1,5-Diaminonaphthalene

1,5-DAN.svg 144px Naphthalene-1,5-diamine Alphamin, 1,5-DAN 2243-62-1 16720 218-817-8 QJ3400000 3077 13PD3J52LK 538965 53003 C19463 15851 1S/C10H10N2/c11-9-5-1-3-7-8(9)4-2-6-10(7)12/h1-6H,11-12H2 KQSABULTKYLFEV-UHFFFAOYSA-N C1=CC2=C(C=CC=C2N)C(=C1)N 10 10 2 white solid 1.4 185-187 10.5517/cc7skh1 2004 Bernes S. CCDC 232143: Experimental Crystal Structure Determination Pastrana M.R. Sanchez E.H. Perez R.G. Cambridge Crystallographic Data Centre Crystal Structure monoclinic P21/c 5.1790 11.008 21.238 90.68 Bernès Sylvain Pastrana Modesto Rodríguez Sánchez Enrique Huerta Pérez René Gutiérrez 1,5-Diaminonaphthalene Acta Crystallographica Section E 12 December 2003 60 1 o45–o47 10.1107/S1600536803026643 1210.7 6 08 09 Warning 351 410 201 202 273 281 308+313 391 405 501 226 1,5-Diaminonaphthalene is an organic compound with the formula C10H6(NH2)2. It is one of several diaminonaphthalenes. It is a colorless solid that darkens in air due to oxidation. Synthesis and reactions It is prepared by reduction of 1,5-dinitronaphthalene, which in turn is obtained with the 1,8-isomers by nitration of 1-nitronaphthalene. It can also be prepared by treatment of 1,5-dihydroxynaphthalene with ammonium sulfite. It is a precursor to naphthalene-1,5-diisocyanate, a precursor to specialty polyurethanes.Gerald Booth Naphthalene Derivatives 2005 doi10.1002/14356007.a17_009 1,5-Diaminonaphthalene is a precursor imine-linked covalent organic frameworks.Afshari Mohaddeseh Dinari Mohammad Farrokhpour Hossein Zamora Félix Imine-Linked Covalent Organic Framework with a Naphthalene Moiety as a Sensitive Phosphate Ion Sensing ACS Applied Materials & Interfaces 2022-05-18 14 19 22398–22406 10.1021/acsami.1c24555 35503993 9121346 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9121346/ free Applications Analytical matrix for MALDI/LDI. 1,5-Diaminonaphthalene (often as the hydrochloride salt) is used as a low-background matrix for MALDI mass spectrometry, including mass spectrometry imaging (MSI) of small molecules in tissue sections.Liu Huihui Chen Rui Wang Jiyun Chen Suming Xiong Caiqiao Wang Jianing Hou Jian He Qing Zhang Ning Nie Zongxiu Mao Lanqun 1,5-Diaminonaphthalene hydrochloride assisted laser desorption/ionization mass spectrometry imaging of small molecules in tissues following focal cerebral ischemia Analytical Chemistry 2014 86 20 10114–10121 10.1021/ac5034566 25247713 It has also been reported as a highly performing electron-transfer matrix for LDI analyses of low-mass species.Calvano Cosima D. Capozzi Maria Annunziata M. Punzi Angela Farinola Gianluca M. Cataldi Tommaso R. I. Palmisano Francesco 1,5-Diaminonaphtalene is a Highly Performing Electron-Transfer Secondary-Reaction Matrix for Laser Desorption Ionization Mass Spectrometry of Indolenine-Based Croconaines ACS Omega 2018-12-19 3 12 17821–17827 10.1021/acsomega.8b02575 31458378 6644284 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644284/ free Precursor to naphthalene-1,5-diisocyanate (NDI). 1,5-Diaminonaphthalene is an industrial intermediate to diisocyanates, notably naphthalene-1,5-diisocyanate (NDI), which is used to make high-performance polyurethane elastomers (marketed as Vulkollan, based on Desmodur 15).Vulkollan®: The ultimate elastomer https://solutions.covestro.com/en/brands/vulkollan Covestro 21 August 2025NDI-based elastomers – Technology by Covestro https://solutions.covestro.com/en/highlights/articles/theme/product-technology/ndi-based-elastomers Covestro 21 August 2025 See also 1,8-Diaminonaphthalene References Category:Naphthylamines Category:Diamines