기본 정보
- 표준 SMILES
c1ccc2c(c1)c1ccccc1c1ccccc21- InChIKey
SLGBZMMZGDRARJ-UHFFFAOYSA-N- 분자식
- C18H12
- 평균 분자량
- 228.3 g/mol
- 단동위원소 질량
- 228.09390038
개요
Triphenylene is an ortho-fused polycyclic arene consisting of four fused benzene rings.
이름 및 식별자
- 우선 이름
- Triphenylene
- IUPAC
- triphenylene
- 현지명
- 트리페닐렌
- 영어명
- Triphenylene
- 분자식
- C18H12
- 분자량
- 228.29
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
217-59-4- PubChem CID
- 9170
- DTXSID
DTXSID9059757- ChEMBL
CHEMBL1797416- ChEBI
CHEBI:33080- UNII
- 18WX3373I0
- EC Number
- 205-922-9
- Nikkaji
- J6.134D
물성
구조 계산 물성
- XLogP
- 4.9
- 극성 표면적
- 0 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 0
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 18
- 형식 전하
- 0
- 복잡도
- 217
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 195 · 195-198 °C(lit.)
- 끓는 점
- 438 °C · 438 °C(lit.)
- 밀도
- 1.302 · 1.302
- 굴절률
- 1.55 · 1.5500 (estimate)
- 인화점
- 438 °C · 438°C
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- 에탄올, 벤젠, 아세트산, 오일 및 클로로포름에 용해됩니다.
- 물리적 상태
- 니들 크리스탈
- 색상
- 흰색에서 베이지색
- 수용성
- 6.6 ug/L · 6.6ug/L(25.00ºC)
- Merck
- 14 · 14,9740
- BRN
- 1342908 · 1342908
- Henry's Law Constant
- 6.4 · 6.4×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 주요 응용
- 환경
- InChI
- 1S/C18H12/c1-2-8-14-13(7-1)15-9-3-4-11-17(15)18-12-6-5-10-16(14)18/h1-12H
- InChIKey
- SLGBZMMZGDRARJ-UHFFFAOYSA-N
- SMILES
- c1ccc2c(c1)c3ccccc3c4ccccc24
- NIST
- Triphenylene(217-59-4)
- EPA
- Triphenylene (217-59-4)
화학적 성질
white to beige crystalline needles
안전 및 규제
유해성 정보
독성 정보
Toxicity Summary
The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. These enzymes metabolize PAH's into their toxic intermediates. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. (L10, L23, A27, A32)
Carcinogen Classification
Triphenylene
Group 3: Not classifiable as to its carcinogenicity to humans
Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print)
2010
2005
3, not classifiable as to its carcinogenicity to humans. (L135)
안전 데이터
- wgk
- 3
- rtecs
- YK2925000
- ridadr
- UN 3077 9/PG 3
- HS 번호
- 29029090
- risk_code
- 41-50/53
- hazard_code
- Xi,N
- safety_code
- 22-24/25-61-60-39-26
- 포장분류
- Ⅲ
- 위험 등급
- 9
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Eye Dam. 1
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Metabolism/Metabolites
PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. (L10)
용도 및 제조
Uses
PAHs are released into the environment via the combustion of fossil fuels, coke oven emissions and vehicle exhausts, as well as naturally from forest fires and vocanic eruptions. PAHs from these sources may contaminate nearly water systems. They are also found in coal tar and charbroiled food. (L10)
응용 분야
용도Triphenylene is a polycyclic aromatic hydrocarbon (PAH) that can be isolated from coal tar. Triphenylene emits fluorescence in the ultraviolet region and is a useful compound for developing semiconductor devices.
일반 설명Triphenylene belongs to the class of polycyclic aromatic hydrocarbons, which is commonly employed as a substrate for use as a precursor for the synthesis of graphenes, carbon nanotubes, buckminsterfullerenes as well as polycyclic heteroaromatics.
제조 방법
Triphenylene synthesis: 2-Chlorobenzoic acid(78mg, 0.5mmol), iodonium salt (236mg, 0.55mmol), palladium acetate (2.8mg, 0.0125mmol), potassium carbonate (152mg, 1.1mmol) were dissolved in 3mL of NMP solvent was heated to 110 °C and stirred for 17 hours, cooled to room temperature, extracted with ethyl acetate, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, concentrated, and subjected to column chromatography to obtain 92 mg of triphenylene as a white solid, The yield was 80%.
상·하류 제품 정보
상류 원료
추가 설명
정의ChEBI: Triphenylene is an ortho-fused polycyclic arene consisting of four fused benzene rings.
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