4370-02-9

Basic information

• Product Name: 1,2-DIHYDROXYINDANE
• Synonyms: 1,2-INDANDIOL;1,2-INDANEDIOL;1,2-DIHYDROXYINDANE;1,2-Dihydroxyindan
• CAS NO: 4370-02-9
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• Mol File: 4370-02-9.mol
• Article Data: 86

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 288.5°C at 760 mmHg
• Flash Point: 142.9°C
• Appearance: /
• Density: 1.334g/cm³
• Vapor Pressure: 0.00108mmHg at 25°C
• Refractive Index: 1.661
• Solubility: soluble in Methanol
• PKA: 13.70±0.40(Predicted)
• CAS DataBase Reference: 1,2-DIHYDROXYINDANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIHYDROXYINDANE(4370-02-9)
• EPA Substance Registry System: 1,2-DIHYDROXYINDANE(4370-02-9)

Safety Data

• Hazardous Substances Data: 4370-02-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 4903, 1989 DOI: 10.1021/ja00195a050

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

Upstream product

• 85580-08-1 Formic acid (1S,2R)-1-formyloxy-indan-2-yl ester 
• 95-13-6 1-indene 
• 4254-29-9 indan-2-ol 
• 768-22-9 2,3-epoxyindene 
• 67-64-1 acetone 
• 108-05-4 vinyl acetate 
• 4370-02-9 cis-indane-1,2-diol 
• 227095-57-0 (1R,2S)-1,2-diacetoxyindane 
• 496-11-7 INDANE 
• 16214-27-0 indan-1,2-dione 
• 67-56-1 methanol 
• 85354-33-2 (+)-(1S,2S)-trans-2-bromo-1-(methyloxyacetoxy)indan 
• 10368-44-2 trans-2-bromo-1-indanol 
• 4370-02-9 trans-indane-1,2-diol 

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 
• 175166-51-5 (3aS,3a'S,8aR,8a'R)-2,2'-(propane-2,2-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]oxazole) 
• 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

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Biochemical studies of toxic agents. 9. The metabolic conversion of indene into cis- and trans- indane-1: 2-diol.

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A Ruthenium(II)-Copper(II) Dyad for the Photocatalytic Oxygenation of Organic Substrates Mediated by Dioxygen Activation

Dioxygen activation by copper complexes is a valuable method to achieve oxidation reactions for sustainable chemistry. The development of a catalytic system requires regeneration of the CuI active redox state from CuII. This is usually achieved using extra reducers that can compete with the CuII(O2) oxidizing species, causing a loss of efficiency. An alternative would consist of using a photosensitizer to control the reduction process. Association of a RuII photosensitizing subunit with a CuII pre-catalytic moiety assembled within a unique entity is shown to fulfill these requirements. In presence of a sacrificial electron donor and light, electron transfer occurs from the RuII center to CuII. In presence of dioxygen, this dyad proved to be efficient for sulfide, phosphine, and alkene catalytic oxygenation. Mechanistic investigations gave evidence about a predominant 3O2 activation pathway by the CuI moiety.

Iodine-Initiated Dioxygenation of Aryl Alkenes Using tert-Butylhydroperoxides and Water: A Route to Vicinal Diols and Bisperoxides

An environment-friendly and efficient dioxygenation of aryl alkenes for the construction of vicinal diols has been developed in water with iodine as the catalyst and tert-butylhydroperoxides (TBHPs) as the oxidant. The protocol was efficient, sustainable, and operationally simple. Detailed mechanistic studies indicated that one of the hydroxyl groups is derived from water and the other one is derived from TBHP. Additionally, the bisperoxides could be obtained in good yields with iodine as the catalyst, Na2CO3 as the additive, and propylene carbonate as the solvent, instead.

Liquid-phase oxidation of olefins with rare hydronium ion salt of dinuclear dioxido-vanadium(V) complexes and comparative catalytic studies with analogous copper complexes

Homogeneous liquid-phase oxidation of a number of aromatic and aliphatic olefins was examined using dinuclear anionic vanadium dioxido complexes [(VO2)2(salLH)]? (1) and [(VO2)2(NsalLH)]? (2) and dinuclear copper complexes [(CuCl)2(salLH)]? (3) and [(CuCl)2(NsalLH)]? (4) (reaction of carbohydrazide with salicylaldehyde and 4-diethylamino salicylaldehyde afforded Schiff-base ligands [salLH4] and [NsalLH4], respectively). Anionic vanadium and copper complexes 1, 2, 3, and 4 were isolated in the form of their hydronium ion salt, which is rare. The molecular structure of the hydronium ion salt of anionic dinuclear vanadium dioxido complex [(VO2)2(salLH)]? (1) was established through single-crystal X-ray analysis. The chemical and structural properties were studied using Fourier transform infrared (FT-IR), ultraviolet–visible (UV–Vis), 1H and 13C nuclear magnetic resonance (NMR), electrospray ionization mass spectrometry (ESI-MS), electron paramagnetic resonance (EPR) spectroscopy, and thermogravimetric analysis (TGA). In the presence of hydrogen peroxide, both dinuclear vanadium dioxido complexes were applied for the oxidation of a series of aromatic and aliphatic alkenes. High catalytic activity and efficiency were achieved using catalysts 1 and 2 in the oxidation of olefins. Alkenes with electron-donating groups make the oxidation processes easy. Thus, in general, aromatic olefins show better substrate conversion in comparison to the aliphatic olefins. Under optimized reaction conditions, both copper catalysts 3 and 4 fail to compete with the activity shown by their vanadium counterparts. Irrespective of olefins, metal (vanadium or copper) complexes of the ligand [salLH4] (I) show better substrate conversion(%) compared with the metal complexes of the ligand [NsalLH4] (II).