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2-(trifluoroMethyl)cyclopropanecarboxylic acid is a cyclopropane derivative with the molecular formula C5H5F3O2. It features a trifluoromethyl group and a carboxylic acid functional group, which contribute to its unique chemical reactivity and versatility in organic synthesis. 2-(trifluoroMethyl)cyclopropanecarboxylic acid is a valuable building block in the pharmaceutical industry for the synthesis of various drugs and organic compounds, as well as having potential applications in agrochemicals and materials science due to its structural and functional properties.

22581-33-5

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22581-33-5 Usage

Uses

Used in Pharmaceutical Industry:
2-(trifluoroMethyl)cyclopropanecarboxylic acid is used as a building block for the synthesis of various drugs and organic compounds. Its unique chemical reactivity and ability to participate in a variety of organic reactions make it a valuable tool for organic chemists in the development of new pharmaceuticals.
Used in Agrochemicals:
2-(trifluoroMethyl)cyclopropanecarboxylic acid is used as a starting material or intermediate in the synthesis of agrochemicals. Its structural and functional properties contribute to the development of effective and innovative agrochemical products.
Used in Materials Science:
2-(trifluoroMethyl)cyclopropanecarboxylic acid is used in the development of new materials with specific properties. Its unique structure and reactivity can be leveraged to create materials with improved performance in various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 22581-33-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,5,8 and 1 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 22581-33:
(7*2)+(6*2)+(5*5)+(4*8)+(3*1)+(2*3)+(1*3)=95
95 % 10 = 5
So 22581-33-5 is a valid CAS Registry Number.

22581-33-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(Trifluoromethyl)cyclopropanecarboxylic acid

1.2 Other means of identification

Product number -
Other names trans-2-tridecenol

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:22581-33-5 SDS

22581-33-5Relevant academic research and scientific papers

Iron-catalyzed preparation of trifluoromethyl substituted vinyl- and alkynylcyclopropanes

Morandi, Bill,Cheang, Jeremy,Carreira, Erick M.

, p. 3080 - 3081 (2011)

A convenient iron-catalyzed procedure to prepare trifluoromethylated vinyl- and alkynylcyclopropanes in a chemo- and diastereoselective manner is presented. The active diazo compound (trifluoromethyl diazomethane) is generated in situ and used in the conc

Fluoroalkyl-substituted cyclopropane derivatives: Synthesis and physicochemical properties

Grygorenko, Oleksandr O.,Chernykh, Anton V.,Olifir, Oleksandr S.,Kuchkovska, Yuliya O.,Volochnyuk, Dmitriy M.,Yarmolchuk, Vladimir S.

, p. 12692 - 12702 (2020/11/10)

A series of all 12 cis- and trans-cyclopropanecarboxylic acids and cyclopropylamines bearing CH2F, CHF2, and CF3 substituents were synthesized by different methods on a multigram scale. Dissociation constants (pKa) and log P values were measured for the o

BICYCLIC JAK INHIBITORS AND USES THEREOF

-

Paragraph 000351; 000353, (2020/10/20)

Provided herein are compounds of Formulas (I), (II), (III), and (IV) and subformulas thereof, wherein the variables are defined herein. Also provided herein are pharmaceutical compositions comprising a compound of Formula (I), (II), (III), or (IV) and methods of using the compounds, e.g., in the treatment of immune disorders, inflammatory disorders, and cancer.

PYRIDINE-1-OXIDE DERIVATIVES AND THEIR USE AS FACTOR XIA INHIBITORS

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Page/Page column 47, (2018/03/25)

The present invention provides a compound of Formula (I) and pharmaceutical compositions comprising one or more said compounds, and methods for using said compounds for treating or preventing thromboses, embolisms, hypercoagulability or fibrotic changes. The compounds are selective Factor XIa inhibitors or dual inhibitors of Factor XIa and plasma kallikrein.

Piperazine derivatives and their use as therapeutic agents

-

Paragraph 0115, (2016/03/19)

Compounds for treating an SCD-mediated disease or condition in a mammal, preferably a human, are disclosed, wherein the compounds are of formula (I): where x y, W, V, R 2 , R 3 , R 4 , R 5 , R 6 , R 6a , R 7 , R 7a , R 8 , R 8a , R 9 and R 9a are defined herein. Pharmaceutical compositions comprising the compounds of formula (I) are also disclosed.

(2R,1'S,2'R)- And (2S,1'S,2'R)-3-[2-mono(di,tri)fluoromethylcyclopropyl] alanines and their incorporation into hormaomycin analogues

De Meijere, Armin,Kozhushkov, Sergei I.,Yufit, Dmitrii S.,Grosse, Christian,Kaiser, Marcel,Raev, Vitaly A.

supporting information, p. 2844 - 2857 (2015/02/19)

Efficient and scalable syntheses of enantiomerically pure (2 R ,1' S ,2' R )- and (2 S ,1' S ,2' R )-3-[2-mono(di,tri)fluoromethylcyclopropyl] alanines 9a - c , as well as allo-D-threonine ( 4 ) and ( 2 S,3R)-β-methylphenylalanine (3), using the Belokon' approach with (S )- and (R )-2-[( N-benzylprolyl)amino]benzophenone [(S)- and (R)-10 ] as reusable chiral auxiliaries have been developed. Three new fluoromethyl analogues of the naturally occurring octadepsipeptide hormaomycin ( 1 ) with (fluoromethylcyclopropyl) alanine moieties have been synthesized and subjected to preliminary tests of their antibiotic activity.

An efficient and safe method for the multigram synthesis of trans -2-(trifluoromethyl)cyclopropylamine

Yarmolchuk, Vladimir S.,Bezdudny, Andrii V.,Tolmacheva, Nataliya A.,Lukin, Oleg,Boyko, Alexander N.,Chekotylo, Alexey,Tolmachev, Andrei A.,Mykhailiuk, Pavel K.

experimental part, p. 1152 - 1154 (2012/06/04)

trans-2-(Trifluoromethyl)cyclopropylamine was prepared on a multigram scale from readily accessible 4,4,4-trifluorobut-2-enoic acid in five steps. The key step was a high-yielding cyclopropane ring formation from 4,4,4-trifluorobut-2- enoic acid methoxymethyl amide under Corey-Chaykovsky reaction conditions. Georg Thieme Verlag Stuttgart New York.

Regioselectivity in the Ring Opening of 2-Alkylcyclopropylmethyl Radicals: the Effect of Electronegative Substituents

Ratier, Max,Pereyre, Michel,Davies, Alwyn G.,Sutcliffe, Roger

, p. 1907 - 1916 (2007/10/02)

The regioselectivity of the ring-opening of the trans-2-alkylcyclopropylmethyl radical A to give the primary alkyl radicals B, or the secondary alkyl radicals C, has been investigated, where the groups R and/or CXY carry electronegative substituents.All these reactions gave principally the secondary alkyl radicals C, whereas, in the absence of electronegative substituents, ring-opening occurs in favour of the primary alkyl radicals B.This regioselectivity is interpreted in terms of the frontier orbital interactions which are involved.

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