55637-37-1

Basic information

• Product Name: (S)-1-CYCLOPROPYLETHANOL
• Synonyms: (S)-1-CYCLOPROPYLETHANOL;(1S)-1-Cyclopropylethanol;[S,(+)]-Cyclopropyl methyl carbinol;[S,(+)]-α-Methylcyclopropanemethanol;(S)-1-cyclopropylethan-1-ol
• CAS NO: 55637-37-1
• Molecular Formula: C₅H₁₀O
• Molecular Weight: 86.1323
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds
• Mol File: 55637-37-1.mol
• Article Data: 28

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-1-CYCLOPROPYLETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-CYCLOPROPYLETHANOL(55637-37-1)
• EPA Substance Registry System: (S)-1-CYCLOPROPYLETHANOL(55637-37-1)

Safety Data

• Hazardous Substances Data: 55637-37-1(Hazardous Substances Data)

Usage

Description

(S)-1-Cyclopropylethanol, also known as 1-(hydroxymethyl)cyclopropane, is a chemical compound with the molecular formula C4H8O. It is a cyclopropyl derivative of ethanol and is primarily used in organic synthesis and as a building block for the preparation of various pharmaceuticals and other chemical compounds. (S)-1-Cyclopropylethanol is a colorless liquid with a faint, sweet odor, and it is highly flammable. It is also soluble in water and is stable under normal temperature and pressure conditions.

Uses

Used in Pharmaceutical Industry:
(S)-1-Cyclopropylethanol is used as a building block for the synthesis of various pharmaceuticals due to its unique cyclopropyl group, which can be incorporated into the structure of different drug molecules to enhance their properties and efficacy.
Used in Chemical Industry:
(S)-1-Cyclopropylethanol is used as an intermediate in the production of other compounds such as fragrances, insecticides, and polymer materials, making it an important component in the chemical industry.
Used in Organic Synthesis:
(S)-1-Cyclopropylethanol is used as a versatile building block in organic synthesis, allowing for the creation of a wide range of chemical compounds with various applications in different industries.

Upstream product

• 765-43-5 Cyclopropyl methyl ketone 
• 765-42-4 1-cyclopropylethanol 

Relevant articles and documents

Efficient resolution of (±)-α-cyclopropylethanol by crystallization of its inclusion complex with chiral diols

The two-step inclusion crystallization of the chiral diol TADDOL with α-cyclopropylethanol has been found to allow resolving the racemic alcohol to yield (R)- or (S)-enantiomer (> 98% ee).

C1-Symmetric PNP Ligands for Manganese-Catalyzed Enantioselective Hydrogenation of Ketones: Reaction Scope and Enantioinduction Model

A family of ferrocene-based chiral PNP ligands is reported. These tridentate ligands were successfully applied in Mn-catalyzed asymmetric hydrogenation of ketones, giving high enantioselectivities (92%～99% ee for aryl alkyl ketones) as well as high efficiencies (TON up to 2000). In addition, dialkyl ketones could also be hydrogenated smoothly. Manganese intermediates that might be involved in the catalytic cycle were analyzed. DFT calculation was carried out to help understand the chiral induction model. The Mn/PNP catalyst could discriminate two groups with different steric properties by deformation of the phosphine moiety in the flexible 5-membered ring.

Enantioselective Hydrogenation of Ketones using Different Metal Complexes with a Chiral PNP Pincer Ligand

The synthesis of different metal pincer complexes coordinating to the chiral PNP ligand bis(2-((2R,5R)-2,5-dimethyl-phospholanoethyl))amine is described in detail. The characterized complexes with Mn, Fe, Re and Ru as metal centers showed good activities regarding the reduction of several prochiral ketones. Comparing these catalysts, the non-noble metal complexes produced best selectivities not only for aromatic substrates, but also for different kinds of aliphatic ones leading to enantioselectivities up to 99% ee. Theoretical investigations elucidated the mechanism and rationalized the selectivity. (Figure presented.).