4-Methyl-1-phenyl-2-pentanol

Base Information

• Chemical Name: 4-Methyl-1-phenyl-2-pentanol
• CAS No.: 7779-78-4
• Molecular Formula: C12H18O
• Molecular Weight: 178.274
• Hs Code.: 2906290090
• European Community (EC) Number: 231-939-6
• UNII: 2SBL0E1I0N
• DSSTox Substance ID: DTXSID8047717
• Nikkaji Number: J181.792B
• Wikidata: Q27255540
• RXCUI: 1720936
• Metabolomics Workbench ID: 44959
• ChEMBL ID: CHEMBL3187810
• Mol file: 7779-78-4.mol

Synonyms:4-methyl-1-phenylpentan-2-ol;alpha-isobutylphenethyl alcohol;benzylisobutylcarbinol;COE 2031;COE-2031;FEMA 2208;FEMA-2208

Chemical Property of 4-Methyl-1-phenyl-2-pentanol

Chemical Property:

• Appearance/Colour: colourless slightly oily liquid with a green-floral, fresh, slightly sweet odour
• Vapor Pressure: 0.224mmHg at 25°C
• Refractive Index: 1.509
• Boiling Point: 198.3 °C at 760 mmHg
• Flash Point: 79.4 °C
• PSA: 20.23000
• Density: 0.955 g/cm³
• LogP: 2.63610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 178.135765193
• Heavy Atom Count: 13
• Complexity: 125

Purity/Quality:

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

4-Methyl-1-phenyl-2-pentanol >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-52/53
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(CC1=CC=CC=C1)O
• Description: α-Isobutylphenethyl alcohol has a green, floral, somewhat herbaceous odor and a buttery, oily, caramellic flavor. May be prepared by reacting isobutyl aldehyde with benzyl magnesium chloride.

Technology Process of 4-Methyl-1-phenyl-2-pentanol

There total 9 articles about 4-Methyl-1-phenyl-2-pentanol 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: 85.0%

2-isobutyl-3-phenyloxirane (65473-82-7) → (±)-4-methyl-1-phenyl-2-pentanol (7779-78-4)

Guidance literature:

With cobalt(II) bis[bis((trifluoromethyl)sulfonyl)amide]; hydrogen; zinc trifluoromethanesulfonate; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]; In tetrahydrofuran; at 80 ℃; for 16h; under 30003 Torr; regioselective reaction; Autoclave;

DOI:10.1002/anie.202002844

Reference yield: 68.0%

benzyltrimethylsilane (770-09-2) + isovaleraldehyde (590-86-3) → (±)-4-methyl-1-phenyl-2-pentanol (7779-78-4)

Guidance literature:

tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h; room temp. then reflux;

DOI:10.1016/S0040-4039(00)88304-5

Reference yield: 56.0%

phenylacetic acid (103-82-2) + isovaleraldehyde (590-86-3) → (±)-4-methyl-1-phenyl-2-pentanol (7779-78-4)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate; In N,N-dimethyl acetamide; at 20 ℃; for 16h; Irradiation; Inert atmosphere;

DOI:10.1039/c9sc01356c

upstream raw materials:

phenylacetaldehyde

benzyl chloride

isovaleraldehyde

benzyltrimethylsilane

Refernces

• 1、 Beller, Matthias,Junge, Kathrin,Leischner, Thomas,Li, Wu,Liu, Weiping. "A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides". supporting information. p. 11321 - 11324. Retrieved 2020/05/16.
• 2、 Vitale, Paola,Perna, Filippo Maria,Perrone, Maria Grazia,Scilimati, Antonio. "Screening on the use of Kluyveromyces marxianus CBS 6556 growing cells as enantioselective biocatalysts for ketone reductions". body text. p. 1985 - 1993. Retrieved 2012/03/22.