(R)-(-)-alpha-(Trifluoromethyl)benzyl alcohol

Base Information

• Chemical Name: (R)-(-)-alpha-(Trifluoromethyl)benzyl alcohol
• CAS No.: 10531-50-7
• Molecular Formula: C8H7 F3 O
• Molecular Weight: 176.138
• Hs Code.: 29062990
• European Community (EC) Number: 234-094-1
• Nikkaji Number: J56.833C
• Mol file: 10531-50-7.mol

Synonyms:10531-50-7;(R)-(-)-alpha-(Trifluoromethyl)benzyl alcohol;(r)-2,2,2-trifluoro-1-phenylethanol;(1R)-2,2,2-trifluoro-1-phenylethanol;(-)-Phenyl(trifluoromethyl)carbinol;(1R)-2,2,2-trifluoro-1-phenylethan-1-ol;(R)-(-)-1-Phenyl-2,2,2-trifluoroethanol;C8H7F3O;MFCD00077844;EINECS 234-094-1;(R)-alpha-(Trifluoromethyl)benzyl alcohol;SCHEMBL3077737;AKOS017344966;(r)-1-phenyl-2,2,2-trifluoroethanol;(-)-1-Phenyl-2,2,2-trifluoroethanol;(-)-2,2,2-Trifluoro-1-phenylethanol;(1R)-1-Phenyl-2,2,2-trifluoroethanol;(1R)-2,2,2-Trifluoro-1-phenyl-ethanol;(R,S)-2,2,2-Trifluoro-1-phenyl-ethanol;P1367;EN300-111502;T71562;(R)-(-)- alpha -(Trifluoromethyl)benzyl alcohol;(R)-(-)--(TRIFLUOROMETHYL)BENZYL ALCOHOL;J-001386;(R)-(-)-alpha-(Trifluoromethyl)benzyl alcohol, 99%;Z1255399129;(R)-(-)-alpha-(Trifluoromethyl)benzyl alcohol, puriss., >=99.0% (sum of enantiomers, GC)

Chemical Property of (R)-(-)-alpha-(Trifluoromethyl)benzyl alcohol

Chemical Property:

• Vapor Pressure: 0.357mmHg at 25°C
• Melting Point: 20 °C(lit.)
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 73-76 °C9 mm Hg(lit.)
• PKA: 11.91±0.10(Predicted)
• Flash Point: 84.4°C
• PSA: 20.23000
• Density: 1.286g/cm³
• LogP: 2.28230
• Storage Temp.: Keep in dark place,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:

98%,99%, ^*data from raw suppliers

(R)?-?2,?2,?2-?Trifluoro-?1-?phenylethanol ^*data from reagent suppliers

Safty Information:

• 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: (R)?-?2,?2,?2-?Trifluoro-?1-?phenylethanol is a building block used in the synthesis of mesoporous metal-organic frameworks.

Technology Process of (R)-(-)-alpha-(Trifluoromethyl)benzyl alcohol

There total 33 articles about (R)-(-)-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: 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

Reference yield:

C14H18BF3O2 → (R)-2,2,2-trifluoro-1-phenylethanol (10531-50-7) + S(+)-1-phenyl-2,2,2-trifluoroethanol (340-06-7)

Guidance literature:

With sodium perborate; Overall yield = 78 %;

DOI:10.1038/nature24996

upstream raw materials:

2,2,2-Trifluoroacetophenone

1-phenyl-2,2,2-trifluoromethylethanol

C₄₂H₇₀O₃₅*C₈H₅F₃O

vinyl acetate

Downstream raw materials:

trifluoromethanesulfonic acid 2,2,2-trifluoro-1(R)-phenylethyl ester

Refernces

• 1、 Dou, Xiaowei,Hayashi, Tamio. "Synthesis of Planar Chiral Shvo Catalysts for Asymmetric Transfer Hydrogenation". . p. 1054 - 1058. Retrieved 2016.
• 2、 Arenas, Ismael,Boutureira, Omar,Matheu, M. Isabel,Díaz, Yolanda,Castillón, Sergio. "Synthesis of a P-stereogenic PNPtBu,Ph ruthenium pincer complex and its application in asymmetric reduction of ketones". . p. 3666 - 3669. Retrieved 2015.
• 3、 Zinner, Sandra C.,Zhang-Presse, Mei,Herrmann, Wolfgang A.,Kuehn, Fritz E.. "Enantioselective hydrosilylation with a chiral N-heterocyclic carbene complex of rhodium(I) [1]". . p. 1607 - 1611. Retrieved 2009.
• 4、 Reiner, Thomas,Jantke, Dominik,Marziale, Alexander N.,Raba, Andreas,Eppinger, Jcrg. "Metal-conjugated affinity labels: A new concept to create enantioselective artificial metalloenzymes". . p. 50 - 54. Retrieved 2013.
• 5、 Szollosi, Gy?rgy,Cserényi, Szabolcs,Bucsi, Imre,Bartók, Tibor,Fül?p, Ferenc,Bartók, Mihály. "Origin of the rate enhancement and enantiodifferentiation in the heterogeneous enantioselective hydrogenation of 2,2,2-trifluoroacetophenone over Pt/alumina studied in continuous-flow fixed-bed reactor system". . p. 263 - 271. Retrieved 2010.
• 6、 ?terk, Damjan,Stephan, Massoud S.,Mohar, Barbara. "Transfer hydrogenation of activated ketones using novel chiral Ru(II)-N-arenesulfonyl-1,2-diphenylethylenediamine complexes". . p. 535 - 537. Retrieved 2004.
• 7、 Cserényi, Szabolcs,Szollosi, Gy?rgy,Szori, Kornél,Fül?p, Ferenc,Bartók, Mihály. "Reversal of the ee in enantioselective hydrogenation of activated ketones in continuous-flow fixed-bed reactor system". . p. 14 - 19. Retrieved 2010.
• 8、 Chevalley, Alice,Salmain, Michèle. "Enantioselective transfer hydrogenation of ketone catalysed by artificial metalloenzymes derived from bovine β-lactoglobulin". . p. 11984 - 11986. Retrieved 2012.
• 9、 Kmieciak, Anna,Krzemiński, Marek P.. "Chiral terpene auxiliaries IV: new monoterpene PHOX ligands and their application in the catalytic asymmetric transfer hydrogenation of ketones". . p. 467 - 472. Retrieved 2017.
• 10、 Holland, Mareike C.,Meemken, Fabian,Baiker, Alfons,Gilmour, Ryan. "Chiral imidazolidinone and proline-derived surface modifiers for the Pt-catalysed asymmetric hydrogenation of activated ketones". . p. 335 - 345. Retrieved 2015.