127733-40-8

Basic information

• Product Name: (R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL
• Synonyms: (S)-1-[BIS-3,5-(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE;(R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL;Benzenemethanamine, α-methyl-3,5-bis(trifluoromethyl)-, (αS)-;(R)-1-(3,5-Bis(trifluoromethyl)phenyl)ethanamine hydrochloride;(S)-ALPHA-METHYL-BIS-3,5-TRIFLUOROMETHYLBENZYLAMINE;S-MBT-PEM;(S)-1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)ETHANAMINE;(S)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE
• CAS NO: 127733-40-8
• Molecular Formula: C₁₀H₉F₆N
• Molecular Weight: 257.18
• Mol File: 127733-40-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 60/14mm
• Flash Point: 66.334 °C
• Appearance: /
• Density: 1.328 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.39±0.10(Predicted)
• CAS DataBase Reference: (R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL(127733-40-8)
• EPA Substance Registry System: (R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL(127733-40-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 127733-40-8(Hazardous Substances Data)

Usage

Description

(R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL, also known as (R)-1-(3,5-Bis(Trifluoromethyl)phenyl)ethanamine Hydrochloride, is a chemical compound with a unique molecular structure featuring a chiral center and trifluoromethyl groups. It is characterized by its reactivity and stability, making it a valuable building block in the synthesis of various complex molecules.

Uses

Used in Pharmaceutical Industry:
(R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL is used as a reactant for the preparation of palladium complexes with chiral pincer ligands. These complexes are of significant interest in the pharmaceutical industry due to their potential applications in catalysis and the development of new drugs with improved selectivity and reactivity.
Used in Chemical Synthesis:
In the field of chemical synthesis, (R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL serves as a versatile building block for the creation of a wide range of chiral molecules. Its unique structure allows for the development of novel compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Catalyst Development:
(R)-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE HCL is used as a key component in the development of chiral catalysts. These catalysts play a crucial role in various chemical reactions, particularly in asymmetric synthesis, where they help to control the stereochemistry of the products, leading to the formation of enantiomerically pure compounds with potential applications in the pharmaceutical and agrochemical industries.

InChI:InChI=1/C10H9F6N.ClH/c1-5(17)6-2-7(9(11,12)13)4-8(3-6)10(14,15)16;/h2-5H,17H2,1H3;1H/t5-;/m1./s1

Upstream product

• 384824-41-3 [(S)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine 
• 511256-29-4 [(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine 
• 1098069-30-7 (E)-1-[3,5-bis(trifluoromethyl)phenyl]ethanone O-benzyloxime 
• 534613-13-3 (R)-O-acetyl-1-(3,5-bis(trifluoromethyl)phenyl)ethanol 
• 68120-60-5 1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-ol 
• 160376-84-1 1-[3,5-bis(trifluoromethyl)phenyl]ethyl bromide 
• 1446706-33-7 1-[3,5-bis(trifluoromethyl)phenyl]ethyl azide 
• 368-63-8 (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol 
• 1370726-04-7 (S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl azide 
• 1351520-15-4 (R)-1-bromo-1-[3,5-bis(trifluoromethyl)phenyl]ethane 
• 225920-05-8 (S)-3,5-bis(trifluoromethyl)-1-phenylethanol 
• 187085-97-8 (RS)-α-methyl-3,5-bis(trifluoromethyl)benzenemethanamine 
• 384824-39-9 C₈H₈O₃*C₁₀H₉F₆N 
• 384824-37-7 C₄H₆O₆*C₁₀H₉F₆N 

Downstream Products

• 384824-36-6 C₇H₈O₃S*C₁₀H₉F₆N 
• 384824-39-9 C₈H₈O₃*C₁₀H₉F₆N 
• 1355162-92-3 (S)-N-[1-(3,5-bistrifluoromethylphenyl)ethyl]acetamide 
• 1001088-64-7 (S,E)-N-(1-(3,5-bis(trifluoromethyl)phenyl)ethyl)-3-(6-bromopyridin-2-yl)-2-cyanoacrylamide 

Relevant articles and documents

Modified Kagan's amide: Synthesis and application as a chiral solvating agent for hydrogen-bonding based chiral discrimination in NMR

A modified Kagan's amide, N-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethyl)-3,5-dinitrobenzamide [(S)-2] has been designed, synthesized and screened as a Chiral Solvating Agent (CSA) for discrimination of optically active substrates. The proposed mode of action for recognition of chiral isomers of analytes by CSA is based on hydrogen-bonding. The 1H NMR signals of the two isomers of chiral amides, sulfoxides, α-substituted acids, α-hydroxy ketone, epoxy ketone and N-protected amino acids with (S)-2 were well resolved for practical applications of determination of optical purity. The CSA was also screened for detection of separation of signals in 19F NMR. This journal is

Asymmetric synthesis of nonracemic primary amines via spiroborate-catalyzed reduction of pure (E)- and (Z)-O-benzyloximes: Applications toward the synthesis of calcimimetic agents

Highly enantiopure (1-aryl)- and (1-naphthyl)-1-ethylamines were synthesized by the borane-mediated reduction of single-isomeric (E)- and (Z)-O-benzyloxime ethers using the stable spiroborate ester derived from (S)-diphenyl valinol and ethylene glycol as the chiral catalyst. Primary (R)-arylethylamines were prepared by the reduction of pure (Z)-ethanone oxime ethers in up to 99% ee using 15% of catalyst. Two convenient and facile approaches to the synthesis of new and known calcimimetic analogues employing enantiopure (1-naphthalen-1-yl)ethylamine as chiral precursor are described.

METHOD FOR PRODUCING OPTICALLY ACTIVE 1-BROMO-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANE

A method for preparing optically active 1-bromo-1-[3,5-bis(trifluoromethyl)phenyl]ethane having a high optical purity, which comprises the step of brominating optically active 1-[3,5-bis(trifluoromethyl)phenyl]ethanol by using, as a brominating agent, (a) a combination of a phosphorus halide and hydrogen bromide, (b) a combination of 1,2-dibromo-1,1,2,2-tetrachloroethane and an organic phosphorous compound represented by the general formula (I): P(R1)(R2)(R3) (in the formula, R1, R2, and R3 independently represent a C6-10 aryl group, a C6-10 aryloxy group, a C1-10 alkyl group, a C1-10 alkoxyl group, a C3-6 cycloalkyl group, or a C3-6 cycloalkoxy group), or (c) a combination ofN-bromosuccinimide and a dialkyl sulfide.