16404-54-9

Basic information

• Product Name: (R)-(-)-4-METHYL-2-PENTANOL
• Synonyms: (R)-(-)-Methyl isobuty carbinol;(R)-(-)-4-METHYLPENTAN-2-OL;(R)-(-)-4-METHYL-2-PENTANOL;4-METHYL (R)-2-PENTANOL;(R)-(-)-4-METHYL-2-PENTANOL , 97% (99% EE /GLC);(R)-(-)-4-METHYL-2-PENTANOL, 99% (99+% ee);(2R)-4-Methyl-2-pentanol;(R)-(-)-Methylpentan-2-ol
• CAS NO: 16404-54-9
• Molecular Formula: C₆H₁₄O
• Molecular Weight: 102.17
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 16404-54-9.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 132 °C(lit.)
• Flash Point: 106 °F
• Appearance: Clear colorless liquid
• Density: 0.802 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4630(lit.)
• Storage Temp.: Flammables area
• PKA: 15.31±0.20(Predicted)
• BRN: 1718992
• CAS DataBase Reference: (R)-(-)-4-METHYL-2-PENTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-4-METHYL-2-PENTANOL(16404-54-9)
• EPA Substance Registry System: (R)-(-)-4-METHYL-2-PENTANOL(16404-54-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 10-37-66-20
• Safety Statements: 24/25-46
• RIDADR: UN 2053 3/PG 3
• WGK Germany: 1
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 16404-54-9(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

Uses

For synthesis of optically active products

Upstream product

• 674-76-0 (E)-4-methylpent-2-ene 
• 108-10-1 4-methyl-2-pentanone 
• 920-39-8 isopropylmagnesium bromide 
• 108-11-2 Methyl isobutyl carbinol 
• 108-05-4 vinyl acetate 
• 917-54-4 methyllithium 
• 590-86-3 isovaleraldehyde 
• 80422-47-5 (SS)-4-methyl-1-(N-methylphenylsulfonimidoyl)-2-pentanone 
• 625-28-5 Isovaleronitrile 
• 75-24-1 trimethylaluminum 
• 74669-70-8 (R)-2,3-Dimethylbutylamin 
• 80422-50-0 (SS)-4-methyl-1-(N-methylphenylsulfonimidoyl)-2-pentanol 
• 18006-13-8 methyltriisopropoxytitanium(IV) 

Downstream Products

• 1228952-60-0 C₁₆H₂₀FNO₂ 
• 1228952-57-5 C₁₆H₂₀FNO₂ 
• 4511-57-3 (+)-1,3-Dimethylbutyl-methacrylat 

Relevant articles and documents

Resolution of aliphatic alcohols by hydrogen bond 'double hooks' of cholanamide inclusion compounds

Resolution of aliphatic alcohols by an inclusion method with cholanamide (3α, 7α, 12α-trihydroxy-5β-cholan-24-amide) is studied.

Boron containing chiral Schiff bases: Synthesis and catalytic activity in asymmetric transfer hydrogenation (ATH) of ketones

Asymmetric Transfer Hydrogenation (ATH) has been an attractive way for the reduction of ketones to chiral alcohols. A great number of novel and valuable synthetic pathways have been achived by the combination usage of organometallic and coordination chemistry for the production of important class of compounds and particularly optically active molecules. For this aim, four boron containing Schiff bases were synthesized by the reaction of 4-formylphenylboronic acid with chiral amines. The boron containing structures have been found as stable compounds due to the presence of covalent B–O bonds and thus could be handled in laboratory environment. They were characterized by 1H NMR and FT-IR spectroscopy and elemental analysis and they were used as catalyst in the transfer hydrogenation of ketones to the related alcohol derivatives with high conversions (up to 99%) and low enantioselectivities (up to 22% ee).

Manganese Catalyzed Asymmetric Transfer Hydrogenation of Ketones Using Chiral Oxamide Ligands

The asymmetric transfer hydrogenation of ketones using isopropyl alcohol (IPA) as hydrogen donor in the presence of novel manganese catalysts is explored. The selective and active systems are easily generated in situ from [MnBr(CO)5] and inexpensive C2-symmeric bisoxalamide ligands. Under the optimized reaction conditions, the Mn-derived catalyst gave higher enantioselectivity compared with the related ruthenium catalyst.