1,4,7-Triazacyclononane (HCID 188318)

개요

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

이름 및 식별자

우선 이름: 1,4,7-Triazacyclononane
IUPAC: 1,4,7-triazonane
영어명: 1,4,7-Triazacyclononane
분자식: C6H15N3
분자량: 129.2

이름 및 동의어

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

이름 더 보기

157715Triazacyclononane1,4,8-Triazacyclononane1,4,7-Triazacyclonomane1,4,7-triazacycloheptaneTriazacyclononanewhitextl

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: -1.9
극성 표면적: 36.1 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 3
회전 가능 결합 수: 0
무거운 원자 수: 9
형식 전하: 0
복잡도: 45.1

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds

Physical DescriptionWhite crystals; [MSDSonline]

물리화학적 성질

녹는점: 42 · 42-45 °C (lit.)
끓는 점: 110 · 110-130 °C/7 mmHg (lit.)
밀도: 0.9987 · 0.9987 (rough estimate)
굴절률: 1.462 · 1.4620 (estimate)
인화점: 230 °F · >230 °F
저장 조건: 2 · 2-8°C
수용성: 물에 용해됨
용해도: 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태: 수정 같은
산도 계수 (pKa): 10.57 · 10.57±0.20(Predicted)
색상: 하얀색
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

화학적 성질

White - light yellow solid

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

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

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

독성 정보

Adverse EffectsDermatotoxin - Skin burns.

안전 데이터

wgk: 3
ridadr: UN 3259 8/PG 2
HS 번호: 2933998090
risk_code: 34
hazard_code: C
safety_code: 26-36/37/39-45
포장분류: III
위험 등급: 8
F 고인화성물질: 3-10-34

화학 및 산업

응용 분야 · 2건

개요1,4,7-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.

용도1,4,7-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.

제조 방법 · 1건

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