4-Isopropylbenzyl alcohol

Base Information

• Chemical Name: 4-Isopropylbenzyl alcohol
• CAS No.: 536-60-7
• Deprecated CAS: 185532-73-4
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Hs Code.: 29062990
• European Community (EC) Number: 208-640-4
• NSC Number: 15672
• UNII: V261W8XR62
• DSSTox Substance ID: DTXSID0021626
• Nikkaji Number: J6.353C
• Wikidata: Q1143803
• Metabolomics Workbench ID: 45127
• ChEMBL ID: CHEMBL3183500
• Mol file: 536-60-7.mol

Synonyms:cuminol

Chemical Property of 4-Isopropylbenzyl alcohol

Chemical Property:

• Appearance/Colour: clear colourless to slightly yellow liquid
• Vapor Pressure: 0.183mmHg at 25°C
• Melting Point: 28 °C
• Refractive Index: n20/D 1.519(lit.)
• Boiling Point: 249 °C at 760 mmHg
• PKA: 14.48±0.10(Predicted)
• Flash Point: 106 °C
• PSA: 20.23000
• Density: 0.979 g/cm³
• LogP: 2.30230
• Storage Temp.: Store below +30°C.
• Solubility.: alcohol: miscible
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 101

Purity/Quality:

97% ^*data from raw suppliers

4-Isopropylbenzyl Alcohol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-38-36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC=C(C=C1)CO
• Description: p-Isopropylbenzyl alcohol has an intense, persistent, caraway-like odor and an aromatic, burning taste. Prepared from cuminaldehyde with H2 or NH3 under pressure in methanol solution and in the presence of Raney Ni catalyst; or by catalytic reduction of methyl p-isopropy lbenzoate.
• Uses: Flavoring.

Technology Process of 4-Isopropylbenzyl alcohol

There total 60 articles about 4-Isopropylbenzyl 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: 98.0%

isopropylboronic acid (80041-89-0) + 4-bromobenzenemethanol (873-75-6) → cuminol (536-60-7)

Guidance literature:

4-bromobenzenemethanol; With C₄₄H₃₅BrN₂O₂P₂Pd; In toluene; at 20 ℃; for 0.5h; Inert atmosphere; Irradiation;

isopropylboronic acid; With potassium phosphate; In water; at 100 ℃; for 48h; Inert atmosphere;

DOI:10.1515/znb-2016-0006

Reference yield: 97.3%

(4-isopropylbenzaldehyde) (122-03-2) → cuminol (536-60-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.12.028

Reference yield: 96.0%

tert-butyl-(4-isopropyl-benzyloxy)-dimethyl-silane → cuminol (536-60-7)

Guidance literature:

With N-iodo-succinimide; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2004.09.157

upstream raw materials:

formaldehyd

4-isopropylphenylmagnesium bromide

p-isopropylbenzoic acid methyl ester

(4-isopropylbenzyl)magnesium chloride

Downstream raw materials:

4-(i-propyl)benzyl acetate

4-nitro-benzoic acid-(4-isopropyl-benzyl ester)

phenyl-acetic acid-(4-isopropyl-benzyl ester)

nonanedioic acid bis-(4-isopropyl-benzyl ester)