CAS 4730-54-5 1,4,7-Triazacyclononane (HCID 188318)

概要

1,4,7-triazonane is a saturated organic heteromonocyclic parent, a crown amine and an azacycloalkane.

名称と識別子

優先名称: 1,4,7-Triazacyclononane
IUPAC: 1,4,7-triazonane
現地名: 1,4,7-トリアザシクロノナン
英語名: 1,4,7-Triazacyclononane
分子式: C6H15N3
分子量: 129.2

名称と別名

1,4,7-Triazacyclononane4730-54-51H-1,4,7-Triazonine, octahydro-2UIF93C5H3DTXSID50197095NSC-681101RefChem:415824DTXCID60119586637-157-51,4,7-TriazonanetacnOctahydro-1H-1,4,7-triazonine

名称をさらに表示

1,4,7-トリアザシクロノナンオクタヒドロ-1H-1,4,7-トリアゾニン2,3,4,5,6,7,8,9-オクタヒドロ-1H-1,4,7-トリアゾニン1,4,7-トリアゾナン157715Triazacyclononane1,4,8-Triazacyclononane1,4,7-Triazacyclonomane1,4,7-triazacycloheptaneTriazacyclononanewhitextl

MFCD00012358Triethylenetriamine[9]aneN3SCHEMBL132539CHEBI:374051,4,7-Triazacyclononane, 95%NSC681101EN300-213777

データベース識別子

CAS: 4730-54-5
PubChem CID: 188318
DTXSID: DTXSID50197095
ChEMBL: CHEMBL1650628
ChEBI: CHEBI:37405
UNII: 2UIF93C5H3
EC Number: 637-157-5
Nikkaji: J351.553B

物性

構造計算による物性

XLogP: -1.9
極性表面積: 36.1 Å²
水素結合供与体数: 3
水素結合受容体数: 3
回転可能結合数: 0
重原子数: 9
形式電荷: 0
複雑度: 45.1

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds

Physical DescriptionWhite crystals; [MSDSonline]

物理化学的性質

融点: 42 · 42-45 °C (lit.)
沸点: 110 · 110-130 °C/7 mmHg (lit.)
比重(密度): 0.9987 · 0.9987 (rough estimate)
屈折率: 1.462 · 1.4620 (estimate)
闪点: 230 °F · >230 °F
貯蔵温度: 2 · 2-8°C
水溶解度: Soluble in water
溶解性: Chloroform (Slightly), Methanol (Slightly)
外見: 結晶
酸解離定数(Pka): 10.57 · 10.57±0.20(Predicted)
色: 白い
BRN: 773877 · 773877
InChI: InChI=1S/C6H15N3/c1-2-8-5-6-9-4-3-7-1/h7-9H,1-6H2
InChIKey: ITWBWJFEJCHKSN-UHFFFAOYSA-N
SMILES: N1CCNCCNCC1

化学的性質

化学的特性White - light yellow solid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazards SummaryCorrosive--causes burns; Inhalation of high concentration may cause chemical pneumonitis; [MSDSonline]

Hazard Classes and CategoriesSkin Corr. 1B (100%)

毒性情報

Adverse EffectsDermatotoxin - Skin burns.

安全データ

F: 3-10-34
wgk: 3
ridadr: UN 3259 8/PG 2
hs_code: 2933998090
risk_code: 34
hazard_code: C
safety_code: 26-36/37/39-45
hazard_class: 8
packing_group: III

化学と産業

応用分野 · 2 件

説明1,4,7-Triazacyclononane, known as "TACN" which is pronounced "tack-en," is a cyclic organic compound with the formula C6H12(NH)3. TACN is derived, formally speaking, from cyclononane by replacing three equidistant CH2 groups with NH groups. TACN is one of the oligomers derived from aziridine, C2H4NH. Other members of the series include diazacyclohexane, C4H8(NH)2, and the cyclic tetramer 1,4,7,10-tetraazacyclododecane.

使用1,4,7-Triazacyclononane (TACN) is a versatile platform from which various ligands can be derived to form effective chelators for (radio)copper(II) complexation. The ability of TACN-derivatives to form highly stable complexes with copper(II) is greatly influenced by the number and type of substituents on the macrocyclic ring. The formed copper(II) complexes show a broad variability in their thermodynamic stability and kinetic inertness, varying in structure from square-pyramidal to distorted octahedral. TACN-based BFCAs have also been used for indirect radiolabelling of biomolecules, rendering them suitable for imaging and therapy.

調製方法 · 1 件

製造方法The ligand is prepared from diethylene triamine as follows by macrocyclization using ethyleneglycol ditosylate.H2NCH2CH2NHCH2CH2NH2 + 3 TsCl → Ts(H)NCH2CH2N(Ts)CH2CHH2N(H)Ts + 3 HCl Ts(H)NCH2CH2N(Ts)CH2CH2N(H)Ts + 2 NaOEt → Ts(Na)NCH2CH2N(Ts)CH2CH2N(Na)Ts Ts(Na)NCHH2CH2N(Ts)CH2CH2N(Na)Ts + TsOCH2CH2OTs + → [(CH2CH2N(Ts)]3 + 2 NaOTs [(CH2CH2N(Ts)]3 + 3 H2O → [CH2CH2NH]3 + 3 HOTs