3-Aminoquinoline

QUINOLIN-3-AMINE · 3-AQ · 3-AminoquinoL · 3-Quinolylamine · 3-QUINOLINAMINE · 3-Quinolineamine · 3-amino-quinolin · 3-AMINOQUINOLINE

https://huagongshe.com/ko/chemical/11375

식별자 및 물리적 특성

CAS No.	580-17-6
분자식	C9H8N2
평균 분자량	144.17 g/mol
단동위원소 질량	144.06874826 g/mol
SMILES	Nc1cnc2ccccc2c1
InChIKey	SVNCRRZKBNSMIV-UHFFFAOYSA-N
PubChem CID	11375
ChEMBL	CHEMBL80298
ChEBI	CHEBI:166512
EC No.	209-455-1
DTXSID	DTXSID8060379

화학 및 물리적 성질

XLogP	1.6
극성 표면적	38.9
수소 결합 공여자 수	1
수소 결합 수용자 수	2
회전 가능 결합 수	0
무거운 원자 수	11
형식 전하	0
복잡도	136
SpringerMaterials Properties	Chemical shift
녹는점	91-92 °C(lit.)
끓는 점	137 °C / 1mmHg
밀도	1.1148 (estimate)
굴절률	1.7080 (estimate)
저장 조건	Store below +30°C.
용해도	메탄올: 0.1 g/mL, 투명
pKa(산도 계수)	4.91(at 20℃)
물리적 상태	결정질 분말 또는 결정
색상	흰색에서 베이지색
용해도	뜨거운 물에 약간 용해됨
BRN	113317
InChI	1S/C9H8N2/c10-8-5-7-3-1-2-4-9(7)11-6-8/h1-6H,10H2
InChIKey	SVNCRRZKBNSMIV-UHFFFAOYSA-N
SMILES	Nc1cnc2ccccc2c1
NIST	3-Quinolinamine(580-17-6)
EPA	3-Quinolinamine (580-17-6)

화학적 성질

beige crystals

안전 및 규제

GHS 분류	WarningH302 (10.9%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard Classes and Categories	Acute Tox. 4 (10.9%)
CSL Reaction Information	CSL001293-AMINOQUINOLINE + SODIUM ETHYLXANTHATEI was attempting to prepare 3-[ethoxy(thiocarbonyl)thio]quinoline by reacting the diazonium salt of 3-aminoquinine with potassium ethyl xanthate when an explosion occurred. Thankfully, the injury I received was minor. I was following the procedure described in the Journal of the Chemical Society, Part III [3, 2384 (1959)] on twice their scale. Jerry March's book "Advanced Organic Chemistry: Reactions, Mechanisms, Structure" (New York: John Wiley & Sons, 1992, 4th edition, page 670) lists the procedure as a customary route for the desired aryl xanthate ester and a convenient method for producing thiophenols. The same procedure is also described in "Organic Syntheses, Collective Volume III" (New York: John Wiley & Sons, page 809), which contains a cautionary note about a reported explosion, although the editors found no unusual reactivity. Since diazo esters were present, the explosion most likely resulted from the diazo ester's tendency to decompose explosively. It is unclear whether the diazo ester is a precursor of the desired product or whether the diazo ester forms through a competitive reaction. The reaction proceeded without event. But unlike the literature preparations, precipitation occurred during product extraction with diethyl ether and was isolated by filtration. A 1H NMR of the wet cake was consistent with the desired structure. The solid was air-dried overnight and weighed 17 g. The detonation occurred when a metal spatula was inserted into the solid. Related work in Tetrahedron Letters [26, 6365 (1985)] successfully demonstrated the safe preparation of diaryl sulfides. However, this was done at 25 ÂºC (mine at 45 ÂºC) with care taken to avoid heat, since a reference is cited of an explosion at 60 ÂºC. Also, the disappearance of the suspected diazo sulfide was monitored by thin layer chromatography, and sluggish reactions were not pushed to conversion. Instead, chromatography was used to remove any intermediates.M (up to 100g)http://pubs.acs.org/cen/safety/20010709.html

용도

3-Aminoquinoline was used:in liquid matrix for matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) for glycopeptides, carbohydrates and phosphopeptidesin liquid matrix during novel glycan-labeling method for quantitative profiling of N-glycan by MALDI-MS analysisas derivatizing reagent for MALDI-MS analysis of oligosachharides