2-Hydroxyphenethyl alcohol

Base Information

• Chemical Name: 2-Hydroxyphenethyl alcohol
• CAS No.: 7768-28-7
• Molecular Formula: C8H10 O2
• Molecular Weight: 138.166
• Hs Code.: 2907299090
• European Community (EC) Number: 231-863-3
• NSC Number: 101845
• UNII: C6AV79GN9F
• DSSTox Substance ID: DTXSID90228312
• Nikkaji Number: J28.495E
• Wikidata: Q27133443
• Metabolomics Workbench ID: 63515
• ChEMBL ID: CHEMBL4075005
• Mol file: 7768-28-7.mol

Synonyms:2-hydroxyphenylethanol;o-hydroxyphenylethanol;oHPE

Chemical Property of 2-Hydroxyphenethyl alcohol

Chemical Property:

• Vapor Pressure: 1.83E-05mmHg at 25°C
• Refractive Index: n20/D 1.559(lit.)
• Boiling Point: 168-169 °C2 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 40.46000
• Density: 1.159 g/mL at 25 °C(lit.)
• LogP: 0.92700
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 93.3

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxybenzeneethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-41-36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCO)O
• Uses: 2-Hydroxybenzeneethanol can be used to synthesize cyclic products and organoaluminim oligomers. Inelastic electron tunnelling spectra of 2-hydroxyphenethyl alcohol adsorbed on thin-film aluminium and magnesium oxide has been investigated.

Technology Process of 2-Hydroxyphenethyl alcohol

There total 25 articles about 2-Hydroxyphenethyl 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: 96.0%

benzofuran-2(3H)-one (553-86-6) → 2-(2-hydroxyphenyl)ethanol (7768-28-7)

Guidance literature:

With methanol; Na/SiO₂; In tetrahydrofuran; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1021/jo802778z

Reference yield: 96.0%

2-(o-cyanomethyl)phenethyl alcohol (154582-38-4) → 2-(2-hydroxyphenyl)ethanol (7768-28-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol;

DOI:10.1016/S0040-4039(00)60401-X

Reference yield: 92.0%

C17H19BO → 2-(2-hydroxyphenyl)ethanol (7768-28-7)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide;

DOI:10.1126/science.abg5526

upstream raw materials:

1-benzofurane

2-phenoxytetrahydropyran

2-aminophenethyl alcohol

tert-Butyl-(3,8a-dihydro-benzo[c][1,2]dioxin-3-yloxy)-dimethyl-silane

Downstream raw materials:

2-(2-Bromoethyl)phenol

1-(4-nitro-benzoyloxy)-2-[2-(4-nitro-benzoyloxy)-ethyl]-benzene

2-(2-ethoxyphenyl)ethanol

2-methoxyphenethyl alcohol

Refernces

Intramolecular Proton Transfer in Photohydration Reactions

10.1021/ja00280a028

The study investigates the photohydration reactions of various o-hydroxy- and o-methoxystyrenes (compounds 1-10), as well as p-hydroxy- (11) and p-methoxystyrene (12) through intramolecular proton transfer. The researchers found that non-nitro-substituted o-hydroxystyrenes undergo Markovnikov addition of water to form 1-arylethanols, while nitro-substituted o-hydroxystyrenes show no pH dependence in product quantum yield and produce 2-(2-hydroxyphenyl)ethanols via anti-Markovnikov addition. The study also explores the effects of different substituents on the reaction efficiency, acid catalysis, and regioselectivity. The absolute quantum yields for compounds 1 and 9 at pH 2 were determined to be 0.19 and 0.41, respectively. The researchers used various techniques, including UV spectroscopy, fluorescence quenching, and triplet sensitization and quenching experiments, to analyze the reaction mechanisms and rate constants. The results provide insights into the structural requirements and effective molarities necessary for efficient intramolecular proton transfer in photohydration reactions.

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