5826-73-3

Basic information

• Product Name: DIMETHYL 5-NORBORNENE-2,3-DICARBOXYLATE
• Synonyms: (endo,endo)-Bicyclo(2.2.1)hept-5-ene-2,3-dicarboxylic acid dimethyl ester;(endo,endo)-bicyclo(2.2.1)hept-5-ene-2,3-dicarboxylicaciddimethylester;5-Norbornene-2,3-dicarboxylic acid, dimethyl ester;5-Norbornene-2,3-dicarboxylic acid, dimethyl ester, cis-;Bicyclo(2.2.1)hept-5-ene-2,3-dicarboxylic acid, dimethyl ester;cis-3,6-Endomethylene-delta(sup4)-tetrahydrophthalic acid dimethylester;cis-3,6-endomethylene-delta(sup4)-tetrahydrophthalicaciddimethylester;cis-5-Norbornene-2,3-dicarboxylic acid dimethyl ester
• CAS NO: 5826-73-3
• Molecular Formula: C11H14O4
• Molecular Weight: 210.23
• Product Categories: Norbornene Derivatives
• Mol File: 5826-73-3.mol
• Article Data: 39

Chemical Properties

• Melting Point: 38°C
• Boiling Point: 150-152°C 20mm
• Flash Point: 150-152°C/20mm
• Appearance: /
• Density: 1.0410 (rough estimate)
• Vapor Pressure: 0.00637mmHg at 25°C
• Refractive Index: 1.4389 (estimate)
• Water Solubility: 13.03g/L(35 oC)
• Merck: 14,3240
• BRN: 1248588
• CAS DataBase Reference: DIMETHYL 5-NORBORNENE-2,3-DICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL 5-NORBORNENE-2,3-DICARBOXYLATE(5826-73-3)
• EPA Substance Registry System: DIMETHYL 5-NORBORNENE-2,3-DICARBOXYLATE(5826-73-3)

Safety Data

• Statements: 22-36/38
• Safety Statements: 26-36/37/39
• RTECS: RB8925000
• Hazardous Substances Data: 5826-73-3(Hazardous Substances Data)

Usage

General Description

Dimethyl 5-norbornene-2,3-dicarboxylate is a chemical compound with the molecular formula C12H16O4. It is a colorless liquid with a fruity odor, and it is soluble in organic solvents like ethanol and ether. DIMETHYL 5-NORBORNENE-2,3-DICARBOXYLATE is used in the production of various chemicals and materials, including polymers, resins, and pharmaceuticals. It is also used as a monomer for making polymers with high thermal stability and good adhesion properties. Dimethyl 5-norbornene-2,3-dicarboxylate is an important intermediate compound in the chemical industry and has various industrial applications due to its unique chemical properties.

InChI:InChI=1/C11H14O4/c1-14-9(12)8-6-11(10(13)15-2)4-3-7(8)5-11/h3-4,7-8H,5-6H2,1-2H3

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 624-49-7 dimethylfumarate 
• 947-57-9 dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate 
• 39589-98-5 endo-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic dimethyl ester 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 273919-24-7 2-Selena-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid methyl ester 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 67-56-1 methanol 
• 2746-19-2 (1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 77-78-1 dimethyl sulfate 
• 14166-28-0 exo-bicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride 
• 77-73-6 bi(cyclopentadiene) 
• 129-64-6 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 
• 186581-53-3 diazomethane 

Downstream Products

• 20727-93-9 2-cyclohexyl-3ξ-propyl-(3at,7at)-octahydro-4r,7c-methano-benzo[d]isoxazol-5ξ,6ξ-dicarboxylic acid dimethyl ester 
• 15051-60-2 5c-oxo-(4at,10bt)-1,2,3,4,4a,5,6,10b-octahydro-5λ⁴-1r,4c-methano-dibenzo[c,e][1,2]thiazine-2r',3t'-dicarboxylic acid dimethyl ester 
• 56613-23-1 6,7-Divinyl-1,4-methano-cis-decalin-2,3-dicarbonsaeure-dimethylester 
• 56613-24-2 6,7-Divinyl-1,4-methano-cis-Δ²⁽³⁾-octalin-2,3-dicarbonsaeure-dimethylester 
• 64853-29-8 2-(1-Carboxy-ethyl)-1-oxo-octahydro-4,7-methano-indene-5,6-dicarboxylic acid dimethyl ester 
• 112128-63-9 γ-lactone of exo-5-phenylthio-endo-6-hydroxy-endo-3-methoxycarbonylbicyclo<2.2.1>heptane-endo-2-carboxylic acid 
• 112128-64-0 γ-lactone of exo-5-(4-nitrophenylthio)-endo-6-hydroxy-endo-3-methoxycarbonylbicyclo<2.2.1>heptane-endo-2-carboxylic acid 
• 4883-79-8 bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid monomethyl ester 
• 32216-02-7 5-norbornene-2-endo-3-exodicarboxylic acid 
• 79516-58-8 (-)-2-endo-3-exo-Bis(hydroxymethyl)-bicyclo<2.2.1>hept-5-ene 
• 126451-67-0 (1R,4S,6S,8R,9S)-2-Oxo-3-oxatricyclo<4.2.1.0^4,8>nonan-9-carbonsaeure 
• 133158-05-1 C₁₄H₁₈O₃ 
• 133158-10-8 (1R,4S,4aR,9aS)-6-Methoxy-7-methyl-1,4,4a,9a-tetrahydro-6H-1,4-methano-benzocycloheptene-5,9-dione 
• 133158-11-9 (1S,4R,4aS,9aR)-8-Methoxy-7-methyl-1,4,4a,9a-tetrahydro-6H-1,4-methano-benzocycloheptene-5,9-dione 

Relevant articles and documents

TETRACARBOXYLIC DIANHYDRIDE, CARBONYL COMPOUND, POLYIMIDE PRECURSOR RESIN, AND POLYIMIDE

A tetracarboxylic dianhydride which is a compound represented by the following general formula (1): [in the formula (1), A represents one selected from the group consisting of optionally substituted divalent aromatic groups in each of which the number of carbon atoms forming an aromatic ring is 6 to 30, and Ras each independently represent a hydrogen atom or the like], wherein 60% by mass or more of a stereoisomer contained in the compound is an exo/exo type stereoisomer represented by a specific general formula.

Norbornane-based cationic antimicrobial peptidomimetics targeting the bacterial membrane

The design, synthesis and evaluation of a small series of potent amphiphilic norbornane antibacterial agents has been performed (compound 10 MIC = 0.25 μg/mL against MRSA). Molecular modelling indicates rapid aggregation of this class of antibacterial agent prior to membrane association and insertion. Two fluorescent analogues (compound 29 with 4-amino-naphthalimide and 34 with 4-nitrobenz-2-oxa-1,3-diazole fluorophores) with good activity (MIC = 0.5 μg/mL against MRSA) were also constructed and confocal microscopy studies indicate that the primary site of interaction for this family of compounds is the bacterial membrane.

Dye functionalized-ROMP based terpolymers for the use as a light up-converting material: Via triplet-triplet annihilation

In this paper we introduce and compare different terpolymers comprising covalently attached sensitizer and emitter chromophores for the use as a light up-converting material via triplet-triplet annihilation (TTA). Using the advantages of ring opening metathesis polymerisation it was possible to prepare five different polymer architectures in order to investigate the influence of polymer architecture and chromophore arrangement on the photon up-conversion behaviour. First, two new monomers containing the chromophores have been synthesized and characterized in regard to their photophysical characteristics suitable for triplet-triplet annihilation dye pair. For this purpose, a derivative of Pt(ii) meso-tetraphenyltetra(tert-butyl)benzoporphyrin as sensitizer and a perylenediester as emitter were attached to norbornene moieties via ester linkages. Polymerisations of these monomeric chromophores were performed in combination with dimethyl 5-norbornene-2,3-dicarboxylate as matrix monomer. Depending on the location of the dye molecules on the polymer chain, large differences in the TTA efficiency were observed. The best quantum yields have been achieved with a completely statistically distributed terpolymer showing an up-conversion quantum yield of up to 3% in solution.