Butyl 4-fluorobenzoate

Base Information

• Chemical Name: Butyl 4-fluorobenzoate
• CAS No.: 3888-64-0
• Molecular Formula: C11H13FO2
• Molecular Weight: 196.221
• DSSTox Substance ID: DTXSID90342183
• Nikkaji Number: J2.988.756J
• Wikidata: Q82112799
• Mol file: 3888-64-0.mol

Synonyms:Butyl 4-fluorobenzoate;Butyl 4-fluorobenzoate #;3888-64-0;SCHEMBL8280173;4-Fluorobenzoic acid butyl ester;DTXSID90342183;4-Fluorobenzoic acid, butyl ester;AKOS009165856

Chemical Property of Butyl 4-fluorobenzoate

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 196.08995782
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C1=CC=C(C=C1)F

Technology Process of Butyl 4-fluorobenzoate

There total 20 articles about Butyl 4-fluorobenzoate 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: 96.0%

4-fluorobenzaldehyde (459-57-4) + butan-1-ol (71-36-3) → 1-butyl p-fluorobenzoate (3888-64-0)

Guidance literature:

With dihydrogen peroxide; at 20 ℃; for 20h;

DOI:10.1016/j.catcom.2014.09.022

Reference yield: 95.0%

1-(4-fluorophenyl)propan-1-one (456-03-1) + n-Butyl nitrite (544-16-1) → 1-butyl p-fluorobenzoate (3888-64-0)

Guidance literature:

1-(4-fluorophenyl)propan-1-one; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

n-Butyl nitrite; In tetrahydrofuran; at -78 - -20 ℃; for 1.33333h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.1c01169

Reference yield: 90.0%

N,N-di-Boc-4-fluorobenzamide + butan-1-ol (71-36-3) → 1-butyl p-fluorobenzoate (3888-64-0)

Guidance literature:

With C₂₆H₂₈N₃O₃S⁽¹⁺⁾*F₆P^(1-); nickel diacetate; potassium carbonate; triethylamine; at 25 ℃; for 2h;

DOI:10.1007/s10562-019-02966-6

upstream raw materials:

4-fluorobenzoyl chloride

butan-1-ol

butyl 4-(((trifluoromethyl)sulfonyl)oxy)benzoate

carbon monoxide

Refernces

• 1、 Jahn, Ullrich,Ma?ek, Tomá?. "Enolate-Based Regioselective Anti-Beckmann C-C Bond Cleavage of Ketones". . p. 11608 - 11632. Retrieved 2021/09/02.
• 2、 Baran, Phil S.,Chen, Longrui,Chen, Miao,Hoshikawa, Tamaki,Kawamata, Yu,Li, Chao,Mykhailiuk, Pavel,Nakamura, Hugh,Peters, Byron K.,Reisberg, Solomon H.,Shibuguchi, Tomoyuki,Takahira, Yusuke. "Electrochemical C(sp 3)-H Fluorination". supporting information. p. 1178 - 1182. Retrieved 2019/06/08.