4-Benzylphenol

Base Information

• Chemical Name: 4-Benzylphenol
• CAS No.: 101-53-1
• Deprecated CAS: 1211394-82-9
• Molecular Formula: C13H12O
• Molecular Weight: 184.238
• Hs Code.: 2907199090
• European Community (EC) Number: 202-950-3
• NSC Number: 8078
• UNII: CS02509J25
• DSSTox Substance ID: DTXSID9047962
• Nikkaji Number: J95.594I
• Wikidata: Q27275730
• ChEMBL ID: CHEMBL611613
• Mol file: 101-53-1.mol

Synonyms:4-benzylphenol;4-benzylphenol, sodium salt;4-hydroxydiphenylmethane;p-benzylphenol;para-benzylphenol

Chemical Property of 4-Benzylphenol

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.000154mmHg at 25°C
• Melting Point: 79-81 °C(lit.)
• Refractive Index: 1.602
• Boiling Point: 321.9 °C at 760 mmHg
• PKA: 10.23±0.10(Predicted)
• Flash Point: 154.2 °C
• PSA: 20.23000
• Density: 1.101 g/cm³
• LogP: 2.98300
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: almost transparency in Methanol
• Water Solubility.: 99.99mg/L(25 oC)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 184.088815002
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxydiphenylmethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: C1=CC=C(C=C1)CC2=CC=C(C=C2)O
• Uses: Germicide, antiseptic, preservative; also in organic syntheses. 4-Benzylphenol_x000D_(4-Hydroxydiphenylmethane) (cas# 101-53-1) is a compound useful in organic synthesis.

Technology Process of 4-Benzylphenol

There total 134 articles about 4-Benzylphenol 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: 85.0%

(benzyloxy)benzene (946-80-5) → p-benzylphenol (101-53-1) + o-Benzylphenol (28994-41-4)

Guidance literature:

With trifluoroacetic acid; In chloroform; for 96h; Reflux; Inert atmosphere;

DOI:10.1055/s-0029-1217064

Reference yield: 82.0%

(benzyloxy)benzene (946-80-5) → p-benzylphenol (101-53-1) + o-Benzylphenol (28994-41-4) + phenol (108-95-2,27073-41-2)

Guidance literature:

With hydrogen; In hexane; at 160 ℃; for 2h; under 30003 Torr; Autoclave;

DOI:10.1016/j.catcom.2017.04.042

Reference yield: 52.0%

benzyl bromide (100-39-0) + phenol (108-95-2,27073-41-2) → p-benzylphenol (101-53-1) + (benzyloxy)benzene (946-80-5) + o-Benzylphenol (28994-41-4) + 2,6-dibenzylphenol (47157-01-7)

Guidance literature:

phenol; With n-butyllithium; In toluene; for 0.25h; Inert atmosphere;

benzyl bromide; In toluene; at 90 ℃; Temperature; Inert atmosphere;

DOI:10.1016/j.tet.2021.131935

upstream raw materials:

quinoline

(benzyloxy)benzene

ethanol

4-acetoxydiphenylmethane

Downstream raw materials:

4-benzylphenyl carbamate

1-benzyl-4-ethoxybenzene

(6-benzyl-2-oxo-2H-chromen-4-yl)-acetic acid

4-Benzyl-2-(4-nitro-phenylazo)-phenol

Refernces

• 1、 Hart,Simons. "-". . p. 345,347. Retrieved 1949.
• 2、 Kumarraja,Pitchumani. "Divalent transition metal ion-exchanged faujasites as mild, efficient, heterogeneous Friedel-Crafts benzylation catalysts". . p. 105 - 111. Retrieved 2003.
• 3、 Meng, Li,Su, Jihu,Zha, Zhenggen,Zhang, Li,Zhang, Zhenlei,Wang, Zhiyong. "Direct electrosynthesis of ketones from benzylic methylenes by electrooxidative C-H activation". . p. 5542 - 5545. Retrieved 2013.
• 4、 Kharasch et al.. "-". . p. 309. Retrieved 1952.
• 5、 Speight, Robert E.,Hancock, Fred E.,Winkel, Chris,Bevinakatti, Hanamanthsa S.,Sarkar, Manish,Flitsch, Sabine L.,Turner, Nicholas J.. "Rapid identification of cytochrome P450cam variants by in vivo screening of active site libraries". . p. 2829 - 2831. Retrieved 2004.
• 6、 Hickinbottom. "-". . . Retrieved 1939.
• 7、 Bradlow,VanderWerf. "-". . p. 1254. Retrieved 1947.
• 8、 Ma, Zhi-Hong,Lv, Lin-Qian,Wang, Hong,Han, Zhan-Gang,Zheng, Xue-Zhong,Lin, Jin. "Synthesis and catalytic reactivity of mononuclear substituted tetramethylcyclopentadienyl molybdenum carbonyl complexes". . p. 225 - 233. Retrieved 2016.
• 9、 Chang, Fang,Li, Wanyi,Xia, Fei,Yan, Zhiyin,Xiong, Jie,Wang, Jiaqiang. "Highly selective oxidation of diphenylmethane to benzophenone over Co/MCM-41". . p. 1540 - 1541. Retrieved 2005.
• 10、 Zarif,El-Sherief. "-". . p. 259. Retrieved 1972.