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에틸렌 산화물 시클릭 헥사머

18-Crown-6

HCID 28557
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
17455-13-9
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18-crown-6 is a crown ether that is cyclooctadecane in which the carbon atoms at positions 1, 4, 7, 10, 13 and 16 have been replaced by oxygen atoms.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 물성보충 중

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
형식 전하
0
복잡도
108

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.
용해도
클로로포름(약간 용해됨), 메탄올(매우 소량)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

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

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.

상·하류 제품 정보

상류 원료

Organic base글로불린,고양이감마BiochemistryAlkali Metals, plasma standard solution, Specpure, Ba,Be,Ca,Cs,K,Li,Mg,Na,Rb,Sr, 100μg/ml

관련 반응

2,203건
반응 기록 만들기
HRID 789 반응식
HRID 789반응물로uspto-grants-1998_03
HRID 2325 반응식
HRID 2325반응물로uspto-grants-1998_03
HRID 2689 반응식
HRID 2689반응물로uspto-grants-1998_03
HRID 2909 반응식
HRID 2909반응물로uspto-grants-1998_03
HRID 5596 반응식
HRID 5596반응물로uspto-grants-1993_09
HRID 5598 반응식
HRID 5598반응물로uspto-grants-1993_09
HRID 5599 반응식
HRID 5599반응물로uspto-grants-1993_09
HRID 5601 반응식
HRID 5601반응물로uspto-grants-1993_09
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화합물 노트

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물리적 상태
결정 또는 결정질 질량 또는 액체
색상
흰색 또는 투명한 무색
수용성
녹는
Merck
14 · 14,2602
BRN
1619616 · 1619616
안정성
안정적인. 강산, 강산화제와 호환되지 않습니다.
InChI
1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2
InChIKey
XEZNGIUYQVAUSS-UHFFFAOYSA-N
SMILES
O1CCOCCOCCOCCOCCOCC1
NIST
1 · 1,4,7,10,13,16-Hexaoxacyclooctadecane(17455-13-9)
EPA
1 · 1,4,7,10,13,16-Hexaoxacyclooctadecane (17455-13-9)

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]+.

MP4500000
ridadr
2811
독성
LD50 orally in Rabbit: 525 mg/kg LD50 dermal Rabbit 3888 mg/kg
HS 번호
29329995
risk_code
22-36/37/38-36-20/22-20/21/22
hazard_code
Xn,Xi
safety_code
26-36-39
포장분류
III
위험 등급
6.1(b)
기존화학 물질
KE-19820
F 고인화성물질
10
Hazard Classifications
Acute Tox. 4 Oral
스토리지 클래스
11 - Combustible Solids
사이안화 칼륨
15-Crown-5

하류 제품

[(2-Oxo-2H-chromen-7-yl)oxy]acetic acid5-아미노메틸-피롤리딘-2-온5-bromo-1H-indazole3-Amino-2-fluoro-4-picoline에폭시시클로로덴칸(1.2-)Cefpodoxime proxetil4-Amino-2,6-difluoropyrimidine1,1'-DimethylferroceneN,N-디메틸에틸렌디아민2-(4-브로모페닐)티오펜3-페녹시페닐아세토니트릴2,4-Diamino-6-fluoropyrimidine2-Amino-4,6-difluoropyrimidine옥소티아졸리딘N,N,N',N'-Tetraphenylbenzidine