638189-46-5

Basic information

• Product Name: 2-Heptanone, 4-hydroxy-6-methyl-, (4R)- (9CI)
• Synonyms: 2-Heptanone, 4-hydroxy-6-methyl-, (4R)- (9CI)
• CAS NO: 638189-46-5
• Molecular Formula: C8H16O2
• Molecular Weight: 144.21144
• Product Categories: ACETYLGROUP
• Mol File: 638189-46-5.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Heptanone, 4-hydroxy-6-methyl-, (4R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Heptanone, 4-hydroxy-6-methyl-, (4R)- (9CI)(638189-46-5)
• EPA Substance Registry System: 2-Heptanone, 4-hydroxy-6-methyl-, (4R)- (9CI)(638189-46-5)

Safety Data

• Hazardous Substances Data: 638189-46-5(Hazardous Substances Data)

Usage

Chirality

Chiral compound

Stereochemistry

(4R)

Functional groups

Ketone, hydroxyl group, methyl group

Chain length

Seven carbon chain

Applications

Production of fragrances and flavors, solvent, organic synthesis

Importance

Intermediate in chemical synthesis, creation of pharmaceuticals

Upstream product

• 67-64-1 acetone 
• 590-86-3 isovaleraldehyde 
• 20859-10-3 (3E)-6-methylhept-3-en-2-one 
• 887763-36-2 (R)-4-Hydroxy-6-methyl-hept-6-en-2-one 
• 108-05-4 vinyl acetate 
• 57548-36-4 4-hydroxy-6-methylheptan-2-one 
• 887763-35-1 Formic acid (R)-3-methyl-1-(2-oxo-propyl)-but-3-enyl ester 

Relevant articles and documents

Complete Switch of Reaction Specificity of an Aldolase by Directed Evolution In Vitro: Synthesis of Generic Aliphatic Aldol Products

A structure-guided engineering of fructose-6-phosphate aldolase was performed to expand its substrate promiscuity toward aliphatic nucleophiles, that is, unsubstituted alkanones and alkanals. A “smart” combinatorial library was created targeting residues D6, T26, and N28, which form a binding pocket around the nucleophilic carbon atom. Double-selectivity screening was executed by high-performance TLC that allowed simultaneous determination of total activity as well as a preference for acetone versus propanal as competing nucleophiles. D6 turned out to be the key residue that enabled activity with non-hydroxylated nucleophiles. Altogether 25 single- and double-site variants (D6X and D6X/T26X) were discovered that show useful synthetic activity and a varying preference for ketone or aldehyde as the aldol nucleophiles. Remarkably, all of the novel variants had completely lost their native activity for cleavage of fructose 6-phosphate.

Direct asymmetric aldol reactions in aqueous media catalyzed by a β-cyclodextrin-proline conjugate with a urea linker

Covalently attaching proline to β-CD through a urea linkage resulted in the synthesis of a water-soluble chiral organocatalyst 1 in high yield. Catalytic asymmetric aldol condensations between aldehydes and acetone were carried out under water-containing

Catalytic asymmetric hydroperoxidation of α,β-unsaturated ketones: An approach to enantiopure peroxyhemiketals, epoxides, and aldols

(Chemical Equation Presented) Efficient, selective: The primary amine salt 1 derived from quinine efficiently catalyzes the highly enantioselective hydroperoxidation of α,β-unsaturated ketones furnishing stable and isolable cyclic peroxyhemiketals in enan