3-Methyl-1-phenylbutan-2-ol

Base Information

• Chemical Name: 3-Methyl-1-phenylbutan-2-ol
• CAS No.: 705-58-8
• Deprecated CAS: 120442-22-0
• Molecular Formula: C11H16 O
• Molecular Weight: 164.247
• European Community (EC) Number: 211-886-5
• NSC Number: 68518
• UNII: N06AQ6J88Y
• DSSTox Substance ID: DTXSID00862382
• Nikkaji Number: J28.643E
• Wikidata: Q27284333
• Mol file: 705-58-8.mol

Synonyms:3-methyl-1-phenylbutan-2-ol

Chemical Property of 3-Methyl-1-phenylbutan-2-ol

Chemical Property:

• Vapor Pressure: 0.477mmHg at 25°C
• Boiling Point: 184.3°C at 760 mmHg
• Flash Point: 71.6°C
• PSA: 20.23000
• Density: 0.965g/cm³
• LogP: 2.24600
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

3-Methyl-1-phenylbutan-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CC1=CC=CC=C1)O

Technology Process of 3-Methyl-1-phenylbutan-2-ol

There total 32 articles about 3-Methyl-1-phenylbutan-2-ol 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: 90.0%

1-(benzyloxy)-2-methyl-1-(trimethylstannyl)propane (110615-33-3) → 3-methyl-1-phenyl-2-butanol (705-58-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.0333333h;

DOI:10.1021/ja00211a024

Reference yield: 90.0%

n-butyllithium (109-72-8,29786-93-4) + 1-(benzyloxy)-2-methyl-1-(trimethylstannyl)propane (110615-33-3) → 3-methyl-1-phenyl-2-butanol (705-58-8)

Guidance literature:

With cyclohexanone; In tetrahydrofuran; under argon; treatment of tin-compound in THF at -78 °C with LiBu; stirring 2 min; quenching with cyclohexanone;; poured into NH4Cl-soln. and petroleum ether; shaked 1 min; org. layer separated, washed (brine), dried (Na2SO4), filtered, concd. (vacuo); chromd. (silica gel; ethyl acetate/ petroleum ether 10:90); identical with substance produced otherwise;;

DOI:10.1021/ja00211a024

Reference yield: 82.0%

benzaldehyde, hydrazone (5281-18-5) + 3-hydroxy-2-methyl-1-propene (513-42-8) → 3-methyl-1-phenyl-2-butanol (705-58-8)

Guidance literature:

With potassium phosphate; tris(triphenylphosphine)ruthenium(II) chloride; 1,1'-bis(dicyclohexylphosphinocyclopentadienyl)iron; In 2-methyltetrahydrofuran; at 40 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201915218

upstream raw materials:

isobutyraldehyde

benzylmagnesium chloride

isopropylmagnesium bromide

phenylacetaldehyde

Downstream raw materials:

3-methyl-1-phenylbutan-2-one

(2-bromo-3-methylbutyl)benzene

(+/-)-1-[2-[(2-methoxyethoxy)methoxy]-3-methylbutyl]benzene

C₁₂H₁₄O₂

Refernces

• 1、 Kan, Jian,Li, Chao-Jun,Li, Chen-Chen,Li, Jianbin,Lv, Leiyang,Qiu, Zihang. "Synergistic Relay Reactions To Achieve Redox-Neutral α-Alkylations of Olefinic Alcohols with Ruthenium(II) Catalysis". supporting information. p. 4544 - 4549. Retrieved 2020/02/04.
• 2、 Knorr, Rudolf,Stephenson, David S.,Lattke, Ernst,B?hrer, Petra,Ruhdorfer, Jakob. "Unusual traits of cis and trans-2,3-dibromo-1,1-dimethylindane on the way from 1,1-dimethylindene to 2-bromo-, 3-bromo-, and 2,3-dibromo-1,1-dimethylindene". supporting information. p. 1178 - 1184. Retrieved 2016/07/06.