$ 45
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Pentafluoroaniline >98.0%(GC)
  • Packaging:25g
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Pentafluoroaniline >98.0%(GC)
  • Packaging:10g
  • Price:$ 60
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Pentafluoroaniline >98.0%(GC)
  • Packaging:5g
  • Price:$ 32
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2,3,4,5,6-Pentafluoroaniline 98.0%
  • Packaging:25 g
  • Price:$ 40
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2,3,4,5,6-Pentafluoroaniline 98.0%
  • Packaging:10 g
  • Price:$ 15
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2,3,4,5,6-Pentafluoroaniline 98.0%
  • Packaging:100 g
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Pentafluoroaniline, 99%
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Pentafluoroaniline, 99%
  • Packaging:25g
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Relevant articles and documentsAll total 27 Articles be found

Observation of an isolated intermediate of the nucleophilic aromatic substition reaction by infrared spectroscopy

Hasegawa, Hayato,Mizuse, Kenta,Hachiya, Masaki,Matsuda, Yoshiyuki,Mikami, Naohiko,Fujii, Asuka

, p. 6008 - 6010 (2008)

(Figure Presented) Caught in the act: The σ complex formed as an intermediate in a nucleophilic aromatic substitution has been observed experimentally. Efficient direct ionization of C6F6 by coherent vacuum ultraviolet light was employed to effect the formation of C 6F5NH2 + from C6F 6 +/NH3. Comparison of the IR spectrum of (C6F6-NH3)+ with that predicted from DFT calculations showed that the cluster cation forms a stable σ complex (see picture).

Syntheses of Transition Metal Complexes of Pentafluorophenylhydrazine

Rieber, Wolfram,Beck, Wolfgang

, p. 377 - 380 (2018)

By reaction of pentafluorophenylhydrazine with metal chlorides the complexes M(NH2NHC6F5)4Cl2 (M = Co, Ni), M(NH2NHC6F5)2Cl2 (M = Mn, Fe, Pd, Zn,

Biorenewable carbon-supported Ru catalyst for: N -alkylation of amines with alcohols and selective hydrogenation of nitroarenes

Goyal, Vishakha,Narani, Anand,Natte, Kishore,Poddar, Mukesh Kumar,Ray, Anjan,Sarki, Naina,Tripathi, Deependra

, p. 14687 - 14694 (2021/08/23)

Herein, we developed a renewable carbon-supported Ru catalyst (Ru/PNC-700), which was facilely prepared via simple impregnation followed by the pyrolysis process. The prepared Ru/PNC-700 catalyst demonstrated remarkable catalytic activity in terms of conversion and selectivity towards N-alkylation of anilines with benzyl alcohol and chemoselective hydrogenation of aromatic nitro compounds. In addition, local anesthetic pharmaceutical agents (e.g., butamben and benzocaine), including key drug intermediates, were synthesized in excellent yields under mild conditions and in the presence of water as a green solvent. Moreover, the prepared Ru/PNC-700 catalyst could be easily recovered and reused up to five times without any apparent loss in activity and selectivity.

Coordination or Oxidative Addition? Activation of N-H with [Tp′Rh(PMe3)]

Yuwen, Jing,Brennessel, William W.,Jones, William D.

supporting information, p. 557 - 566 (2019/01/11)

A thermal reaction of amines, anilines, and amides with Tp′Rh(PMe3)(CH3)H (1, Tp′ = tris(3,5-dimethyl-pyrazolyl)borate) is described in this report. No N-H bond cleavage was observed for reactions between ammonia or unsubstituted aliphatic amines with the reactive fragment [Tp′Rh(PMe3)]. Instead, amine coordination products (κ2-Tp′)Rh(PMe3)(NHR1R2) (R1 = H, R2 = H, nPr, iPr, octyl; R1 = R2 = Et; R1, R2: pyrrolidine) were observed, and the crystal structure of (κ2-Tp′)Rh(PMe3)(NH2iPr) is reported. No coordination products were observed when 1 was reacted with 1,1,1,3,3,3-hexafluoropropan-2-amine, anilines, and amides. Instead, the oxidative addition products (κ3-Tp′)Rh(PMe3)(NHR)H (R = CH(CF3)2, C6H5, 3,5-dimethylbenzyl, C6F5, C(O)CH3, C(O)CF3) were observed. Both RhI-N coordination products (κ2-Tp′)Rh(PMe3)(NH2CH2CF3) and RhIII N-H addition products (κ3-Tp′)Rh(PMe3)(NHCH2CF3)H were generated when 1 was reacted with 2,2,2-trifluoroethylamine. Coordination products dissociate ammonia and amines in benzene much faster than oxidative addition products eliminate anilines and amides. The relative metal-nitrogen bond energies were studied using established kinetic techniques. Analysis of the relationship between the relative M-N bond strengths and N-H bond strengths showed a linear correlation with a slope = RM-N/N-H of 0.91 (10), indicating that the Rh-N bond strength varies in direct proportion to the N-H bond strength.

Borane Adducts of Hydrazoic Acid and Organic Azides: Intermediates for the Formation of Aminoboranes

Bl?sing, Kevin,Bresien, Jonas,Labbow, René,Michalik, Dirk,Schulz, Axel,Thomas, Max,Villinger, Alexander

supporting information, p. 6540 - 6544 (2019/04/10)

The reaction of HN3 with the strong Lewis acid B(C6F5)3 led to the formation of a very labile HN3?B(C6F5)3 adduct, which decomposed to an aminoborane, H(C6F5)NB(C6F5)2, above ?20 °C with release of molecular nitrogen and simultaneous migration of a C6F5 group from boron to the nitrogen atom. The intermediary formation of azide–borane adducts with B(C6F5)3 was also demonstrated for a series of organic azides, RN3 (R=Me3Si, Ph, 3,5-(CF3)2C6H3), which also underwent Staudinger-like decomposition along with C6F5 group migration. In accord with experiment, computations revealed rather small barriers towards nitrogen release for these highly labile azide adducts for all organic substituents except R=Me3Si (m.p. 120 °C, Tdec=189 °C). Hydrolysis of the aminoboranes provided C6F5-substituted amines, HN(R)(C6F5), in good yields.

Preparation method of polyfluoroaniline

-

Paragraph 0062; 0063; 0064; 0065, (2018/08/03)

The invention relates to a preparation method of polyfluoroaniline, according to the method, the polyfluoroaniline is prepared by a two-step common reaction from polyfluorobenzene as a raw material, the method has the characteristics of low reaction temperature, small pressure, low cost, and the like, is suitable for industrial production application, and is convenient for large-scale production;the polyfluoroaniline product obtained by the method has less impurities and high product purity.

Process route upstream and downstream products

Process route

(E)-3-Pentafluorophenylamino-2-phenyl-acrylic acid methyl ester

(E)-3-Pentafluorophenylamino-2-phenyl-acrylic acid methyl ester

methyl 2-formyl-2-phenylacetate
5894-79-1

methyl 2-formyl-2-phenylacetate

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

Conditions
Conditions Yield
With perchloric acid; In water; at 25 ℃; Rate constant; also in D2O/DClO4 system; isotope effect;
pentafluoronitrobenzen
880-78-4

pentafluoronitrobenzen

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

2,3,5,6-tetrafluoro-4-nitrobenzene
6257-03-0

2,3,5,6-tetrafluoro-4-nitrobenzene

2,3,4,5-tetrafluoro-1-nitrobenzene
5580-79-0

2,3,4,5-tetrafluoro-1-nitrobenzene

Conditions
Conditions Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; Dimethylphenylsilane; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; for 12h; Solvent; Reagent/catalyst; regioselective reaction; Catalytic behavior; Inert atmosphere; Reflux;
bis(α-pentafluoroanilino-2,3,4,5,6-pentafluorobenzyl)peroxide
97580-75-1

bis(α-pentafluoroanilino-2,3,4,5,6-pentafluorobenzyl)peroxide

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

N-pentafluorophenyl-pentafluorophenylaldimine
853-75-8

N-pentafluorophenyl-pentafluorophenylaldimine

2,3,4,5,6-pentafluoro-N-(pentafluorophenyl)benzamide
19364-92-2

2,3,4,5,6-pentafluoro-N-(pentafluorophenyl)benzamide

Conditions
Conditions Yield
In hexane; at 20 ℃; for 6h; Product distribution; Irradiation;
27%
23%
32%
7%
N-(2,3,4,5,6-pentafluorophenyl)-1-phenylmethanimine
143896-70-2,63400-36-2

N-(2,3,4,5,6-pentafluorophenyl)-1-phenylmethanimine

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With dihydrogen peroxide; acetic acid; In dichloromethane; at 20 ℃; for 10h;
67%
74%
pentafluorophenyl hydrazine
828-73-9

pentafluorophenyl hydrazine

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

bromopentafluorobenzene
344-04-7

bromopentafluorobenzene

Conditions
Conditions Yield
With bromine; In ethanol; with ethanolic Br2 soln. at -60°C (2 h);
24%
5%
With Br2; In ethanol; with ethanolic Br2 soln. at -60°C (2 h);
24%
5%
N-benzyl-2,3,4,5,6-pentafluoroaniline
36375-86-7

N-benzyl-2,3,4,5,6-pentafluoroaniline

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

Conditions
Conditions Yield
With sulfuric acid; palladium 10% on activated carbon; hydrogen; In methanol; at 120 ℃; for 24h; under 11251.1 Torr; Autoclave;
71%
1,2,3,4,5-pentafluoro-6-iodobenzene
827-15-6

1,2,3,4,5-pentafluoro-6-iodobenzene

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

Conditions
Conditions Yield
With ammonium hydroxide; copper(I) iodide; 1-ethylacetoacetate-3-methyl imidazolium hydroxide; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;
87%
2,3,4,5,6-pentafluorobenzamide
652-31-3

2,3,4,5,6-pentafluorobenzamide

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

Conditions
Conditions Yield
With bromine; sodium hydroxide; In water; acetonitrile; at 80 ℃; Reagent/catalyst; Solvent; Temperature;
92%
pentafluorophenyl hydrazine
828-73-9

pentafluorophenyl hydrazine

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

Conditions
Conditions Yield
With hydrogenchloride; at 150 ℃; for 3h;
75%
pentafluorobenzoylchloride
2251-50-5

pentafluorobenzoylchloride

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 85 percent / pyridine / diethyl ether / 1.5 h / Heating
2: 80 percent / H2 / 5 percent Pd/C / methanol / 760 Torr / Ambient temperature
3: 11 percent / potassium carbonate / H2O / 10 h / Heating
With pyridine; hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; diethyl ether; water;

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