에틸렌 산화물 시클릭 헥사머

18-Crown-6

HCID 28557CAS 17455-13-9

기본 정보

표준 SMILES
C1COCCOCCOCCOCCOCCO1
InChIKey
XEZNGIUYQVAUSS-UHFFFAOYSA-N
분자식
C12H24O6
평균 분자량
264.31 g/mol
단동위원소 질량
264.15728849

개요

18-crown-6 is a crown ether that is cyclooctadecane in which the carbon atoms at positions 1, 4, 7, 10, 13 and 16 have been replaced by oxygen atoms. It has a role as a phase-transfer catalyst. It is a saturated organic heteromonocyclic parent and a crown ether.

이름 및 식별자

우선 이름
18-Crown-6
IUPAC
1,4,7,10,13,16-hexaoxacyclooctadecane
현지명
에틸렌 산화물 시클릭 헥사머
영어명
18-Crown-6
분자식
C12H24O6
분자량
264.32

이름 및 동의어

18-Crown-617455-13-91,4,7,10,13,16-HEXAOXACYCLOOCTADECANEEthylene oxide cyclic hexamerCHEBI:3239763J177NC5BNSC-159836DTXSID7058626RefChem:79335DTXCID5032313241-473-518-crown-6-ether
이름 더 보기
에틸렌산화물시클릭헥사머에틸렌산화물시클릭헥사머(ETHYLENEOXIDECYCLICHEXAMER)18-크라운-618-c-68-Crown-6HEXAOXACYCLOOCTADECANE18-Crown ether-6NSC 15983618-Crown-6 99%
18-Crown-6 ether18-Crown 6-EtherMFCD0000511318-crown61,4,7,10,13,16-Hexaoxacyclooctadecane (18-Crown-6)CHEMBL155204CCRIS 3587EINECS 241-473-5

데이터베이스 식별자

CAS
17455-13-9
PubChem CID
28557
DTXSID
DTXSID7058626
ChEMBL
CHEMBL155204
ChEBI
CHEBI:32397
UNII
63J177NC5B
EC Number
241-473-5
Nikkaji
J49.431C

물성

구조 계산 물성

XLogP
-0.7
극성 표면적
55.4 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
6
회전 가능 결합 수
0
무거운 원자 수
18

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Other Organic Compounds

Industrial compound

SpringerMaterials PropertiesChemical shift
LogP-0.68
Vapor Pressure0.0000667 [mmHg]
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical DescriptionClear, odorless, hygroscopic liquid soluble in water and most organic solvents; [Ullmann] White crystals; [MSDSonline]

물리화학적 성질

녹는점
42 · 42-45 °C(lit.)
끓는 점
116 °C · 116°C 0,2mm
밀도
1 · 1,175 g/cm3
굴절률
1.458 · 1.4580 (estimate)
인화점
230 °F · >230 °F
저장 조건
30 °C · Store below +30°C.

화학적 성질

18-Crown-6 is a slightly yellow solid, it has a high affinity for the hydronium ion H3O+, as it can fit inside the crown ether. Thus, reaction of 18-crown-6 with strong acids gives the cation [H3O·18-crown-6]+.

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H302 (98.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 314 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 2건

Chemical: 1,4,7,10,13,16-Hexaoxacyclooctadecane

Crown ether 18-crown-6: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1건

If absorbed, can cause electrolyte imbalance affecting the CNS; Signs of intoxication include hyperventilation, tremor, incoordination, and CNS depression; May damage the skin and eyes; LD50 (mouse) by ingestion is 0.7 g/kg; LD50 (rabbit) by skin absorption is 200 mg/kg; [Ullmann] Toxic by ingestion; A skin, eye, and respiratory tract irritant; Oral LD50 (rat) = 525 mg/kg; Dermal LDLo (rat) = 7000 mg/kg; High-dose feeding causes seizures, weight loss, and liver injury in experimental animals; [MSDSonline]

Hazard Classes and CategoriesAcute Tox. 4 (98.7%)

독성 정보

Adverse EffectsNeurotoxin - Other CNS neurotoxin

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
MP4500000
ridadr
2811
독성
LD50 orally in Rabbit: 525 mg/kg LD50 dermal Rabbit 3888 mg/kg
HS 번호
29329995

화학 및 산업

용도 및 제조

UsesDrug/ Therapeutic Agent; [ChemIDplus] Used as complexing agents with ammonium ions and metal ions (alkali and alkaline-earth metals); Used as catalysts to make organic chemicals; [Ullmann]
General Manufacturing Information1,4,7,10,13,16-Hexaoxacyclooctadecane: ACTIVE
응용 분야 · 2건

용도18-Crown-6 is used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cation. It is involved in the synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6. It facilitates the solubility of potassium permanganate in benzene, which is used for oxidizing the organic compounds. It is used to accelerate various substitution reactions as well as enhances the power of nucleophiles such as potassium acetate. It is utilized in the alkylation reactions in the presence of potassium carbonate, N-alkylation of glutarimide and succinimide with dimethylcarbonate. The complex formed by its reaction with potassium cyanide acts as a catalyst in the cyanosilylation of aldehydes, ketones and quinines with trimethylsilyl cyanide (TMSCN).

일반 설명18-Crown-6 is the simplest crown ether that can be prepared by reacting triethylene glycol with triethylene glycol dichloride in the presence of potassium hydroxide as a base. 18-Crown-6 can solubilize metal salts, particularly potassium salts, in nonpolar and dipolar aprotic solvents. Thus, it is widely used as a phase transfer catalyst. It can also be used as a metal complexing agent to prepare a variety of molecular complexes.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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