4-Benzyloxybenzoic acid

Base Information

• Chemical Name: 4-Benzyloxybenzoic acid
• CAS No.: 1486-51-7
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Hs Code.: 29189900
• European Community (EC) Number: 216-066-0
• NSC Number: 16633
• UNII: 4K45H4G7KP
• DSSTox Substance ID: DTXSID00164030
• Nikkaji Number: J206.692K
• Wikidata: Q27449797
• ChEMBL ID: CHEMBL3134411
• Mol file: 1486-51-7.mol

Synonyms:4-benzyloxybenzoic acid;BRL 14280;BRL-14280

Chemical Property of 4-Benzyloxybenzoic acid

Chemical Property:

• Vapor Pressure: 5.44E-07mmHg at 25°C
• Melting Point: 189-192 °C(lit.)
• Boiling Point: 396.277 °C at 760 mmHg
• PKA: 4.46±0.10(Predicted)
• Flash Point: 152.309 °C
• PSA: 46.53000
• Density: 1.223 g/cm³
• LogP: 2.96380
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: very faint turbidity in Pyridine
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 238

Purity/Quality:

98.0%Min ^*data from raw suppliers

4-Benzyloxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C(=O)O
• Uses: 4-Benzyloxybenzoic acid may be used in the preparation of 1,3-phenylene bis(4-benzyloxybenzoate). It may also be used in the preparation of (-)-(2R,3R)-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)-phenyl]chroman-3-yl-(4-benzyloxy)benzoate.

Technology Process of 4-Benzyloxybenzoic acid

There total 55 articles about 4-Benzyloxybenzoic acid 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: 99.8%

4-benzyloxybenzyl alcohol (836-43-1) → p-(benzyloxy)benzoic acid (1486-51-7)

Guidance literature:

With silica-supported Jones reagent; In dichloromethane; for 0.035h;

DOI:10.1016/j.tetlet.2006.05.157

Reference yield: 99.0%

benzyl bromide (100-39-0) + 4-hydroxy-benzoic acid (99-96-7) → p-(benzyloxy)benzoic acid (1486-51-7)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 20h; Reflux;

DOI:10.1016/j.ejmech.2018.02.054

Reference yield: 93.0%

ethyl 4-(benzyloxy)benzoate (56441-55-5) → p-(benzyloxy)benzoic acid (1486-51-7)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Heating;

DOI:10.1021/ma0349433

upstream raw materials:

4-benzyloxy-benzoic acid methyl ester

ethyl 4-(benzyloxy)benzoate

benzyl chloride

methyl 4-hydroxylbenzoate

Downstream raw materials:

4-heptylphenyl 4-benzyloxybenzoate

(5-Benzyloxy-2-bromo-4-methoxyphenyl)methyl 4-benzyloxybenzoate

(3-Benzyloxy-2-bromo-4-methoxyphenyl)methyl 4-benzyloxybenzoate

4'-cyanophenyl 4-benzyloxybenzoate

Refernces

• 1、 Zhao, Liyu,Sun, Yin,Yin, Wenbo,Tian, Linfeng,Sun, Nannan,Zheng, Yang,Zhang, Chu,Zhao, Shizhen,Su, Xin,Zhao, Dongmei,Cheng, Maosheng. "Design, synthesis, and biological activity evaluation of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives as broad-spectrum antifungal agents". . . Retrieved 2021/11/22.
• 2、 Bai, Renren,Gu, Jinping,Guo, Jianan,Jiang, Xiaoying,Xie, Yuanyuan,Zhang, Changjun,Zhou, Tao. "Discovery of benzamide-hydroxypyridinone hybrids as potent multi-targeting agents for the treatment of Alzheimer's disease". . p. 2045 - 2054. Retrieved 2021/10/08.