129212-21-1

Basic information

• Product Name: (3S,5S)-(+)-3,5-HEPTANEDIOL
• Synonyms: (3S,5S)-(+)-3,5-HEPTANEDIOL;(3S,5S)-3,5-HEPTANEDIOL;(3S,5S)-(+)-3,5-Heptanediol,99%;(+)-3,5-Heptanediol
• CAS NO: 129212-21-1
• Molecular Formula: C₇H₁₆O₂
• Molecular Weight: 132.2
• Product Categories: Chiral Compounds;Diols;organic alcohol
• Mol File: 129212-21-1.mol

Chemical Properties

• Melting Point: 52°C
• Appearance: colorless/solid
• CAS DataBase Reference: (3S,5S)-(+)-3,5-HEPTANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,5S)-(+)-3,5-HEPTANEDIOL(129212-21-1)
• EPA Substance Registry System: (3S,5S)-(+)-3,5-HEPTANEDIOL(129212-21-1)

Safety Data

• Hazardous Substances Data: 129212-21-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(3S,5S)-(+)-3,5-HEPTANEDIOL is used as a chiral building block for the synthesis of pharmaceuticals and fine chemicals, playing a crucial role in the creation of complex molecules with specific biological activities.
Used in Asymmetric Synthesis:
(3S,5S)-(+)-3,5-HEPTANEDIOL is employed as a reagent in asymmetric synthesis, a technique that allows for the selective formation of one enantiomer over another, which is essential for producing enantiomerically pure compounds with desired properties.
Used in Enantiomer Separation:
(3S,5S)-(+)-3,5-HEPTANEDIOL serves as a resolving agent for the separation of enantiomers, a process critical in obtaining pure enantiomers for applications where the stereochemistry of a molecule significantly influences its effectiveness and safety.
Used in Fragrance and Flavor Production:
(3S,5S)-(+)-3,5-HEPTANEDIOL is used as a key component in the production of fragrances and flavors, capitalizing on its unique stereochemistry to create distinct scents and tastes in various consumer products.
Used in Specialty Chemicals:
(3S,5S)-(+)-3,5-HEPTANEDIOL is utilized in the production of specialty chemicals, where its stereochemistry contributes to the development of compounds with specific applications in various industries, such as agriculture, materials science, and environmental technology.

Upstream product

• 7424-54-6 3,5-heptanedione 
• 1257108-72-7 (3R,5S)-5-(phenylmethoxy)-1-heptyn-3-ol 
• 105-53-3 diethyl malonate 
• 123-54-6 acetylacetone 
• 136030-28-9 (2R,4R)-1,5-dichloropentane-2,4-diol 
• 40630-12-4 1,5-dichloropentane-2,4-dione 
• 131563-81-0 (+)-(2R,2'R)-methylenebis(oxirane) 
• 917-54-4 methyllithium 

Relevant articles and documents

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Chiral 1,2-bis(phosphetano)benzenes: Preparation and use in the Ru- catalyzed hydrogenations of carbonyl derivatives

Chiral 1,2-bis(phosphetano)benzenes are readily prepared from accessible, optically pure 1,3-diol cyclic sulfates. Their ruthenium complexes catalyze the enantioselective hydrogenations of functionalized carbonyls with moderate-to-high enantiomeric excesses. High levels of diastereo- and enantioselectivity are achieved, especially in the hydrogenation of β-diketones to the corresponding anti-1,3-diols.

Enantioselective synthesis ofanti 1, 3-diols via ru(ii)-catalyzed hydrogénations

The homogeneous ruthenium-catalyzed hydrogénation of new symmetrical 1, 3-diketones has been achieved with various ligands including SKEWPHOS and Me-DuPHOS. Complete conversions with enantiomeric and diastereomeric excesses up to 99% were obtained. This represents a new catalytic application of the chiral ligands above. Thieme Stuttgart.

Ligands for asymmetric catalysis

The subject invention relates to phosphine ligands that are useful for asymmetric reactions, especially as chiral ligands for catalytic asymmetric hydrogenation.

Optically Pure 1,3-Diols from (2R,4R)- and (2S,4S)-1,2:4,5-Diepoxypentane

Optically pure (>97percent ee) (2R,4R)-1,2:4,5-diepoxypentane (1) and its enantiomer can be prepared in three steps from 2,4-pentanedione without the need for chromatographic purification.Diepoxide 1 is an efficient precursor to a wide variety of opticall