2-(Benzyloxy)phenol

Base Information

• Chemical Name: 2-(Benzyloxy)phenol
• CAS No.: 6272-38-4
• Molecular Formula: C13H12 O2
• Molecular Weight: 200.237
• Hs Code.: 2909500000
• European Community (EC) Number: 228-461-5
• NSC Number: 72669,37426
• DSSTox Substance ID: DTXSID50211801
• Nikkaji Number: J211.510G
• Wikidata: Q72442457
• ChEMBL ID: CHEMBL4442258
• Mol file: 6272-38-4.mol

Synonyms:2-(Benzyloxy)phenol;2-Benzyloxyphenol;6272-38-4;2-phenylmethoxyphenol;Phenol, 2-(phenylmethoxy)-;benzyloxyphenol;2-Benzyloxy-phenol;MFCD00002186;Benzyl o-hydroxyphenyl ether;EINECS 228-461-5;NSC72669;o-(Benzyloxy)phenol;2-(benzyloxy)-phenol;O-BENZYLOXYPHENOL;Catechol Monobenzyl Ether;Phenol, o-(benzyloxy)-;Oprea1_758801;2-(Benzyloxy)phenol, 96%;SCHEMBL130119;CHEMBL4442258;DTXSID50211801;HMS1607J16;NSC37426;NSC 37426;NSC 72669;NSC-37426;NSC-72669;STL089754;AKOS001579578;AC-16174;AS-13577;A8670;B1661;CS-0156162;FT-0608734;EN300-53529;D71033;W-104963;Z57389860

Chemical Property of 2-(Benzyloxy)phenol

Chemical Property:

• Appearance/Colour: Light yellow.
• Vapor Pressure: 6.12E-05mmHg at 25°C
• Melting Point: 35-40ºC
• Refractive Index: n20/D 1.591(lit.)
• Boiling Point: 335.5 ºC at 760 mmHg
• PKA: 9.65±0.30(Predicted)
• Flash Point: >110 ºC
• PSA: 29.46000
• Density: 1.143
• LogP: 2.97120
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Soluble in alcohol, benzene, and diethyl ether. Insoluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 200.083729621
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

98% ^*data from raw suppliers

2-(Benzyloxy)phenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC=C2O
• Uses: 2-Benzyloxyphenol is used in the synthesis of 2-(benzyloxy)hydroquinone and also used to prepare sequential polypeptides.It is used as reagent for synthesis of multidentate chelating ligands. It is also used in chemicals, pharmaceutical research and also acts a pharmaceutical intermediate.

Technology Process of 2-(Benzyloxy)phenol

There total 25 articles about 2-(Benzyloxy)phenol 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: 100.0%

2-<(methoxymethyl)oxy>-1-(benzyloxy)benzene (93758-13-5) → O-benzylcatechol (6272-38-4)

Guidance literature:

sodium hydrogen sulfate; silica gel; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo030088+

Reference yield: 92.0%

2-(2-Benzyloxy-phenoxymethyl)-naphthalene → O-benzylcatechol (6272-38-4) + 2-Methylnaphthalene (91-57-6,34468-07-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 0.5h; Product distribution; Mechanism;

DOI:10.1021/jo980823v

Reference yield: 90.0%

benzyl bromide (100-39-0) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → O-benzylcatechol (6272-38-4)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Reflux;

DOI:10.1016/j.bmc.2011.01.043

upstream raw materials:

benzyl chloride

benzene-1,2-diol

2-phenyl-1,3-benzodioxole

O-benzyl-N,N'-dicyclohexylisourea

Downstream raw materials:

C₃₂H₃₄O₄

2,2'-((oxybis(ethane-2,1-diyl))bis(oxy))bis((benzyloxy)benzene)

2-<(methoxymethyl)oxy>-1-(benzyloxy)benzene

2-(3-chloropropoxy)-1-benzyloxybenzene

Refernces

• 1、 -. "1,3 DI-SUBSTITUTED CYCLOBUTANE OR AZETIDINE DERIVATIVES AS HEMATOPOIETIC PROSTAGLANDIN D SYNTHASE INHIBITORS". Page/Page column 227. . Retrieved 2018/04/27.
• 2、 Ioannou, Charalambos P.,Chronakis, Nikos. "A study towards the regioselective synthesis of the e,e,e trisadduct of C60 via the [4+2] Diels-Alder reaction with tethers bearing orthoquinodimethane precursors". . p. 65 - 82. Retrieved 2015/04/21.