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

General Description

(R)-(+)-1,2-OCTANEDIOL is a chemical compound with the molecular formula C8H18O2. It is a colorless, viscous liquid that is commonly used as a solvent, humectant, and coupling agent in various industrial and consumer products. (R)-(+)-1,2-OCTANEDIOL is optically active, meaning it has a specific rotation of plane-polarized light. It is often used in the production of resins, plasticizers, and lubricants, as well as in the synthesis of pharmaceuticals and agrochemicals. (R)-(+)-1,2-OCTANEDIOL has also been studied for its antimicrobial and antifungal properties, making it a potential ingredient in personal care and cosmetic products. Furthermore, it is considered to be relatively safe for use and has low toxicity, making it a versatile and valuable chemical in many different applications.

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 
• 124-63-0 methanesulfonyl chloride 
• 65-85-0 benzoic acid 
• 111423-32-6 (E)-1-hexyl-3-hydroxy-4,4,4-trifluoro-1-butene 
• 110994-93-9 (S)-(-)-hydroxy-2 octanoate d'ethyle 

Downstream Products

• 1215184-66-9 4-R-4-n-hexyl-2-phenyl-1,3-dioxolane 
• 111221-79-5 (S)-(-)-2-hydroxyoctyl tosylate 
• 111221-79-5 (R)-(+)-2-hydroxyoctyl tosylate 
• 77495-66-0 (R)-1,2-epoxyoctane 
• 5978-70-1 (R)-Octan-2-ol 
• 6169-06-8 (S)-2-Octanol 
• 1198777-92-2 (R)-octane-1,2-diyl dibenzoate 
• 158761-00-3 mniopetal C 
• 1450835-70-7 C₂₄H₃₆O₂Si 

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.

Highly Enantioselective Iron-Catalyzed cis-Dihydroxylation of Alkenes with Hydrogen Peroxide Oxidant via an FeIII-OOH Reactive Intermediate

The development of environmentally benign catalysts for highly enantioselective asymmetric cis-dihydroxylation (AD) of alkenes with broad substrate scope remains a challenge. By employing [FeII(L)(OTf)2] (L=N,N′-dimethyl-N,N′-bis(2-methyl-8-quinolyl)-cyclohexane-1,2-diamine) as a catalyst, cis-diols in up to 99.8 % ee with 85 % isolated yield have been achieved in AD of alkenes with H2O2as an oxidant and alkenes in a limiting amount. This “[FeII(L)(OTf)2]+H2O2” method is applicable to both (E)-alkenes and terminal alkenes (24 examples >80 % ee, up to 1 g scale). Mechanistic studies, including18O-labeling, UV/Vis, EPR, ESI-MS analyses, and DFT calculations lend evidence for the involvement of chiral FeIII-OOH active species in enantioselective formation of the two C?O bonds.