29117-54-2

Basic information

• Product Name: (S)-1,2-PENTANEDIOL
• Synonyms: (S)-1,2-PENTANEDIOL;(2S)-1,2-Pentanediol;(2S)-Pentane-1,2-diol;(S)-Pentane-1,2-diol
• CAS NO: 29117-54-2
• Molecular Formula: C₅H₁₂O₂
• Molecular Weight: 104.15
• Mol File: 29117-54-2.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 83.0-84.5℃ (7 Torr)
• Flash Point: 101.7 °C
• Appearance: /
• Density: 0.974 g/cm³
• Refractive Index: 1.4356 (18℃)
• CAS DataBase Reference: (S)-1,2-PENTANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1,2-PENTANEDIOL(29117-54-2)
• EPA Substance Registry System: (S)-1,2-PENTANEDIOL(29117-54-2)

Safety Data

• Hazardous Substances Data: 29117-54-2(Hazardous Substances Data)

Usage

General Description

(S)-1,2-Pentanediol is a colorless, odorless, and viscous liquid chemical compound that is commonly used as a solvent, humectant, and coupling agent in various industrial and commercial applications. Its chemical formula is C5H12O2, and it is classified as a diol, meaning it contains two hydroxyl functional groups. It is often used in the production of polymers, resins, and adhesives, as well as in the formulation of personal care products, such as skin creams and lotions. Additionally, (S)-1,2-Pentanediol is also utilized in the synthesis of pharmaceuticals and as a preservative in food and beverage products due to its antimicrobial properties. Overall, (S)-1,2-Pentanediol is a versatile and multifunctional chemical that is widely used across various industries.

Upstream product

• 41014-93-1 2-(S)-hydroxyvaleric acid 
• 109-67-1 1-penten 
• 5343-92-0 1,2-pentanediol 
• 81947-72-0 1,2-diacetoxypentane 
• 69831-69-2 (S)-2-Benzyloxy-pent-4-en-1-ol 
• 110352-58-4 (S)-2-Benzyloxy-pentanoic acid methyl ester 
• 141339-64-2 2-hydroxypentyl benzoate 
• 61574-63-8 butyl 2-oxopentanoate 
• 100-52-7 benzaldehyde 
• 110320-67-7 2-Benzyloxy-pentanoic acid methyl ester 
• 584-93-0 2-Bromovaleric acid 
• 87604-53-3 (R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane 
• 99838-68-3 (2R,3S)-3-(benzyloxy)hex-5-ene-1,2-diol 
• 87604-58-8 (S)-(-)-2-Benzyloxypent-4-enal 

Downstream Products

• 123731-68-0 (S)-1,2-epoxypentane 
• 878632-87-2 (S)-2-Phenyl-4-propyl-[1,3]dioxolane 
• 452085-28-8 (S)-2-Benzyloxy-pentanal 
• 104144-23-2 (2S,3S,6S,17S)-2,3-Bis-benzyloxymethyl-6,17-dipropyl-1,4,7,10,13,16-hexaoxa-cyclooctadecane 
• 104128-85-0 (-)-(2S,13S)-1,14-ditosyloxy-2,13-dipropyl-3,6,9,12-tetraoxatetradecane 
• 104128-71-4 C₃₄H₄₈O₈S₂ 
• 104128-68-9 (-)-(2S,3S,6S,17S)-2,3-bis(tosyloxymethyl)-6,17-dipropyl-1,4,7,10,13,16-hexaoxacyclooctadecane 
• 2305-25-1 ethyl (R)-3-hydroxyhexanoate 
• 123731-69-1 Dibenzyl-amine; compound with (S)-3-hydroxy-hexanoic acid 
• 123808-05-9 (1E,4S)-1-(2-bromo-3,4,5-trimethoxyphenyl)-1-hepten-4-ol 
• 30263-96-8 (2S,3R,5S)-5-Propyl-2-(3,4,5-trimethoxy-phenyl)-tetrahydro-furan-3-ol 
• 123731-55-5 Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester 
• 28890-33-7 (2S,3aS,9bS)-6-Hydroxy-7,8-dimethoxy-2-propyl-2,3,3a,9b-tetrahydro-furo[3,2-c]isochromen-5-one 
• 28890-33-7 monocerin 

Relevant articles and documents

Diastereoselective addition of allyltrimethylsilane to N-glyoxyloyl(2R)- bornane-10,2-sultam. A new synthesis of (S)-1,2-pentanediol

Addition of allyltrimethylsilane (3) to N-glyoxyloyl-(2R)-bornane-10,2- sultam (4) in the presence of Lewis acid afforded, in high diastereoselectivity, adduct (2'S')-6 which, after recrystallization, was hydrogenated to give optically pure (S)-1,2-pentanediol (1).

Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

A critical outlook and comparison of enantioselective oxidation methodologies of olefins

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