2-[4-(2-Methylpropyl)phenyl]ethanol

Base Information

• Chemical Name: 2-[4-(2-Methylpropyl)phenyl]ethanol
• CAS No.: 36039-35-7
• Molecular Formula: C12H18O
• Molecular Weight: 178.274
• NSC Number: 69112
• UNII: P3HYT5801E
• DSSTox Substance ID: DTXSID30189599
• Nikkaji Number: J28.655I
• Wikidata: Q27286083
• Mol file: 36039-35-7.mol

Synonyms:36039-35-7;2-(4-(2-Methylpropyl)phenyl)ethanol;2-[4-(2-methylpropyl)phenyl]ethanol;2-(4-Isobutylphenyl)ethan-1-ol;2-(4-isobutylphenyl)ethanol;4-Isobutylphenylethanol;(p-Isobutylphenyl)ethanol;4-(2-methylpropyl)Benzeneethanol;NSC-69112;2-(4-Isobutylphenyl)ethyl alcohol;Benzeneethanol, 4-(2-methylpropyl)-;P3HYT5801E;2-[4-(2-methylpropyl)phenyl]ethan-1-ol;Ibuprofen impurity Q [EP];UNII-P3HYT5801E;NSC69112;Ibuprofen Imp. Q (EP):;4-iso-Butylphenethyl alcohol;2-(4'-isobutylphenyl)ethanol;SCHEMBL1977984;DTXSID30189599;AKOS006287447;IBUPROFEN IMPURITY Q [EP IMPURITY];CS-0274091;FT-0703198;F19319;EN300-1841309;Q27286083;2-[4-(2-Methylpropyl)phenyl]ethanol, pharmaceutical impurity standard;2-[4-(2-Methylpropyl)phenyl]ethanol;Ibuprofen Imp. Q (EP);Ibuprofen Impurity Q

Chemical Property of 2-[4-(2-Methylpropyl)phenyl]ethanol

Chemical Property:

• Vapor Pressure: 0.024mmHg at 25°C
• Boiling Point: 237.8°C at 760 mmHg
• PKA: 14.91±0.10(Predicted)
• Flash Point: 107.2°C
• PSA: 20.23000
• Density: 0.958g/cm³
• LogP: 2.41990
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Soluble), Methanol (Sparingly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 178.135765193
• Heavy Atom Count: 13
• Complexity: 123

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-(2-Methylpropyl)benzeneethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)CCO
• Uses: 4-(2-Methylpropyl)benzeneethanol is used in the synthesis of carboxylate related compounds with potential antiinflammatory activity. Also in the synthesis of ibuprofen via carbonylation. 4-(2-Methylpropyl)benzeneethanol (Ibuprofen EP Impurity Q) is used in the synthesis of carboxylate related compounds with potential antiinflammatory activity. Also in the synthesis of ibuprofen via carbonylation.

Technology Process of 2-[4-(2-Methylpropyl)phenyl]ethanol

There total 4 articles about 2-[4-(2-Methylpropyl)phenyl]ethanol 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: 75.0%

B-iso-butyl-9-borabicyclo<3.3.1>nonane (63942-77-8) + 4-bromophenethanol (4654-39-1) → R-(+)-2-(4-isobutylphenyl)-hydroxy-ethane (36039-35-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydroxide; In tetrahydrofuran; water; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/op0601262

Reference yield:

2-(4-bromophenyl)-2-methyl-1,3-dioxolane (4360-68-3) → R-(+)-2-(4-isobutylphenyl)-hydroxy-ethane (36039-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / toluene / 18 h / Inert atmosphere; Reflux

1.2: 2 h / 20 °C / Inert atmosphere; Reflux

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydroxide / tetrahydrofuran; water / 16 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide; In tetrahydrofuran; water; toluene;

DOI:10.1021/op0601262

Reference yield:

para-bromoacetophenone (99-90-1) → R-(+)-2-(4-isobutylphenyl)-hydroxy-ethane (36039-35-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / benzene / Inert atmosphere; Reflux; Dean-Stark

2.1: 9-bora-bicyclo[3.3.1]nonane / toluene / 18 h / Inert atmosphere; Reflux

2.2: 2 h / 20 °C / Inert atmosphere; Reflux

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydroxide / tetrahydrofuran; water / 16 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; toluene-4-sulfonic acid; 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide; In tetrahydrofuran; water; toluene; benzene;

DOI:10.1021/op0601262

upstream raw materials:

2-(4-bromophenyl)-2-methyl-1,3-dioxolane

B-iso-butyl-9-borabicyclo<3.3.1>nonane

4-bromophenethanol

para-bromoacetophenone

Downstream raw materials:

ibuprofen

3-(4'-isobutylphenyl)propionic acid

[2-(4-Isobutyl-phenyl)-ethylsulfanyl]-acetic acid ethyl ester

Chloro-[2-(4-isobutyl-phenyl)-ethylsulfanyl]-acetic acid ethyl ester