4647-42-1

Basic information

• Product Name: CIS-1,2-INDANE DIOL
• Synonyms: 1,2-Indandiol, cis-;cis-1,2-Indandiol;cis-Indan-1,2-diol;Indan, 1,2-dihydroxy-, cis-;CIS-1,2-INDANE DIOL;Indane-1,2-diol;CIS-INDANE-1,2-DIOL;(1R,2S)-2,3-dihydro-1H-indene-1,2-diol
• CAS NO: 4647-42-1
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• Mol File: 4647-42-1.mol
• Article Data: 63

Chemical Properties

• Boiling Point: 288.5 °C at 760 mmHg
• Flash Point: 142.8 °C
• Appearance: /
• Density: 1.334 g/cm³
• Vapor Pressure: 0.00108mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: CIS-1,2-INDANE DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-1,2-INDANE DIOL(4647-42-1)
• EPA Substance Registry System: CIS-1,2-INDANE DIOL(4647-42-1)

Safety Data

• Hazardous Substances Data: 4647-42-1(Hazardous Substances Data)

Usage

General Description

CIS-1,2-INDANE DIOL, also known as cis-1,2-dihydroxyindane, is a chemical compound with the molecular formula C9H10O2. It is a diol, meaning it contains two hydroxyl (OH) groups attached to adjacent carbon atoms in the indane ring structure. CIS-1,2-INDANE DIOL is a colorless liquid at room temperature and is used in various industrial applications, including as a building block for the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. It is also used as a chiral auxiliary in asymmetric synthesis and as a ligand in organometallic chemistry. CIS-1,2-INDANE DIOL is a valuable compound due to its unique structure and versatile reactivity in organic chemistry.

InChI:InChI=1/C9H10O2/c10-8-5-6-3-1-2-4-7(6)9(8)11/h1-4,8-11H,5H2/t8-,9+/m0/s1

Upstream product

• 95-13-6 1-indene 
• 4254-29-9 indan-2-ol 
• 88270-69-3 anti-2,3-dihydro-1H-indene-1,2-diyl diacetate 
• 768-22-9 2,3-epoxyindene 
• 85580-08-1 Formic acid (1S,2R)-1-formyloxy-indan-2-yl ester 
• 10368-44-2 trans-2-bromo-1-indanol 
• 108-24-7 acetic anhydride 
• 6932-79-2 1-bromo-indan-2-one 
• 109296-68-6 1-hydroxy-2-indanone 
• 19597-99-0 2-Formyl-1,2-indanadiol 
• 67-56-1 methanol 
• 4370-02-9 trans-indane-1,2-diol 
• 7529-22-8 4-methylmorpholine N-oxide 
• 1579-15-3 2-acetoxyindan-1-one 

Downstream Products

• 615-13-4 2-indanone 
• 25705-34-4 2-(2-oxoethyl)benzaldehyde 
• 4370-02-9 cis-indane-1,2-diol 
• 4370-02-9 trans-indane-1,2-diol 
• 144730-60-9 3,4-dihydro-1H-2-benzopyran-1,3-diol 
• 1579-16-4 2-hydroxyindan-1-one 
• 109296-68-6 1-hydroxy-2-indanone 
• 4370-02-9 (1R,2S)-indane-1,2-diol 
• 4370-02-9 cis-1,2-indandiol 
• 172588-77-1 (+)-trans-(1S,2S)-1,2-Dihydroxyindane 
• 227079-00-7 (1R,2S)-2-acetoxy-1-indanol 
• 220886-51-1 (1S,2R)-2-acetoxy-1-hydroxyindane 
• 227095-57-0 (1R,2S)-1,2-diacetoxyindane 

Relevant articles and documents

SYNTHESIS AND APPLICATION OF CHIRAL SUBSTITUTED POLYVINYLPYRROLIDINONES

Chiral polyvinylpyrrolidinone (CSPVP), complexes of CSPVP with a core species, such as a metallic nanocluster catalyst, and enantioselective oxidation reactions utilizing such complexes are disclosed. The CSPVP complexes can be used in asymmetric oxidation of diols, enantioselective oxidation of alkenes, and carbon-carbon bond forming reactions, for example. The CSPVP can also be complexed with biomolecules such as proteins, DNA, and RNA, and used as nanocarriers for siRNA or dsRNA delivery.

Syn-dihydroxylation of alkenes using a sterically demanding cyclic diacyl peroxide

The syn-dihydroxylation of alkenes is a highly valuable reaction in organic synthesis. Cyclic acyl peroxides (CAPs) have emerged recently as promising candidates to replace the commonly employed toxic metals for this purpose. Here, we demonstrate that the structurally demanding cyclic peroxide spiro[bicyclo[2.2.1]heptane-2,4′-[1,2]dioxolane]-3′,5′-dione (P4) can be effectively used for the syn-dihydroxylation of alkenes. Reagent P4 also shows an improved selectivity for dihydroxylation of alkenes bearing β-hydrogens as compared to other CAPs, where both diol and allyl alcohol products compete with each other. Furthermore, the use of enantiopure P4 (labeled P4′) demonstrates the potential of P4′ for a metal-free asymmetric syn-dihydroxylation of alkenes.

Enantioselective Dihydroxylation of Alkenes Catalyzed by 1,4-Bis(9-O-dihydroquinidinyl)phthalazine-Modified Binaphthyl–Osmium Nanoparticles

A series of unprecedented binaphthyl–osmium nanoparticles (OsNPs) with chiral modifiers were applied in the heterogeneous asymmetric dihydroxylation of alkenes. A remarkable size effect of the OsNPs, depending on the density of the covalent organic shells, on the reactivity and enantioselectivity of the dihydroxylation reaction was revealed. Successful recycling of the OsNPs was also demonstrated and high reaction efficiency and enantioselectivity were maintained.