(S)-(+)-alpha-(Trifluoromethyl)benzyl alcohol

Base Information

• Chemical Name: (S)-(+)-alpha-(Trifluoromethyl)benzyl alcohol
• CAS No.: 340-06-7
• Molecular Formula: C8H7F3O
• Molecular Weight: 176.138
• Hs Code.: 29062990
• European Community (EC) Number: 206-430-7
• Nikkaji Number: J56.834A
• Mol file: 340-06-7.mol

Synonyms:340-06-7;(S)-2,2,2-trifluoro-1-phenylethanol;(S)-(+)-alpha-(Trifluoromethyl)benzyl alcohol;(1S)-2,2,2-trifluoro-1-phenylethanol;(1S)-2,2,2-trifluoro-1-phenylethan-1-ol;C8H7F3O;MFCD00077845;(1S)-2,2,2-Trifluoro-1-phenyl-ethanol;(S)-(+)-1-Phenyl-2,2,2-trifluoroethanol;(+)-Phenyl(trifluoromethyl)carbinol;EINECS 206-430-7;(S)-alpha-(Trifluoromethyl)benzyl alcohol;(s)-1-phenyltrifluoroethanol;SCHEMBL1669527;BDBM108244;AKOS006240681;(1S)-1-Phenyl-2,2,2-trifluoroethanol;AS-10251;CS-0034203;P1368;EN300-111501;T72326;(1S)-(+)-1-Phenyl-2,2,2-trifluoroethan-1-ol;(S)-(+)- alpha -(Trifluoromethyl)benzyl alcohol;J-019417;(S)-(+)-alpha-(Trifluoromethyl)benzyl alcohol, 99%;Z1198169138;(1S)‐2,2,2‐trifluoro‐1‐phenylethanol (Hit 12);(S)-(+)-alpha-(Trifluoromethyl)benzyl alcohol, puriss., >=99.0% (sum of enantiomers, GC)

Chemical Property of (S)-(+)-alpha-(Trifluoromethyl)benzyl alcohol

Chemical Property:

• Vapor Pressure: 0.357mmHg at 25°C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 189.7 °C at 760 mmHg
• PKA: 11.91±0.10(Predicted)
• Flash Point: 84.4 °C
• PSA: 20.23000
• Density: 1.286 g/cm³
• LogP: 2.28230
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 176.04489933
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-α-(Trifluoromethyl)benzyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(F)(F)F)O
• Isomeric SMILES: C1=CC=C(C=C1)[C@@H](C(F)(F)F)O
• Uses: (S)?-?(+)?-?α-?(Trifluoromethyl)?benzyl Alcohol is used in the synthesis of metal-organic framework compounds which may have mesoporous properties.

Technology Process of (S)-(+)-alpha-(Trifluoromethyl)benzyl alcohol

There total 28 articles about (S)-(+)-alpha-(Trifluoromethyl)benzyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2,2,2-Trifluoroacetophenone (434-45-7) → S(+)-1-phenyl-2,2,2-trifluoroethanol (340-06-7)

Guidance literature:

With (S,S)-RuCl₂(2,2'-bis(di-3,5-xylylphosphino)-1,1'-binaphthyl)(1,1-dianisyl-2-isopropyl-1,2-ethylenediamine); potassium tert-butylate; hydrogen; In isopropyl alcohol; at 26 - 30 ℃; for 16h; under 7600 Torr;

DOI:10.1021/ja983257u

Reference yield: 50.0%

Chloro-acetic acid 2,2,2-trifluoro-1-phenyl-ethyl ester → (R)-2,2,2-trifluoro-1-phenylethanol (10531-50-7) + S(+)-1-phenyl-2,2,2-trifluoroethanol (340-06-7)

Guidance literature:

With phosphate buffer; lipase; at 20 ℃;

DOI:10.1039/c39880000598

Reference yield:

(trifluoromethyl)trimethylsilane (81290-20-2) + benzaldehyde (100-52-7) → (R)-2,2,2-trifluoro-1-phenylethanol (10531-50-7) + S(+)-1-phenyl-2,2,2-trifluoroethanol (340-06-7)

Guidance literature:

(trifluoromethyl)trimethylsilane; benzaldehyde; With C₅₂H₄₆I₂O₈; potassium phenolate; In toluene; at -50 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; optical yield given as %ee; enantioselective reaction;

DOI:10.1016/j.jfluchem.2009.06.004

upstream raw materials:

2,2,2-Trifluoroacetophenone

C₄₂H₇₀O₃₅*C₈H₅F₃O

(±)-2,2,2-trifluoro-1-phenylethyl acetate

1-benzoyloxy-1-phenyl-2,2,2-trifluoroethane

Downstream raw materials:

C₁₂H₁₀⁽²⁾H₃F₃O₂

(-)-(R)-α-(trifluoromethyl)benzyl chloride

(S)-α-Trifluoromethylbenzylchlorosulfit

1-chloro-2,2,2-trifluoroethylbenzene

Refernces

• 1、 Hibino, Aiko,Ohtake, Hisao. "Use of hydrophobic bacterium Rhodococcus rhodochrous NBRC15564 expressed thermophilic alcohol dehydrogenases as whole-cell catalyst in solvent-free organic media". . p. 838 - 843. Retrieved 2013.
• 2、 Berkowitz, David B.,Kudalkar, Gaurav P.,Lee, Joshua D.,Tiwari, Virendra K.. "A Hammett Study of Clostridium acetobutylicum Alcohol Dehydrogenase (CaADH): An Enzyme with Remarkable Substrate Promiscuity and Utility for Organic Synthesis". supporting information. p. 237 - 247. Retrieved 2020/02/18.
• 3、 González-Martínez, Daniel,Cuetos, Aníbal,Sharma, Mahima,García-Ramos, Marina,Lavandera, Iván,Gotor-Fernández, Vicente,Grogan, Gideon. "Asymmetric Synthesis of Primary and Secondary β-Fluoro-arylamines using Reductive Aminases from Fungi". . p. 2421 - 2425. Retrieved 2020/03/25.