Welcome to LookChem.com Sign In|Join Free

CAS

  • or
ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID, also known as (3,3,3-Trifluoroprop-1-en-2-yl)boronic Acid, is a chemical compound with the molecular formula C4H4BF3O2. It is a boronic acid derivative characterized by the presence of a trifluoromethyl group and a vinyl group in its structure. ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID is known for its unique reactivity and stability, making it a valuable building block in organic synthesis.

357274-85-2 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 357274-85-2 Structure
  • Basic information

    1. Product Name: ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID
    2. Synonyms: ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID;[1-(trifluoroMethyl)ethenyl]-boronic acid;A-(TrifluoroMethyl)Ethenyl Boronic Acid;3,3,3-trifluoroprop-1-en-2-yl boronic acid;[1-(Trifluoromethyl)vinyl]boronic acid;(3,3,3-TRIFLUOROPROP-1-EN-2-YL)BORONIC ACID(WXFC0415)
    3. CAS NO:357274-85-2
    4. Molecular Formula: C3H4BF3O2
    5. Molecular Weight: 139.87
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 357274-85-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 183.8°Cat760mmHg
    3. Flash Point: 64.9°C
    4. Appearance: /
    5. Density: 1.42g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 7.31±0.43(Predicted)
    10. CAS DataBase Reference: ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID(357274-85-2)
    12. EPA Substance Registry System: ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID(357274-85-2)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 357274-85-2(Hazardous Substances Data)

357274-85-2 Usage

Uses

Used in Pharmaceutical Industry:
ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of novel drugs with improved potency and selectivity.
Used in Catalytic Enantioselective Synthesis:
ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID is used as a catalyst in the enantioselective synthesis of heterocyclic vicinal fluoroamines through asymmetric protonation. This application is significant in the development of chiral molecules with potential applications in the pharmaceutical and agrochemical industries.
Used in Chemical Research:
ALPHA-(TRIFLUOROMETHYL)ETHENYL BORONIC ACID is utilized as a research tool in the field of organic chemistry, particularly in the study of boronic acid chemistry and its applications in the synthesis of complex organic molecules. Its unique reactivity and stability make it an attractive candidate for exploring new reaction pathways and developing innovative synthetic strategies.

Check Digit Verification of cas no

The CAS Registry Mumber 357274-85-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,5,7,2,7 and 4 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 357274-85:
(8*3)+(7*5)+(6*7)+(5*2)+(4*7)+(3*4)+(2*8)+(1*5)=172
172 % 10 = 2
So 357274-85-2 is a valid CAS Registry Number.

357274-85-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,3,3-trifluoroprop-1-en-2-ylboronic acid

1.2 Other means of identification

Product number -
Other names -

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:357274-85-2 SDS

357274-85-2Relevant articles and documents

4-Difluoromethylated quinoline synthesis via intramolecular S N2′ reaction of α-trifluoromethylstyrenes bearing imine moieties

Mori, Takashi,Ichikawa, Junji

, p. 1206 - 1207 (2004)

Intramolecular cyclization of o-methyleneamino-substituted α-trifluoromethylstyrenes is promoted by DBU and a catalytic amount of KCN to provide 4-(difluoromethyl)quinolines. The reaction proceeds via (i) the generation of carbon nucleophiles from the imi

Suzuki coupling of aroyl-MIDA boronate esters – A preliminary report on scope and limitations

Lai, Samson,Lin, Wen Xuan,Perrin, David M.,Takaesu, Noah

supporting information, (2021/05/31)

Recent methodological reports for synthesizing acyl-MIDA boronate esters compel an investigation of their potential use as substrates in a standard Suzuki-Miyaura cross-coupling reaction. Here we report the production of benzophenones by C[sbnd]C cross coupling between a benzoyl-MIDA boronate ester and a multitude of aryl bromide substrates in adequate yields following optimization under ambient conditions outside of a glove box. Under these standard conditions, none of several acyl-MIDA boronate esters (in an alkyl series) serves as a competent coupling partner. The substrate scope is also limited by the finding that the corresponding trifluoroborates of both acyl- and aroyltrifluroborates are not suitable substrates. For reasons of availability and synthetic difficulty in procuring other aroyl-MIDA boronates, this preliminary study examines the reactivity of benzoyl-MIDA boronate with several aryl bromide substrates.

Catalytic Enantioselective Synthesis of Heterocyclic Vicinal Fluoroamines by Using Asymmetric Protonation: Method Development and Mechanistic Study

Ashford, Matthew W.,Xu, Chao,Molloy, John J.,Carpenter-Warren, Cameron,Slawin, Alexandra M. Z.,Leach, Andrew G.,Watson, Allan J. B.

supporting information, p. 12249 - 12255 (2020/08/21)

A catalytic enantioselective synthesis of heterocyclic vicinal fluoroamines is reported. A chiral Br?nsted acid promotes aza-Michael addition to fluoroalkenyl heterocycles to give a prochiral enamine intermediate that undergoes asymmetric protonation upon rearomatization. The reaction accommodates a range of azaheterocycles and nucleophiles, generating the C?F stereocentre in high enantioselectivity, and is also amenable to stereogenic C?CF3 bonds. Extensive DFT calculations provided evidence for stereocontrolled proton transfer from catalyst to substrate as the rate-determining step, and showed the importance of steric interactions from the catalyst's alkyl groups in enforcing the high enantioselectivity. Crystal structure data show the dominance of noncovalent interactions in the core structure conformation, enabling modulation of the conformational landscape. Ramachandran-type analysis of conformer distribution and Protein Data Bank mining indicated that benzylic fluorination by this approach has the potential to improve the potency of several marketed drugs.

Flash generation and borylation of 1-(trifluoromethyl)vinyllithium toward synthesis of α-(trifluoromethyl)styrenes

Fujita, Takeshi,Konno, Naruki,Watabe, Yota,Ichitsuka, Tomohiro,Nagaki, Aiichiro,Yoshida, Jun-ichi,Ichikawa, Junji

, p. 72 - 76 (2018/02/09)

Thermally unstable (3,3,3-trifluoroprop-1-en-2-yl)lithium was generated by lithiation of 2-bromo-3,3,3-trifluoroprop-1-ene and successively underwent borylation in a flow microreactor system. Direct use of the 1-(trifluoromethyl)vinylborate thus formed for the Suzuki–Miyaura coupling in a batch system afforded α-(trifluoromethyl)styrenes in high yields.

Photoredox Generation of Carbon-Centered Radicals Enables the Construction of 1,1-Difluoroalkene Carbonyl Mimics

Lang, Simon B.,Wiles, Rebecca J.,Kelly, Christopher B.,Molander, Gary A.

supporting information, p. 15073 - 15077 (2017/11/20)

Described is a facile, scalable route to access functional-group-rich gem-difluoroalkenes. Using visible-light-activated catalysts in conjunction with an arsenal of carbon-radical precursors, an array of trifluoromethyl-substituted alkenes undergoes radical defluorinative alkylation. Nonstabilized primary, secondary, and tertiary radicals can be used to install functional groups in a convergent manner, which would otherwise be challenging by two-electron pathways. The process readily extends to other perfluoroalkyl-substituted alkenes. In addition, we report the development of an organotrifluoroborate reagent to expedite the synthesis of the requisite trifluoromethyl-substituted alkene starting materials.

Synthesis of isochromanes and isothiochromanes bearing fluorinated one-carbon units via intramolecular cyclizations of ortho-substituted α-(trifluoromethyl)styrenes

Ichikawa, Junji,Ikeda, Masahiro,Hattori, Masahiro

experimental part, p. 1285 - 1296 (2010/10/19)

α-(Trifluoromethyl)styrenes bearing a nucleophilic oxygen or sulfur atom tethered by a methylene or methyne unit at the ortho carbon were prepared by the coupling reaction of 2-bromo-3,3,3-trifluoropropene with aryl iodides via (3,3,3-trifluoroprop-l-en-2

Substituted arylpyrazoles

-

Page/Page column 27, (2008/06/13)

This invention relates to a range of 1-aryl-4-cyclopropylpyrazoles in which there is at least one fluorine attached to the cyclopropyl ring, to compositions comprising such compounds, processes to their synthesis and their use as parasiticides.

α-(Trifluoromethyl)ethenyl boronic acid as a useful trifluoromethyl containing building block. Preparation and palladium-catalysed coupling with aryl halides

Jiang, Biao,Wang, Quan-Fu,Yang, Cai-Guang,Xu, Min

, p. 4083 - 4085 (2007/10/03)

α-(Trifluoromethyl)ethenyl boronic acid was conveniently prepared from the reaction of readily available 2-bromotrifluoropropene with alkyl borate and magnesium in one-pot. This boronic acid can undergo palladium-catalysed coupling reactions with aryl halides to afford a series of useful α-(trifluoromethyl)styrene derivatives in high yield.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 357274-85-2