(2.2)Paracyclophane

Paracyclophan.svg 1,4(1,4)-DibenzenacyclohexaphaneInternational Union of Pure and Applied Chemistry 2014 Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 https://iupac.qmul.ac.uk/BlueBook/ The Royal Society of Chemistry P-26.4.1.4 10.1039/9781849733069 978-0-85404-182-4 [2.2](1,4)Cyclophane1,4-CarbophaneCyclobis(benzene-1,4-dimethylene)Parylene dimerDi-p-xylylene 1633-22-3 correct CAS correct FDA 0I9PQB142O 3278516 66818 216-644-2 74210 1S/C16H16/c1-2-14-4-3-13(1)9-10-15-5-7-16(8-6-15)12-11-14/h1-8H,9-12H2 OOLUVSIJOMLOCB-UHFFFAOYSA-N C=1C=C2C=CC1CCC3=CC=C(C=C3)CC2 16 16 White solid 10.3762/bjoc.12.237 A new protocol for the synthesis of 4,7,12,15-tetrachloro[2.2]paracyclophane 2016 Pan Donghui Wang Yanbin Xiao Guomin Beilstein Journal of Organic Chemistry 12 2443–2449 28144311 5238561 1.242 g/cm3 (260 K) 10.1002/chem.201304972 Phase Transition of [2,2]-Paracyclophane – an End to an Apparently Endless Story 2014 Wolf Hilke Leusser Dirk Jørgensen Mads R. V. Herbst-Irmer Regine Chen Yu-Sheng Scheidt Ernst-Wilhelm Scherer Wolfgang Iversen Bo B. Stalke Dietmar Chemistry – A European Journal 20 23 7048–7053 24740648 2014ChEuJ..20.7048W 285 10.1038/164915b0 Preparation and Structure of Di-p-Xylylene 1949 Brown C. J. Farthing A. C. Nature 164 4178 915–916 1949Natur.164R.915B 4132106 [2.2]Paracyclophane https://pubchem.ncbi.nlm.nih.gov/compound/74210#section=Safety-and-Hazards pubchem.ncbi.nlm.nih.gov en 2023-11-24 2023-11-24 https://web.archive.org/web/20231124230419/https://pubchem.ncbi.nlm.nih.gov/compound/74210#section=Safety-and-Hazards live 07 08 Warning 317 373 260 272 280 302+352 319 321 333+317 362+364 501 [2.2]Paracyclophane is a cyclophane that is applied in bio- and materials science. It was first synthesized by Brown and Farthing in 1949 by pyrolyzing para-xylene in the gas phase under low pressure. Reactions [2.2]Paracyclophane is stable under normal conditions. Its formyl, acetyl, nitro- and bromo- derivatives can be obtained by electrophilic aromatic substitution in one step. 10.1002/anie.201904863 Regioselective Functionalization of [2.2]Paracyclophanes: Recent Synthetic Progress and Perspectives 2020 Hassan Zahid Spuling Eduard Knoll Daniel M. Bräse Stefan Angewandte Chemie International Edition 59 6 2156–2170 31283092 7003812 2020ACIE...59.2156H frameless|center|upright=1.8|class=skin-invert-image References Category:Cyclophanes Category:Tricyclic compounds Category:para-Phenylene compounds