4,4,5,5,5-Pentafluoropentan-1-ol

Base Information

• Chemical Name: 4,4,5,5,5-Pentafluoropentan-1-ol
• CAS No.: 148043-73-6
• Molecular Formula: C5H7F5O
• Molecular Weight: 178.102
• Hs Code.: 29055900
• European Community (EC) Number: 421-360-9,604-621-3
• DSSTox Substance ID: DTXSID70869964
• Nikkaji Number: J1.644.018C
• Wikidata: Q72499794
• ChEMBL ID: CHEMBL4552519
• Mol file: 148043-73-6.mol

Synonyms:148043-73-6;4,4,5,5,5-Pentafluoro-1-pentanol;4,4,5,5,5-Pentafluoropentan-1-ol;4,4,5,5,5-pentafluoropentanol;pentafluoropentanol;1-Pentanol, 4,4,5,5,5-pentafluoro-;3-(Perfluoroethyl)propanol;EC 421-360-9;MFCD00153224;SCHEMBL338407;CHEMBL4552519;AMY7140;DTXSID70869964;4,4,5,5,5-pentafluoro pentanol;4,4,5,5,5-pentafluoro-pentanol;BCP04848;4,4,5,5,5-pentafluorpentan-1-ol;BBL100480;STL554274;4,4,5,5,5-pentafluoropentyl alcohol;AKOS005063804;148-43-6;AS-31123;4,4,5,5,5-Pentafluoro-1-pentanol, 95%;CS-0011470;FT-0616981;P1342;EN300-1933524;Q-101274

Chemical Property of 4,4,5,5,5-Pentafluoropentan-1-ol

Chemical Property:

• Vapor Pressure: 78mmHg at 25°C
• Melting Point: 236oC
• Refractive Index: n20/D 1.33(lit.)
• Boiling Point: 73.9 °C at 760 mmHg
• PKA: 14.77±0.10(Predicted)
• Flash Point: 145°F
• PSA: 20.23000
• Density: 1.31 g/cm³
• LogP: 1.95650
• Storage Temp.: 2-8°C
• Solubility.: Chloroform
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 178.04170565
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99%, ^*data from raw suppliers

4,4,5,5,5-Pentafluoropentanol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(C(F)(F)F)(F)F)CO
• Uses: 4,4,5,5,5-Pentafluoro-1-pentanol may be used in the preparation of chlorine-capped telechelic poly(methyl methacrylate)s. An intermediate in the preparation of pentafluoropentane-1-thiol: an important chain of anti-breast cancer agents.

Technology Process of 4,4,5,5,5-Pentafluoropentan-1-ol

There total 8 articles about 4,4,5,5,5-Pentafluoropentan-1-ol 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: 95.0%

4,4,5,5,5-pentafluoro-2-iodopent-2-en-1-ol (172032-07-4) → 4,4,5,5,5-pentafluorpentan-1-ol (148043-73-6)

Guidance literature:

With hydrogen; triethylamine; platinum(IV) oxide; In ethyl acetate; at 25 ℃; for 3h;

DOI:10.1016/0040-4039(94)88448-X

Reference yield: 92.0%

4,4,5,5,5-pentafluoropentyl acetate (148043-72-5) → 4,4,5,5,5-pentafluorpentan-1-ol (148043-73-6)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

Reference yield: 83.3%

1,1,1,2,2-pentafluoropentane → 4,4,5,5,5-pentafluorpentan-1-ol (148043-73-6)

Guidance literature:

With Cumene hydroperoxide; In isopropyl alcohol; at 80 ℃; for 2h; Reagent/catalyst; Solvent; Temperature; Autoclave;

upstream raw materials:

4,4,5,5,5-pentafluoropentyl acetate

4,4,5,5,5-pentafluoro-2-iodopent-2-en-1-ol

4,4,5,5,5-pentafluoro-2-iodopentyl acetate

tert-butyl methyl ether

Downstream raw materials:

4,4,5,5,5-pentafluoropentanoic acid

1,1,1,2,2-pentafluoro-5-iodo-pentane

1-methanesulfonyloxy-4,4,5,5,5-pentafluoropentane

4,4,5,5,5-pentafluoropentyl-4-methylbenzene sulphonate

Refernces

Fulvestrant: From the laboratory to commercial-scale manufacture

10.1021/op900315j

The study focuses on the development of a commercial manufacturing process for fulvestrant, the active ingredient in 'Faslodex', an estrogen-receptor downregulator used for treating advanced breast cancer. Key steps in the synthesis include a stereoselective 1,6-addition of an organocuprate to a steroidal dienone and copper-mediated aromatisation of the A-ring. The process involves managing noncrystalline intermediates and controlling the formation of key impurities to ensure drug substance quality. Chemicals used include fulvestrant, organocuprate, steroidal dienone, copper reagents, and various starting materials and solvents such as 19Nortestosterone, 1,1,9-nonanediol, pentafluoropentanol, and pentafluoroethyl iodide. These chemicals serve as starting materials, reagents, or intermediates in the synthesis of fulvestrant, with the aim of optimizing the production process for efficiency, cost-effectiveness, and quality control.