(1R)-1-(4-fluorophenyl)propan-1-ol

Base Information

• Chemical Name: (1R)-1-(4-fluorophenyl)propan-1-ol
• CAS No.: 166371-89-7
• Molecular Formula: C₉H₁₁FO
• Molecular Weight: 154.184
• DSSTox Substance ID: DTXSID40436142
• Nikkaji Number: J1.215.843B
• Wikidata: Q82251365
• Mol file: 166371-89-7.mol

Synonyms:(1R)-1-(4-fluorophenyl)propan-1-ol;166371-89-7;(R)-1-(4-Fluorophenyl)-1-propanol;SCHEMBL14569262;DTXSID40436142;(R)-1-(4-Fluorophenyl)propanol;BENZENEMETHANOL, ALPHA-ETHYL-4-FLUORO-, (ALPHAR)- (9CI);MFCD01318539;AKOS012670085;CS-0232691;EN300-128153;(R)-1-(4-Fluorophenyl)-1-propanol, ee 97%

Chemical Property of (1R)-1-(4-fluorophenyl)propan-1-ol

Chemical Property:

• Boiling Point: 218.6±15.0 °C(Predicted)
• PKA: 14.36±0.20(Predicted)
• PSA: 20.23000
• Density: 1.091±0.06 g/cm3(Predicted)
• LogP: 2.26910
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.079393132
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

(1R)-1-(4-fluorophenyl)propan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (1R)-1-(4-fluorophenyl)propan-1-ol

There total 47 articles about (1R)-1-(4-fluorophenyl)propan-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: 98.0%

ethylmagnesium bromide (925-90-6) + 4-fluorobenzaldehyde (459-57-4) → 1-(4-fluorophenyl)propanol (701-47-3,166371-89-7)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃; for 24h; Microwave irradiation; Sealed tube;

DOI:10.1021/acs.orglett.7b03441

Reference yield: 95.0%

ethyl 4-fluorocinnamate (24393-50-8,136265-10-6,352-03-4) → 1-(4-fluorophenyl)propanol (701-47-3,166371-89-7)

Guidance literature:

ethyl 4-fluorocinnamate; With hydrogen; Rh/Al₂O₃; In ethyl acetate; at 20 ℃; for 8h;

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

Reference yield: 93.0%

diethylzinc (557-20-0) + 4-fluorobenzaldehyde (459-57-4) → 1-(4-fluorophenyl)propanol (701-47-3,166371-89-7)

Guidance literature:

With 15-crown-5; sodium iodide; In toluene; at 0 - 23 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201402138

upstream raw materials:

1-(4-fluorophenyl)propan-1-one

ethylmagnesium bromide

4-fluorobenzaldehyde

diethylzinc

Downstream raw materials:

Bernsteinsaeure-mono-<1-(4-fluor-phenyl)-propylester>

1-fluoro-4-(prop-1-en-1-yl)benzene

Refernces

• 1、 Aoki, Ikuo,Nishibayashi,Uemura, Sakae. "Stereo- and Chemo-Selectivity in reduction of α-alkyl Aryl Ketones with Metal Hydrides". . p. 337 - 340. Retrieved 1995.
• 2、 Hori, Momoko,Ishikawa, Ryuta,Koga, Yuji,Matsubara, Kouki,Mitsuyama, Tomoaki,Shin, Sayaka. "Homoleptic cobalt(II) phenoxyimine complexes for hydrosilylation of aldehydes and ketones without base activation of cobalt(II)". . p. 1379 - 1387. Retrieved 2021/05/29.
• 3、 Kuciński, Krzysztof,Hreczycho, Grzegorz. "Potassium Fluoride-Catalyzed Hydroboration of Aldehydes and Ketones: Facile Reduction to Primary and Secondary Alcohols". . p. 552 - 555. Retrieved 2020/02/04.