3048-65-5

Basic information

• Product Name: 3A,4,7,7A-TETRAHYDROINDENE
• Synonyms: 3a,4,7,7a-Tetrahydroindene 1H-Indene, 3a,4,7,7a-tetrahydro-;3a,4,7,7a-tetrahydro-1h-inden;3a,4,7,7a-Tetrahydro-1H-indene;3a,4,7,7a-tetrahydro-inden;4,7,8,9-Tetrahydroindene;Indene, 3a,4,7,7a-tetrahydro-;indene,3a,4,7,7a-tetrahydro-
• CAS NO: 3048-65-5
• Molecular Formula: C₉H₁₂
• Molecular Weight: 120.19
• EINECS: 221-260-3
• Mol File: 3048-65-5.mol

Chemical Properties

• Boiling Point: 158-160°C
• Flash Point: 38°C
• Appearance: /
• Density: 0,93 g/cm3
• Vapor Pressure: 2.08mmHg at 25°C
• Refractive Index: 1.4970
• BRN: 1902859
• CAS DataBase Reference: 3A,4,7,7A-TETRAHYDROINDENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3A,4,7,7A-TETRAHYDROINDENE(3048-65-5)
• EPA Substance Registry System: 3A,4,7,7A-TETRAHYDROINDENE(3048-65-5)

Safety Data

• Statements: R10:Flammable.; R65:Harmful: may cause lung damage if swallowed.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S23:Do not inhale gas/fumes/vapour/spray.; S36/37:Wear suita
• RIDADR: 3295
• RTECS: NK8750000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 3048-65-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
3A,4,7,7A-Tetrahydroindene is used as a starting material for the synthesis of various organic compounds, contributing to the development of new chemical entities with diverse applications.
Used in Polymer and Resin Production:
In the polymer and resin industry, 3A,4,7,7A-Tetrahydroindene is utilized as a key component in the production process, enhancing the properties of the final products and expanding their range of applications.
Used in Industrial Applications:
3A,4,7,7A-Tetrahydroindene is employed in various industrial applications due to its unique chemical properties, playing a crucial role in the manufacturing of different products and contributing to the advancement of the industry.

InChI:InChI=1/C9H12/c1-2-5-9-7-3-6-8(9)4-1/h1-3,6,8-9H,4-5,7H2

Upstream product

• 3048-64-4 exo-vinylnorbornene 
• 3048-64-4 endo-vinylnorbornene 
• 77-73-6 bi(cyclopentadiene) 
• 106-99-0 buta-1,3-diene 
• 542-92-7 cyclopenta-1,3-diene 
• 25093-48-5 endo-6-vinylbicyclo<2.2.1>hept-2-ene 
• 37831-90-6 endo,exo-Tetracyclo<6.1.0.0^2,4.0^5,7>nonan 
• 36237-87-3 trans-8-hydroxybicyclo<4.3.0>-3-nonene 
• 19926-90-0 (+/-)-endo-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde 
• 3048-64-4 5-vinyl-2-norbornene 

Downstream Products

• 542-92-7 cyclopenta-1,3-diene 
• 106-99-0 buta-1,3-diene 
• 2886-89-7 tetrahydroindene diepoxide 
• 496-11-7 INDANE 
• 90642-40-3 bicyclo<4.3.0>nona-2,9-diene 
• 102060-29-7 Acetic acid (3aR,7aS)-(2,3,3a,4,7,7a-hexahydro-1H-inden-1-yl) ester 
• 102060-28-6 Acetic acid (3aS,7aS)-(3a,4,5,6,7,7a-hexahydro-1H-inden-5-yl) ester 
• 102060-27-5 Acetic acid (3aS,7aR)-(3a,4,5,6,7,7a-hexahydro-3H-inden-5-yl) ester 
• 7603-35-2 cis-bicyclo<4.3.0>nona-2,8-diene 
• 80773-47-3 Acetic acid (3aR,7aS)-(2,3,3a,4,7,7a-hexahydro-1H-inden-2-yl) ester 
• 53439-35-3 brexan-5-ol acetate 
• 61800-14-4 exo-brendan-2-ol-acetate 
• 2570-03-8 (+/-)-methyl dihydroepijasmonate 
• 2570-03-8 (+/-)-methyl trans-dihydrojasmonate 

Relevant articles and documents

Method for Production of 5-Vinyl-2-Norbornene Using Porous Titanosilicate Catalyst

The present invention relates to a method for manufacturing 5-vinyl-2-norbornene (VNB) by conducting reaction of cyclopentadiene (CPD) with 1,3-butadiene (BD). The method uses a porous titanosilicate catalyst, thereby providing an effect of increasing the selectivity of VNB and reducing the selectivity of by-product oligomer.(AA) CPD conversion ratio (%)(BB) VNB selectivity (%)(CC) THI selectivity (%)(DD) DCPD selectivity (%)(EE) Oligomer selectivity (%)(FF) Conversion ratio and selectivity (%)COPYRIGHT KIPO 2020

Method for Preparation of 5-Vinyl-2-Norbornene

The present invention relates to a method for preparing 5-vinyl-2-norbornene (VNB) by making cyclopentadiene (CPD) react with butadiene. The present invention uses a non-polar solvent having a relative polarity of 0.15 or less for a reaction, and thus can reduce selectivity of oligomers and THI, which are non-reusable byproducts, and increase the selectivity of 5-vinyl-2-norbornene.(AA) DCP pyrolysis(BB) VNB synthesis(CC) THI separation(DD) BD/CPD separation(EE) VCH separation(FF) VNB separationCOPYRIGHT KIPO 2020

Synthesis of 5-vinyl-2-norbornene through Diels–Alder reaction of cyclopentadiene with 1,3-butadiene in supercritical carbon dioxide

An efficient method for the synthesis of 5-vinyl-2-norbornene from cyclopentadiene and 1,3-butadiene was developed. The Diels–Alder reaction of cyclopentadiene with 1,3-butadiene proceeded smoothly in supercritical carbon dioxide in the absence of any pol

5-ethylidene-2-norborene ENB method for the production of (by machine translation)

The invention relates to a production method for ENB (5-ethylene-2-norbornylene) and mainly aims to solve the problems in the prior art that the purity of a product is low and the energy consumption is high. The adopted production method for the ENB comprises the following steps: (1) raw materials and a solvent are sent to a first reaction vessel through a static mixer; (2) the reaction product in the first reaction vessel enters into a light component removing tower, tower top light components return to the first reaction vessel and tower kettle heavy components enter into a heavy component removing tower; (3) the kettle components of the heavy component removing tower enter into a DCPD tower, and tower top distilled liquid is purified to obtain a DCPD product; (4) the heavy component removing tower kettle components enter into a VCH tower, the VCH is obtained at the tower top; tower kettle components enter into a VNB tower, THI is obtained in a VNB tower kettle and the VNB is obtained at the tower top; (5) VNB enters into an isomerization reaction vessel to obtain ENB. The problems are better solved by the technical scheme and the production method can be applied in the ENB production.

PROCESS FOR PRODUCING HIGH PURITY EXO-ALKENYLNORBORNENE

Embodiments of the present invention are directed generally to methods for producing high purity exo-alkenylnorbornenes from a mixture of conformational isomers thereof.

Synthesis of 12-Oxophytodienoic Acid (12-OxoPDA) and the Compounds of its Enzymic Degradation Cascade in Plants, OPC-8:0, -6:0, -4:0 and -2:0 (epi-Jasmonic Acid), as their Methyl Esters

The synthesis of 12-Oxophytodienoic acid, and the compounds of its enzymatic degradation sequence, OPC-8:0, -6:0, -4:0 and -2:0, important plant metabolites derived from linolenic acid, is reported.The syntheses use the known cyclopent-3-ene-1,2-diacetic acid as an early intermediate, and this is derived from the Cope rearrangement of 5-vinyltrinorborn-2-ene via bicyclonona-3,7-diene.Iodolactonisation and tributyltin hydride reduction provides the key intermediate (3-oxo-2-oxabicyclooctan-6-yl)acetic acid for the OPC series, whilstphenylselenolactonisation and elimination provides the necessary unsaturated lactone (7-oxo-8-oxabicyclooct-2-en-4-yl)acetic acid for 12-oxoPDA.Members of the OPC-series were made by chain extending the saturated oxabicyclooctane acid: that for the OPC-4:0 involved double Arndt-Eistert reaction, whilst the intermediates for OPC-6:0 and -8:0 were made by Kolbe anodic crossed coupling.The lactones were than converted via their lactols, Wittig reaction, esterfication and oxidation, into the compounds of the OPC ester series, including OPC-2:0 (methyl epi-jasmonate).The unsaturate lactone 8-(7-oxo-8-oxabicyclooct-2-en-4-yl)octanoic acid required for 12-oxoPDA synthesis could also be prepared by anodic synthesis either from (7-oxo-8-oxa-bicyclooct-2-en-4-yl)acetic acid, or from its 2-phenylseleno-2,3-dihydro precursor as elimination occurred concomitantly during the reaction.Since yields were low, the unsaturated acid lactone was converted into its lactol and the (Z)-pent-2-enyl side-chain was inserted first.After TBDMS blocking of the cyclopentene hydroxy group, the side-chain was elaborated to give5-(pent-2-enyl)cyclopent-2-enylacetaldehyde and chain extension carried out by a Grignard-demesylation procedure.Sequential desilylation and depyranylation, followed by oxidation of the diol, gave 12-oxoPDA, isolated as its methyl ester.

Synthesis of compounds of the 12-oxophytodienoic acid cascade: OPCs-8:0, 6:0, 4:0, and 2:0 (epi-jasmonic acid)

The β-oxidation compounds of the cis series OPC-8:0, 6:0, 4:0, and 2:0 (epi-jasmonic acid), formed metabolically from dihydro-12-oxophytodienoic acid, are synthesised as their methyl esters; plant regulating functions are associated with the acids of this series.

Diademane and Structurally Related Compounds, I. Preparation and Characteristic Reactions of Some Tris-?-homobenzene Hydrocarbons

Diademane (5) and 1,6-Homodiademane (6) are the first hydrocarbons with cis-tris-?-homobenzene skeletons.They were prepared by photoisomerization of the olefinic precursors 8 (snoutene) and 15 (4,5-homosnoutene), respectively.In an analogous reaction the bridged trans-tris-?-homobenzene 7 was formed from 17 (endo,exo-bishomobarrelene). 7 is more easily obtained from 17 by rhodium(I)-catalyzed isomerization or from exo,exo-bishomobarrelene 18 by thermal rearrangement.The unbridged 4 was prepared using a newly developed synthetic sequence starting from 1,3-cyclohexadiene.The thermal rearrangement of 5 and 6 to triquinancene (9) and 1,10-homotriquinancene (16) is very facile; the gas phase kinetic parameters (ln k (5) = 33.7 - 31600/RT and ln k (6) = 32.2 - 28300/RT, both first order) strongly corroborate, that these rearrangements are concerted ?2S + ?2S + ?2S> cycloreversions. -labelled 4 upon thermolysis yields a trans-bicyclonona-3,7-diene (31 22) with a 12C-labelling pattern, which proves its formation via a 3-step mechanism.The first step in this sequence most probably is a ?2S + ?2S + ?2S> cycloreversion with ln k = 30.8 - 42000/RT (first order).Only the bridged compound 7 does not follow the sample path, probably due to excessive ring strain in the transition state, and prefers a stepwise cycloreversion leading to 18 and at least 5 secondary products.

A REGIOSPECIFIC DOUBLE BOND SHIF INDUCED BY TITANOCENE CATALYSTS

cis-Bicyclo(4.3.0)-3,7-nonadien is isomerized by titanocene-derived catalysts to bicyclo(4.3.0)-2,9-nonadiene.