66212-59-7

Basic information

• Product Name: dimethyl 11,13-dimethoxytricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaene-5,15-dicarboxylate
• Synonyms: Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene-5,15-dicarboxylic acid, 11,13-dimethoxy-, dimethyl ester, stereoisomer (9CI)
• CAS NO: 66212-59-7
• Molecular Formula: C₂₂H₂₄O₆
• Molecular Weight: 384.4224
• Mol File: 66212-59-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 563.5°C at 760 mmHg
• Flash Point: 245.6°C
• Density: 1.181g/cm³
• Vapor Pressure: 1.01E-12mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: dimethyl 11,13-dimethoxytricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaene-5,15-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 11,13-dimethoxytricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaene-5,15-dicarboxylate(66212-59-7)
• EPA Substance Registry System: dimethyl 11,13-dimethoxytricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaene-5,15-dicarboxylate(66212-59-7)

Safety Data

• Hazardous Substances Data: 66212-59-7(Hazardous Substances Data)

Upstream product

• 54100-54-8 dimethyl 2,5-bis(bromomethyl)benzene-1,4-dicarboxylate 
• 68232-08-6 14,17-Dimethoxy-2,11-dithia<3.3>paracyclophan-5,8-dicarbonsaeure-dimethylester 

Relevant articles and documents

Electron Donor-Acceptor Compounds, XXIX. Electron Donor-Acceptor Paracyclophanes with 7,7,8,8-Tetracyanoquinodimethane (TCNQ) as Acceptor Unit

Electron donor-acceptor paracyclophanes 1, 2, 13, and 14 which contain 7,7,8,8-tetracyanoquinodimethane (TCNQ) as acceptor component have been synthesized.Key intermediates for the syntheses of 1 and 2 were the paracyclophanes 5 and 6, resp., which were prepared via the corresponding dithiaparacyclophanes. 5 was transformed via 7, 9, and 11 into the TCNQ phane 1, analogously 6 via 8, 10, and 12 into the isomeric 2.X-ray structure analyses of 1 and 2 confirm the assignment to the pseudoortho and pseudogeminal series; molecular and crystal structures of 1 and 2 are discu ssed. 1 and 2 show charge transfer absorptions at long wavelength which differ considerably in their intensity and wavelength as a consequence of different donor-acceptor orientations. - The syntheses of the paracyclophane systems 13 and 14 started from dithiaparacyclophanes 17/18 which by pyrolysis of their disulfones 19/20 yielded the paracyclophanes 15 and 16.The assignment to the pseudoortho and pseudogeminal series was established by X-ray structure analysis of 16.Conversion of 15 and 16 into 13 and 14, resp., was performed in analogy to the syntheses of 1 and 2 (15 -> 21 -> 23 -> 25 -> 13 and 16 -> 22 -> 24 -> 26 -> 14).Electron donor-acceptor interactions in 13 and 14 were investigated.In comparison to 1/2 much more pronounced intensity differences of the charge transfer absorptions are observed for the pair of isomers 13 and 14. - Synthesis and properties of TCNQ-paracyclophane 28 are reported.