87720-90-9

Basic information

• Product Name: (R)-(+)-1,2-OCTANEDIOL
• Synonyms: (R)-(+)-1,2-OCTANEDIOL;(2R)-1,2-Octanediol;(R)-Octane-1,2-diol
• CAS NO: 87720-90-9
• Molecular Formula: C₈H₁₈O₂
• Molecular Weight: 146.23
• Product Categories: Chiral Building Blocks;Organic Building Blocks;Polyols
• Mol File: 87720-90-9.mol
• Article Data: 54

Chemical Properties

• Boiling Point: 243 °C at 760 mmHg
• Flash Point: 113 °C
• Appearance: /
• Density: 0.937 g/cm³
• CAS DataBase Reference: (R)-(+)-1,2-OCTANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1,2-OCTANEDIOL(87720-90-9)
• EPA Substance Registry System: (R)-(+)-1,2-OCTANEDIOL(87720-90-9)

Safety Data

• WGK Germany: 2
• Hazardous Substances Data: 87720-90-9(Hazardous Substances Data)

Usage

Description

(R)-(+)-1,2-OCTANEDIOL, a chemical compound with the molecular formula C8H18O2, is a colorless, viscous liquid. It is optically active, exhibiting a specific rotation of plane-polarized light. This versatile chemical is valued for its low toxicity and wide range of applications across various industries.

Uses

Used in Chemical Synthesis:
(R)-(+)-1,2-OCTANEDIOL is used as a key intermediate in the synthesis of various compounds, including pharmaceuticals and agrochemicals, due to its unique chemical properties and reactivity.
Used in the Production of Resins, Plasticizers, and Lubricants:
(R)-(+)-1,2-OCTANEDIOL is utilized as a solvent, humectant, and coupling agent in the manufacturing of resins, plasticizers, and lubricants, enhancing their performance and functionality.
Used in Personal Care and Cosmetic Products:
(R)-(+)-1,2-OCTANEDIOL is employed as an antimicrobial and antifungal agent in personal care and cosmetic products, providing preservative properties and ensuring product safety.
Used in Industrial Applications:
(R)-(+)-1,2-OCTANEDIOL is used as a versatile solvent and coupling agent in various industrial applications, contributing to the efficiency and effectiveness of numerous processes and products.

Upstream product

• 1117-86-8 1,2-octandiol 
• 111-66-0 oct-1-ene 
• 105581-81-5 (S)-2-Methoxy-octan-1-ol 
• 137958-57-7 (S)-2-Benzyloxy-octan-1-ol 
• 92572-72-0 2-(1S-hydroxyheptyl)-1,3-oxathiane 
• 141339-65-3 Benzoic acid (S)-2-hydroxy-octyl ester 
• 18409-17-1 (E)-oct-2-en-1-ol 
• 192766-68-0 (E)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-hydroxy-hept-4-en-1-one 
• 205264-70-6 (S)-2-acetoxyoctanoic acid ethyl ester 
• 2984-50-1 1,2-Epoxyoctane 
• 137958-56-6 (R)-1-Benzyloxy-octan-2-ol 
• 192766-71-5 (E)-(R)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-hydroxy-oct-4-en-1-one 
• 35066-22-9 2-bromooctanal 
• 66696-99-9 3-oxo-nonanoic acid t-butyl ester 

Downstream Products

• 1198777-92-2 (R)-octane-1,2-diyl dibenzoate 
• 1215184-66-9 4-R-4-n-hexyl-2-phenyl-1,3-dioxolane 
• 158761-00-3 mniopetal C 
• 1450835-70-7 C₂₄H₃₆O₂Si 
• 6169-06-8 (S)-2-Octanol 
• 111221-79-5 (R)-(+)-2-hydroxyoctyl tosylate 
• 5978-70-1 (R)-Octan-2-ol 

Relevant articles and documents

Structure-Guided Regulation in the Enantioselectivity of an Epoxide Hydrolase to Produce Enantiomeric Monosubstituted Epoxides and Vicinal Diols via Kinetic Resolution

Structure-guided microtuning of an Aspergillus usamii epoxide hydrolase was executed. One mutant, A214C/A250I, displayed a 12.6-fold enhanced enantiomeric ratio (E = 202) toward rac-styrene oxide, achieving its nearly perfect kinetic resolution at 0.8 M in pure water or 1.6 M in n-hexanol/water. Several other beneficial mutants also displayed significantly improved E values, offering promising biocatalysts to access 19 structurally diverse chiral monosubstituted epoxides (97.1 - ≥ 99% ees) and vicinal diols (56.2-98.0% eep) with high yields.

Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.

Carbohydrate-Catalyzed Enantioselective Alkene Diboration: Enhanced Reactivity of 1,2-Bonded Diboron Complexes

Catalytic enantioselective diboration of alkenes is accomplished with readily available carbohydrate-derived catalysts. Mechanistic experiments suggest the intermediacy of 1,2-bonded diboronates.