트리페닐렌

트라이페닐렌 · 트리페닐렌 · ISOCHRYSENE · Triphenylene,98% · benzo(1)phenanthrene · 9,10-Benzphenanthrene · riphenylene · TRIPHENYLENE

https://huagongshe.com/ko/chemical/9170

식별자 및 물리적 특성

CAS No.	217-59-4
분자식	C18H12
평균 분자량	228.3 g/mol
단동위원소 질량	228.09390038 g/mol
SMILES	c1ccc2c(c1)c1ccccc1c1ccccc21
InChIKey	SLGBZMMZGDRARJ-UHFFFAOYSA-N
PubChem CID	9170
ChEMBL	CHEMBL1797416
ChEBI	CHEBI:33080
EC No.	205-922-9
DTXSID	DTXSID9059757
현지명	트리페닐렌

화학 및 물리적 성질

XLogP	4.9
극성 표면적	0
수소 결합 공여자 수	0
수소 결합 수용자 수	0
회전 가능 결합 수	0
무거운 원자 수	18
형식 전하	0
복잡도	217
Polymers	Other Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials Properties	13C nuclear magnetic resonance spectrum
LogP(분배 계수)	5.84
Physical Description	Light yellow powder, insoluble in water[MSDSonline]
Collision Cross Section	143.6 Å² [M*]+
녹는점	195-198 °C(lit.)
끓는 점	438 °C(lit.)
밀도	1.302
굴절률	1.5500 (estimate)
인화점	438°C
저장 조건	Sealed in dry,Room Temperature
용해도	에탄올, 벤젠, 아세트산, 오일 및 클로로포름에 용해됩니다.
물리적 상태	니들 크리스탈
색상	흰색에서 베이지색
용해도	6.6ug/L(25.00ºC)
Merck	14,9740
BRN	1342908
헨리 상수	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

안전 문구(S)
유해성 요약	An irritant[MSDSonline] See POLYCYCLIC AROMATIC HYDROCARBONS.
Treatment	There is no know antidote for PAHs. Exposure is usually handled with symptomatic treatment. (L10)
건강 영향	PAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. (L10)
노출 경로	Oral (L10)inhalation (L10)
독성 요약	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)
Signs and Symptoms	Acute exposure to PAHs causes irritation and inflammation of the skin and lung tissue. (A10)
Carcinogen Classification	TriphenyleneGroup 3: Not classifiable as to its carcinogenicity to humansVolume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987440 pagesISBN 92-832-1411-0 (out of print)201020053, not classifiable as to its carcinogenicity to humans. (L135)
수질 위해 등급(WGK)	3
RTECS 번호	YK2925000
운송 번호(UN)	UN 3077 9/PG 3
관세 코드	29029090
위험 문구(R)	41-50/53
위험 표시	Xi,N

용도

Triphenylene 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 설명

Triphenylene 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 및 합성 방법

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%.