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Trifluoroacetamidine is a colorless liquid with unique chemical properties that make it a versatile compound in various scientific and industrial applications. It is known for its ability to serve as a protected ammonia equivalent and as a probe for determining membrane potential and extra/intracellular volume of erythrocytes through fluorine-19 NMR studies.

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  • 354-37-0 Structure
  • Basic information

    1. Product Name: Trifluoroacetamidine
    2. Synonyms: TRIFLUOROACETAMIDINE, TECH.;Trifluoroacetamidine;Trifluoroacetamideine;2,2,2-Trifluoroethanimidamide;EthaniMidaMide, 2,2,2-trifluoro-;2,2,2-trifluoroacetiMidaMide
    3. CAS NO:354-37-0
    4. Molecular Formula: C2H3F3N2
    5. Molecular Weight: 112.05
    6. EINECS: -0
    7. Product Categories: Fluorochemicals
    8. Mol File: 354-37-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 35-37°C 11mm
    3. Flash Point: 35-37°C/11mm
    4. Appearance: /
    5. Density: 1.45
    6. Vapor Pressure: 2.16mmHg at 25°C
    7. Refractive Index: 1.3801
    8. Storage Temp.: Store below -20C
    9. Solubility: N/A
    10. PKA: 6.07±0.40(Predicted)
    11. Water Solubility: Fully miscible in water.
    12. Sensitive: Moisture Sensitive
    13. BRN: 605978
    14. CAS DataBase Reference: Trifluoroacetamidine(CAS DataBase Reference)
    15. NIST Chemistry Reference: Trifluoroacetamidine(354-37-0)
    16. EPA Substance Registry System: Trifluoroacetamidine(354-37-0)
  • Safety Data

    1. Hazard Codes: C,Xi
    2. Statements: 34
    3. Safety Statements: 26-36/37/39-45-20
    4. RIDADR: 3267
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: 8
    8. PackingGroup: II
    9. Hazardous Substances Data: 354-37-0(Hazardous Substances Data)

354-37-0 Usage

Uses

Used in Scientific Research:
Trifluoroacetamidine is used as a probe for determining the membrane potential and extra/intracellular volume of erythrocytes. This application is crucial in understanding the behavior and function of red blood cells, which play a vital role in the transportation of oxygen and carbon dioxide in the body.
Used in Chemical Synthesis:
As a protected ammonia equivalent, Trifluoroacetamidine is utilized as a reagent in chemical synthesis. This function allows for the protection of ammonia groups during chemical reactions, preventing unwanted side reactions and ensuring the desired product is obtained with higher yield and purity.

Check Digit Verification of cas no

The CAS Registry Mumber 354-37-0 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 4 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 354-37:
(5*3)+(4*5)+(3*4)+(2*3)+(1*7)=60
60 % 10 = 0
So 354-37-0 is a valid CAS Registry Number.
InChI:InChI=1/C2H2F3NO/c3-2(4,5)1(6)7/h(H2,6,7)

354-37-0 Well-known Company Product Price

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  • Alfa Aesar

  • (L12422)  Trifluoroacetamidine, tech. 85%   

  • 354-37-0

  • 5g

  • 927.0CNY

  • Detail
  • Alfa Aesar

  • (L12422)  Trifluoroacetamidine, tech. 85%   

  • 354-37-0

  • 25g

  • 3709.0CNY

  • Detail
  • Alfa Aesar

  • (L12422)  Trifluoroacetamidine, tech. 85%   

  • 354-37-0

  • 100g

  • 12325.0CNY

  • Detail

354-37-0SDS

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-trifluoroethanimidamide

1.2 Other means of identification

Product number -
Other names Trifluoroacetamidine

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:354-37-0 SDS

354-37-0Relevant articles and documents

Preparation method of trifluoroacetamidine

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Paragraph 0023-0031, (2021/04/17)

The invention discloses a preparation method of trifluoroacetamidine, and belongs to the technical field of organic synthesis. Trifluoroacetamide is used as a raw material, gas-state trifluoroacetonitrile is collected through reflux and water diversion under the action of a catalyst, then trifluoroacetonitrile is introduced into DBU/liquid ammonia for a reaction, a polymerization inhibitor is added, distillation is performed, and trifluoroacetamidine is obtained. The method is coherent in reaction steps, simple and convenient to operate and high in yield; three wastes are reduced, the catalyst can be repeatedly utilized for more than 10 times in the dehydration process, the content of the obtained product is more than 99%, and the method has a potential industrial amplification prospect.

2-Trifluoromethyl-1,3-diazabutadienes as useful intermediates for the construction of 2-trifluoromethylpyrimidine derivatives

Medina-Mercado, Ignacio,Zaragoza-Galicia, Ivann,Olivo, Horacio F.,Romero-Ortega, Moisés

, p. 4133 - 4139 (2018/10/19)

A methodology to prepare 2-trifluoromethylpyrimidines has been developed on the basis of a cyclization reaction of 2-trifluoromethyl-1,3-diazabutadienes. These 2-trifluoromethyl-1,3-diazabutadienes were prepared by the condensation of trifluoroacetamidine and amide acetals or with chloromethaniminium salt derived from N, N-dimethylbenzamide with phosphorus oxychloride. The cycloaddition reactions of these 2-trifluoromethyl-1,3-diazabutadienes with DMAD and phenylacetyl chloride provided 2-trifluoromethylpyrimidine derivatives in regular to moderate overall yield.

Drug synthesis intermediates for the preparation method of the (by machine translation)

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Paragraph 0085-0087, (2018/11/22)

The invention relates to the synthesis intermediate for the preparation method. In particular, the invention relates to a preparation under mild conditions the following formula 2 compound of preparation method, the states the equation below 2 of the cycloalkene compound 1 in the preparation of the compounds of use is necessary, the states the equation below 1 compound is used for the synthesis of inhibiting DPP - IV of the therapeutic agent for diabetes of the intermediate, the final high yield and purity of the formula 1 compound. Wherein R1, R2, R3, R4, R5 and P1 such as defined in the specification. (by machine translation)

2-trifluoromethylpyrimidin-4-carboxylic acid and its derivatives and preparation method thereof

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Paragraph 0035; 0036, (2017/05/23)

The invention relates to 2-trifluoromethylpyrimidin-4-carboxylic acid with a general formula (I) and its derivatives. In the general formula (I), R represents COOH, COOX, COORn, COOCH3, COOCH2CH3 or CH2OH, X represents any alkali or amine which can react with a strong acid or carboxylic acid to produce a salt and Rn represents any carbonyl compound. The invention also relates to a preparation method of the compound. The preparation method has good controllability, mainly solves the technical problem of large-scale production limitation and has a good application prospect.

2,4-Diazabicyclononane Skeletons from cis-Benzene Trioxide

Fritsche-Lang, Wolfram,Wilharm, Peter,Haedicke, Erich,Fritz, Hans,Prinzbach, Horst

, p. 2044 - 2078 (2007/10/02)

By treating cis-benzene trioxide (1) with guanidine in buffered tert-butyl alcohol solution the 1:1-adducts DL-(1α,2β,4β,5α,6α,10α)-8-imino-3-oxa-7,9-diazatricyclo2,4>decane-5,10-diol (13a) and DL-(1α,2α,3β,5β,6α,7α)-9-imino-4-oxa-8,10-diazatricyclo3,5>decane-2,6-diol (12a) resulting from 1,3(1,2)-bridging in 1 are obtained in 88-91percent (9-12percent) yields.Trifluoroacetamidine (acetamidine) is also selectively 1,3-added to 1.From 13a via generally regiospecific hydrolysis (26a), thiolysis (30a, d), ammonolysis (34a), hydrazinolysis (34d), and HCl-/HBr-addition (39a, c) access to highly functionalised 2,4-diazabicyclononane derivatives is opened.During the "ring-chain tautomerism" observed for 26a and 34d (28a, 36d) the adamantoid orthocarbonic acid intermediates (27a, 35d) cannot be identified directly.The spectroscopic structure elucidations (not always unequivocal because i.a. of conformational flexibility of the skeletons) are confirmed by X-ray structural analysis for 29f, 36e, 38, and 43.

Selectivity of (Trifluoromethyl)chlorocarbene

Moss, Robert A.,Guo, Wenjeng,Denney, Dorothy Z.,Houk, K. N.,Rondan, Nelson G.

, p. 6164 - 6169 (2007/10/02)

(Trifluoromethyl)chlorocarbene (CF3CCl) was generated by photolysis of 3-(trifluoromethyl)-3-chlorodiazirine and added to eight alkenes affording the corresponding cyclopropanes.Additions to cis- and trans-butenes were stereospecific.No allylic CH insertion products were observed with any of the substrates.Substrates, reactivities (relative to Me2C=CH2) = 1.00, and stereoselectivities (syn-Cl/anti-Cl) for the CF3CCl addition reactions follow: Me2C=CMe2, 0.92, none; Me2C=CHMe, 1.17, 1.48; Me2C=CH2, 1.00, none; cis-MeCH=CHMe, 0.88, 1.65; trans-MeCH=CHMe, 0.62, none; EtCH=CH2, 0.48, 1.28; i-PrCH=CH2, 0.25, 1.36; t-BuCH=CH2, 0.11, 1.66.The reactivity data are analyzed and compared to analogous results for CH3CCl and CCl2.The carbene selectivity index, mCXY, of CF3CCl is ca. 0.19 (mCCl2 = 1.00), and its steric demand during addition to RCH=CH2 (Taft δ) is 0.41 (δCCl2 = 0.88).Relative to CH3CCl, CF3 strongly destabilizes CF3CCl.This conclusion follows both from analysis of the experimental data and from ab initio calculations.CF3CCl is believed to add to alkenes via "early", relatively "open" transition states, in which electronic and steric selectivities are leveled.

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