(R)-(+)-1,1,1-Trifluoro-2-octanol

Base Information

• Chemical Name: (R)-(+)-1,1,1-Trifluoro-2-octanol
• CAS No.: 121170-45-4
• Molecular Formula: C8H15 F3 O
• Molecular Weight: 184.202
• DSSTox Substance ID: DTXSID10381271
• Nikkaji Number: J490.709D
• Wikidata: Q82171992
• Mol file: 121170-45-4.mol

Synonyms:121170-45-4;(R)-(+)-1,1,1-Trifluoro-2-octanol;(2R)-1,1,1-trifluorooctan-2-ol;(R)-1,1,1-Trifluorooctan-2-ol;(R)-(+)-1 1 1-TRIFLUOROOCTAN-2-OL 97;starbld0002191;2-Octanol, 1,1,1-trifluoro-, (2R)-;(R)-1-trifluoromethylheptanol;SCHEMBL1350818;DTXSID10381271;(r)-1,1,1-trifluoro-2-octanol;(R)-(+)-1-trifluoromethylheptanol;(R)-(+)-1 1 1-Trifluorooctan-2-ol97;(R)-(+)-1,1,1-Trifluoro-2-octanol, 97%;J-004454

Chemical Property of (R)-(+)-1,1,1-Trifluoro-2-octanol

Chemical Property:

• Vapor Pressure: 0.13mmHg at 25°C
• Refractive Index: 1.385
• Boiling Point: 192.4°Cat760mmHg
• Flash Point: 88.6°C
• PSA: 20.23000
• Density: 1.053g/cm³
• LogP: 2.88000
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 184.10749958
• Heavy Atom Count: 12
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-1,1,1-TRIFLUORO-2-OCTANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C(F)(F)F)O
• Isomeric SMILES: CCCCCC[C@H](C(F)(F)F)O

Technology Process of (R)-(+)-1,1,1-Trifluoro-2-octanol

There total 14 articles about (R)-(+)-1,1,1-Trifluoro-2-octanol 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: 98.0%

1,1,1-trifluoro-2-octanone (400-60-2) → (2R)-1,1,1-trifluorooctan-2-ol (121170-45-4)

Guidance literature:

With hydrogen; [Rh((S)-Cy,Cy-oxoProNOP)OCOCF₃]2; In toluene; at 30 ℃; for 20h; under 15201 Torr;

DOI:10.1021/ol006962s

Reference yield: 78.0%

1,1,1-trifluorooctan-2-yl 2-chloroacetate → (R)-1,1,1-trifluorooctan-2-yl 2-chloroacetate + (S)-1,1,1-trifluorooctan-2-yl 2-chloroacetate + (2R)-1,1,1-trifluorooctan-2-ol (121170-45-4)

Guidance literature:

With Lipase MY; In aq. phosphate buffer; at 37 ℃; pH=7.28; Enzymatic reaction;

DOI:10.1016/j.tetlet.2015.09.073

Reference yield: 43.0%

Phenyl-acetic acid (R)-1-trifluoromethyl-heptyl ester → (2R)-1,1,1-trifluorooctan-2-ol (121170-45-4)

Guidance literature:

at 40 - 41 ℃; for 5h; cellulase, pH 7.3;

DOI:10.1021/ja00006a032

upstream raw materials:

1,1,1-trifluoro-2-octanone

1,1,1-trifluoro-2,3-epoxypropane

n-pentylmagnesium bromide

n-butyl magnesium bromide

Downstream raw materials:

1,1,1-trifluoro-2-octyl 2-fluoro-4-hydroxybenzoate

(R)-(+)-4-(1,1,1-trifluoro-2-octyloxycarbonyl)-4'-benzyloxybiphenyl

(R)-(+)-4-benzyloxybenzoic acid 1-trifluoromethylheptyl ester

Refernces

• 1、 Wu, Zhuofu,Li, Wenzhao,Wang, Zhi,Qin, Ling,Liu, Yunling,Huo, Qisheng,Li, Zhengqiang. "Resolution of 1,1,1-trifluoro-2-octanol by Pseudomonas sp. lipase encapsulated in aggregated silica nanoparticles". . p. 6103 - 6109. Retrieved 2014/01/23.
• 2、 Sterk, Damjan,Stephan, Michel,Mohar, Barbara. "Highly enantioselective transfer hydrogenation of fluoroalkyl ketones". . p. 5935 - 5938. Retrieved 2007/10/03.