4-Methyl-2-pentanol

Base Information

• Chemical Name: 4-Methyl-2-pentanol
• CAS No.: 108-11-2
• Deprecated CAS: 20281-88-3,40747-85-1,72847-31-5,40747-85-1
• Molecular Formula: C6H14O
• Molecular Weight: 102.177
• Hs Code.: 29051900
• European Community (EC) Number: 203-551-7
• ICSC Number: 0665
• NSC Number: 9384
• UN Number: 2053
• UNII: 8U34XJK0R0
• DSSTox Substance ID: DTXSID2026781
• Nikkaji Number: J2.414G
• Wikipedia: 4-Methyl-2-pentanol
• Wikidata: Q2528979
• ChEMBL ID: CHEMBL448896
• Mol file: 108-11-2.mol

Synonyms:4-methyl-2-pentanol;isobutylmethylcarbinol;isobutylmethylcarbinol, (+-)-isomer;isobutylmethylcarbinol, (R)-isomer;isobutylmethylcarbinol, (S)-isomer;isobutylmethylcarbinol, chromium salt (3+);methyl isobutyl carbinol

Chemical Property of 4-Methyl-2-pentanol

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 3.68mmHg at 25°C
• Melting Point: -90 °C
• Refractive Index: 1.409
• Boiling Point: 133.5 °C at 760 mmHg
• PKA: 15.31±0.20(Predicted)
• Flash Point: 41.1 °C
• PSA: 20.23000
• Density: 0.811 g/cm³
• LogP: 1.41330
• Water Solubility.: 2 g/100 mL
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 102.104465066
• Heavy Atom Count: 7
• Complexity: 41.4
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R10:; R37:
• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CC(C)CC(C)O
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. Exposure could cause lowering of consciousness.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.

Technology Process of 4-Methyl-2-pentanol

There total 94 articles about 4-Methyl-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: 71.0%

4-methyl-pent-3-en-2-one (141-79-7) → Methyl isobutyl carbinol (108-11-2,72847-31-5) + 2-Methylpentane (107-83-5)

Guidance literature:

With hydrogenchloride; triethylsilane; aluminium trichloride; In dichloromethane; for 4h; Ambient temperature;

Reference yield: 37.0%

acetone (67-64-1) → Methyl isobutyl carbinol (108-11-2,72847-31-5) + 4-methyl-pent-3-en-2-one (141-79-7) + 4-methyl-2-pentanone (108-10-1) + isopropyl alcohol (67-63-0,8013-70-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; Nafion-H; at 100 ℃; for 24h; under 2585.7 Torr; Further byproducts given;

DOI:10.1021/jo01313a007

Reference yield:

i-Amyl alcohol (123-51-3) + dimethyl sulfate (77-78-1) → Methyl isobutyl carbinol (108-11-2,72847-31-5) + isopentyl ether (544-01-4) + Dimethyl ether (115-10-6,157621-61-9)

Guidance literature:

at 115 - 125 ℃; pentyl alcohol of fermentation;

upstream raw materials:

4-methyl-pent-3-en-2-one

Isobutyl iodide

sodium ethanolate

sodium isobutoxide

Downstream raw materials:

chlorocarbonic acid-(1,3-dimethyl-butyl ester)

phenyl-acetic acid-(1,3-dimethyl-butyl ester)

Adipinsaeure-bis-(1,3-dimethyl-butylester)

diphenyl-dithiophosphinic acid-(1,3-dimethyl-butyl ester)

Refernces

• 1、 Venkatachalam, Galmari,Ramesh, Rengan. "Catalytic transfer hydrogenation of ketones catalyzed by orthometalated ruthenium(III) 2-(arylazo)phenolate complexes containing triphenylarsine". . p. 5215 - 5218. Retrieved 2005.
• 2、 Kanth,Brown. "Hydroboration. 97. Synthesis of new exceptional chloroborane-Lewis base adducts for hydroboration. Dioxane-monochloroborane as a superior reagent for the selective hydroboration of terminal alkenes". . p. 5359 - 5365. Retrieved 2001.
• 3、 Brown,Ravindran. "-". . p. 182. Retrieved 1973.
• 4、 Yamamoto, Koji,Fukushima, Hitoshi,Nakazaki, Masao. "Stereoselective Oxidative Coupling and Asymmetric Hydride Reduction related to (-)-(S)-10,10'-Dihydroxy-9,9'-biphenanthryl". . p. 1490 - 1491. Retrieved 1984.
• 5、 Knights,Brown. "-". . p. 5281. Retrieved 1968.
• 6、 Ferreira, Hercules V.,Rocha, Lenilson C.,Severino, Richele P.,Porto, Andre L. M.. "Syntheses of enantiopure aliphatic secondary alcohols and acetates by bioresolution with lipase B from candida antarctica". . p. 8955 - 8967,13. Retrieved 2012.
• 7、 Waghoo, Gulzar,Jayaram,Joshi. "Heterogeneous catalytic conversions with hydrous SnO2". . p. 513 - 520. Retrieved 1999.
• 8、 Tuerkmen, Hayati,Cetinkaya, Bekir,Kani, Ibrahim. "Transfer hydrogenation of aryl ketones with half-sandwich RuII complexes that contain chelating diamines". . p. 4494 - 4499,6. Retrieved 2012.
• 9、 Brown et al.. "-". . p. 1071,1072, 1075. Retrieved 1964.
• 10、 Sahin, Irfan,Emir, Sedat,Ispir, Esin,Karakaya, Idris,Gumus, Selcuk,Ulusoy, Mahmut,Karabuga, Semistan. "Hydroxyl group effect in novel NNN type pyridine based ruthenium (II) complex for the transfer hydrogenation of ketones". . p. 30 - 33. Retrieved 2016.