(R)-(+)-1-(Pentafluorophenyl)ethanol

Base Information

• Chemical Name: (R)-(+)-1-(Pentafluorophenyl)ethanol
• CAS No.: 104371-21-3
• Molecular Formula: C8H5 F5 O
• Molecular Weight: 212.119
• Hs Code.: 2906299090
• European Community (EC) Number: 621-308-7
• DSSTox Substance ID: DTXSID30426698
• Nikkaji Number: J232.133E
• Wikidata: Q82239526
• Mol file: 104371-21-3.mol

Synonyms:104371-21-3;(R)-(+)-1-(Pentafluorophenyl)ethanol;R(+)-1-(PENTAFLUOROPHENYL)ETHANOL;(R)-1-(perfluorophenyl)ethanol;(1R)-1-(2,3,4,5,6-pentafluorophenyl)ethan-1-ol;(1R)-1-(2,3,4,5,6-PENTAFLUOROPHENYL)ETHANOL;(R)-(+)-alpha-Methyl-2,3,4,5,6-pentafluorobenzyl alcohol;(R)-(+)-1-(Pentafluoro-phenyl)ethanol;DTXSID30426698;(R)-1-(Pentafluorophenyl)ethanol;MFCD00077839;AKOS024385671;(1R)-1-(pentafluorophenyl)ethan-1-ol;EN300-1858943;J-001159;(R)-(+)- alpha -Methyl-2,3,4,5,6-pentafluorobenzyl alcohol;(R)-(+)-alpha-Methyl-2,3,4,5,6-pentafluorobenzyl alcohol, for chiral derivatization, >=99.0%

Chemical Property of (R)-(+)-1-(Pentafluorophenyl)ethanol

Chemical Property:

• Melting Point: 41-42 °C(lit.)
• Flash Point: 189 °F
• PSA: 20.23000
• LogP: 2.43540
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 212.02605559
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-α-Methyl-2,3,4,5,6-pentafluorobenzyl alcohol for chiral derivatization, ≥99.0% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=C(C(=C(C(=C1F)F)F)F)F)O
• Isomeric SMILES: C[C@H](C1=C(C(=C(C(=C1F)F)F)F)F)O

Technology Process of (R)-(+)-1-(Pentafluorophenyl)ethanol

There total 9 articles about (R)-(+)-1-(Pentafluorophenyl)ethanol 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: 97.0%

Isopropenyl acetate (108-22-5) + 1-(pentafluorophenyl)ethanol (830-50-2,75853-08-6) → (S)-1-(2',3',4',5',6'-perfluorophenyl)ethanol (104371-20-2,75853-08-6) + (R)-(+)-1-(pentafluorophenyl)ethanol (104371-21-3,75853-08-6) + (R)-1-(2,3,4,5,6-pentafluorophenyl)ethyl acetate

Guidance literature:

With Candida antarctica lipase B; dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; at 20 ℃; for 72h;

DOI:10.1021/ja051576x

Reference yield: 86.0%

[2(1'R),4R,5R]-4,5-dicyclohexyl-2-[1-(pentafluorophenyl)ethyl]-1,3,2-dioxaborolane → (R)-(+)-1-(pentafluorophenyl)ethanol (104371-21-3,75853-08-6) + (1R,2R)-1,2-dicyclohexyl-1,2-ethanediol (120850-92-2)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In diethyl ether; for 16h;

DOI:10.1021/jo005622h

Reference yield: 80.0%

2',3',4',5',6'-pentafluoroacetophenone (652-29-9) → (R)-(+)-1-(pentafluorophenyl)ethanol (104371-21-3,75853-08-6)

Guidance literature:

With trimethylaluminum; C₄₄H₄₂O₂; isopropyl alcohol; In pentane; at -10 ℃; for 24h; enantioselective reaction; Molecular sieve;

DOI:10.1021/acscatal.0c01734

upstream raw materials:

2',3',4',5',6'-pentafluoroacetophenone

1-(pentafluorophenyl)ethanol

perfluorobenzaldehyde

dimethyl zinc(II)

Refernces

• 1、 Yuan, Bo,Debecker, Damien P.,Wu, Xiaofeng,Xiao, Jianliang,Fei, Qiang,Turner, Nicholas J.. "One-pot Chemoenzymatic Deracemisation of Secondary Alcohols Employing Variants of Galactose Oxidase and Transfer Hydrogenation". . p. 6191 - 6195. Retrieved 2020/10/15.
• 2、 Sz?ll?si, Gy?rgy,Kolcsár, Vanessza Judit. "Highly Enantioselective Transfer Hydrogenation of Prochiral Ketones Using Ru(II)-Chitosan Catalyst in Aqueous Media". . p. 820 - 830. Retrieved 2018/12/13.