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353-85-5

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353-85-5 Usage

General Description

Trifluoroacetonitrile is a type of organofluorine compound that contains a nitrile group, specifically a cyanide group, and is derived from acetonitrile. It is characterized by the presence of three fluorine atoms replacing three hydrogen atoms in its structure. This colorless liquid is primarily known for its use as a specialized solvent for organic synthesis and is used in various chemical and biochemical research. While it is not classified as extremely hazardous, it needs to be handled with care due to its high reactivity. It can also cause irritation upon contact with eyes, skin, or if inhaled.

Check Digit Verification of cas no

The CAS Registry Mumber 353-85-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,5 and 3 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 353-85:
(5*3)+(4*5)+(3*3)+(2*8)+(1*5)=65
65 % 10 = 5
So 353-85-5 is a valid CAS Registry Number.
InChI:InChI=1/C2HBr2FO2/c3-2(4,5)1(6)7/h(H,6,7)

353-85-5SDS

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 2,2,2-trifluoroacetonitrile

1.2 Other means of identification

Product number -
Other names trifluoro(1-14c)acetonitrile

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:353-85-5 SDS

353-85-5Relevant articles and documents

Toby,Pritchard

, p. 1326 (1971)

Arrhenius Parameters for the Reaction of Trifluoromethyl Radicals with Cyanogen Chloride

Cosa, Fernando,Oexler, Elena V.,Staricco, Eduardo H.

, p. 253 - 260 (1981)

The reaction of CF3 radicals with ClCN has been studied over a wide temperature range, 268-693 K, using CF3 radicals generated by the photolysis of CH3I.Over the range 408-473 K, CF3COCF3 was also used as a CF3 radical source.The radicals react with ClCN by addition followed by decomposition of the adduct and by chlorine abstraction: .The Arrhenius plot for this reaction is strongly curved.Using data from the low- and high-temperature regions, the following expressions for the rate constants for addition reaction (1) and chlorine abstraction (3) relative to CF3 recombination have been obtained: .The combination of E1 with the difference E-1-E2, which can be estimated, gives an upper limit for ΔH03 from which an approximate value of ΔH0f(CN) of 393.4 kJ mol-1 or less has been obtained.

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Banks et al.

, p. 153,155, 156 (1978)

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F-Ethylamine and F-Ethylimine

Kumar, Ramesh C.,Shreeve, Jean'ne M.

, p. 4958 - 4959 (1980)

The new compounds F-ethylamine, C2F5NH2, and F-ethylimine, CF3CF=NH, are readily prepared by the reaction of N,N-dichloro-F-ethylamine with trimethylsilane at -45 or -25 deg C, respectively.Both compounds are subject to dehydrofluorination.Thus, CF3CF=NH may be obtained by the loss of a single HF molecule from CF3CF2NH2 at -25 deg C.CF3CF2NH2 will react with SF4 to form CF3CF2N=SF2.Similarly, CF3CF=NH forms CF3CF=NCl with ClF in the presence of CsF.

Lee,Willoughby

, p. 395 (1977)

A Convenient Preparation of Trifluoroacetonitrile: Application to the Synthesis of a Novel Pyrimidinone Building Block

Parker, Marshall H.

, p. 903 - 907 (2004)

The generation of trifluoroacetonitrile (1) under mild conditions and controlled rates from easily accessible starting materials is described. Dehydration of trifluoroacetamide (2) with trifluoroacetic anhydride in pyridine generates trifluoroacetonitrile at ambient temperatures. As the trifluoroacetonitrile is formed, it distills out of the pyridine reaction mixture and is bubbled into a primary reaction vessel. The rate at which the gas is formed is controlled by the rate of addition of the reactants. The practicality of this method is exemplified via the synthesis of multigram quantities of a novel pyrimidinone building block 3.

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Mares,Smith

, p. 1567,1569 (1976)

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2,2,2-Trifluoroacetaldehyde O-(Aryl)oxime: A Precursor of Trifluoroacetonitrile

Lin, Bo,Yao, Yunfei,Huang, Yangjie,Weng, Zhiqiang

supporting information, p. 2055 - 2058 (2022/03/31)

The preparation of 2,2,2-trifluoroacetaldehyde O-(aryl)oxime, a previously inaccessible precursor of trifluoroacetonitrile, via reaction of hydroxylamine and trifluoroacetaldehyde hydrate is reported. This precursor released CF3CN in quantitative yield under mildly basic conditions. The precursor was successfully used in the synthesis of trifluoromethylated oxadiazoles. The facile, cost-effective, scalable, and recyclable procedure makes these trifluoroacetonitrile precursors generally applicable.

Process for fluorinating inorganic or organic compounds by direct fluorination

-

Paragraph 0259-0260; 0265-0274, (2020/07/14)

The invention relates to the use of a fluorinated gas, wherein the elemental fluorine (F2) is present at a high concentration, the present invention relates to a process for producing fluorinated compounds by direct fluorination using a fluorination gas in which elemental fluorine (F2) is present at a high concentration, such as a concentration of elemental fluorine (F2), in particular equal to much higher than 15 vol% or even 20 vol% (i.e., at least 15 vol% or even 20 vol%), and to a process for producing fluorinated compounds by direct fluorination using a fluorination gas. The process of the present invention relates to the manufacture of fluorinated compounds other than fluorinated benzene by direct fluorination, in particular to the preparation of fluorinated organic compounds, end products and intermediates for use in agricultural, pharmaceutical, electronic, catalyst, solvent and other functional chemical applications. The fluorination process of the invention can be carried outin batches or in a continuous manner. If the process of the invention is carried out in batches, a column (tower) reactor may be used. If the process of the invention is continuous, a microreactor may be used.

Method for preparing perfluorinated nitrile through gas phase catalysis

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Paragraph 0083; 0084, (2019/02/21)

The invention discloses a method for preparing perfluorinated nitrile through gas phase catalysis. The method comprises the following steps: a, in the absence of a catalyst, enabling acyl fluoride R1COF or perfluor substituted ethylene oxide Cyclo-CF2-CR2R3-O- to perform a gas phase amination reaction with an ammonia gas or a primary amine compound, to obtain amide of which a general formula is R1CONH2 or CR2R3FCONH2, wherein general formulas of R1, R2 and R3 are CnF[2n+1], CxF[2x+1], and CyF[2y+1], wherein x and y are non-negative integer sets, x+y=n, and n is a positive integer set; and b, in the presence of the catalyst, dehydrating the amide R1CONH2, to obtain the perfluorinated nitrile R1CN. The method is short in reaction route, and the perfluor substituted ethylene oxide or the acylfluoride is easily obtained. A total yield of the perfluorinated nitrile is high, and the route is easy for continuous industrialization.

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