4-Ethoxybenzyl alcohol

Base Information

• Chemical Name: 4-Ethoxybenzyl alcohol
• CAS No.: 6214-44-4
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 29094990
• European Community (EC) Number: 228-283-8
• NSC Number: 406713
• UNII: 4633ZFA6U4
• DSSTox Substance ID: DTXSID80211197
• Nikkaji Number: J231C
• Wikidata: Q18472868
• ChEMBL ID: CHEMBL1650240
• Mol file: 6214-44-4.mol

Synonyms:4-Ethoxybenzyl alcohol;(4-Ethoxyphenyl)methanol;6214-44-4;p-Ethoxybenzyl alcohol;4-Ethoxybenzylalcohol;Benzenemethanol, 4-ethoxy-;4-Ethoxybenzenemethanol;EINECS 228-283-8;NSC-406713;AI3-05517;O(CC)c1ccc(CO)cc1;Benzyl alcohol, p-ethoxy-;(4-Ethoxyphenyl)methanol #;[4-(ethyloxy)phenyl]methanol;SCHEMBL131727;CHEMBL1650240;DTXSID80211197;4633ZFA6U4;MFCD00004655;NSC406713;STL254143;AKOS000249230;NSC 406713;PS-5198;CS-0151465;E0492;FT-0693830;EN300-49131

Chemical Property of 4-Ethoxybenzyl alcohol

Chemical Property:

• Appearance/Colour: white to slightly yellow cryst. low melting mass
• Vapor Pressure: 0.00287mmHg at 25°C
• Melting Point: 32-34 °C(lit. )
• Refractive Index: n20/D 1.535(lit.)
• Boiling Point: 273 °C at 760 mmHg
• PKA: 14.54±0.10(Predicted)
• Flash Point: 114.4 °C
• PSA: 29.46000
• Density: 1.058 g/cm³
• LogP: 1.57760
• Storage Temp.: 2-8°C
• Solubility.: Solubility in methanol is almost transparent.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 95.7

Purity/Quality:

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

4-EthoxybenzylAcohol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)CO
• Uses: It is used in the identification of sulfation sites of metabolites and prediction of the compounds? biological effects and in chemical investigation of Wedelia calendulacea.

Technology Process of 4-Ethoxybenzyl alcohol

There total 7 articles about 4-Ethoxybenzyl alcohol 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: 99.0%

4-ethoxybenzaldehyde (10031-82-0) → 4-ethoxybenzyl alcohol (6214-44-4)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In ethanol; for 6h; Reflux; Industrial scale;

Reference yield: 89.0%

2-((4-ethoxybenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 4-ethoxybenzyl alcohol (6214-44-4)

Guidance literature:

With water; silica gel; In methanol; at 60 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.8b03108

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-ethoxybenzyl alcohol (6214-44-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

With sodium tetrahydroborate; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.7b00060

upstream raw materials:

4-ethoxybenzaldehyde

4-hydroxy-benzaldehyde

C₁₅H₂₆O₂Si

ethyl 4-ethoxybenzoate

Downstream raw materials:

C₁₇H₁₅NO

2-Phenyl-3-<4-ethoxy-phenyl>-propionitril

diphenyldisulfane

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

Refernces

• 1、 Chan, Sock Ying,Loh, Yean Chun,Oo, Chuan Wei,Yam, Mun Fei. "In vitro study and structure-activity relationship analysis of stilbenoid derivatives as powerful vasorelaxants: Discovery of new lead compound". . . Retrieved 2020/10/12.
• 2、 López, Jhon J.,Pérez, Edwin G.. "New convergent one pot synthesis of amino benzyl ethers bearing a nitrogen-containing bicycle". . p. 715 - 723. Retrieved 2019/02/19.