9-브로모안트라센

한글명:9-브로모안트라센

카스 번호1564-64-3

상품명:9-Bromoanthracene

CBNumberCB5319891

분자식C14H9Br

포뮬러 무게257.13

MOL 파일1564-64-3.mol

동의어(한글)

9-브로모안트라센

화학적 성질

녹는점	97-100 °C (lit.)
끓는 점	303.85°C (rough estimate)
밀도	1.4251 (rough estimate)
굴절률	1.6404 (estimate)
저장 조건	Sealed in dry,Room Temperature
용해도	클로로포름(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태	가루
색상	노란색
수용성	물에 불용성.
BRN	1869747
InChI	InChI=1S/C14H9Br/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H
InChIKey	ZIRVQSRSPDUEOJ-UHFFFAOYSA-N
SMILES	C1=C2C(C=C3C(=C2Br)C=CC=C3)=CC=C1
CAS 데이터베이스	1564-64-3(CAS DataBase Reference)
NIST	9-Bromoanthracene(1564-64-3)

위험 및 안전 성명

위험품 표기

안전지침서

22-24/25

WGK 독일

위험 참고 사항

Irritant

HS 번호

29049090

NFPA 704:

	1
2		0

그림문자(GHS)

9-브로모안트라센 MSDS

9-브로모안트라센 화학적 특성, 용도, 생산

개요
9-bromoanthracene is a kind of bromine-derived anthracene. It is known to be able to reversibly photodimerize in a head-to tail fashion upon irradiation by long-wavelength ultraviolet light. The photodimers of 9-bromoanthracene are suitable to be used as alkyl halide initiators in the atom transfer radical polymerization (ATRP) reactions. It is also used as the intermediate for the preparation of the 9-substitued form of the polycyclic aromatic hydrocarbon (PAH) anthracene.
화학적 성질
white to light yellow crystal powder. boiling point 190°C (0.16kPa, sublimation), relative density 1.409. soluble in acetic acid; carbon disulfide.
용도
9-Bromoanthracene acts as an intermediate in the preparation of 9-substituted derivative of the polycyclic aromatic hydrocarbon (PAH) anthracene.
제조 방법
Anthracene (5 g, 28.05 mmol) was dissolved in CHCl3. Then N-bromosuccinimide (NBS，4.99 g, 28.05 mmol) was added in batches away from light, and the reaction solution was continuously stirred for 12 h. The resulting mixture was stirred for another 30 min with appropriate water, and extracted with CH2Cl2. The CH2Cl2 solution was dried over anhydrous MgSO4. After removing CH2Cl2 solvent, the residue was recrystallized from anhydrous ethanol to give 4.78 g (66.3 %) of a green-yellow needle solid 9-Bromoanthracene. 1H NMR (500 MHz, CDCl3) δ 8.55 (d, J = 8.9 Hz, 2H), 8.48 (s, 1H), 8.03 (d, J = 8.4 Hz, 2H), 7.67 – 7.60 (m, 2H), 7.56 – 7.51 (m, 2H). EI-MS (m/z): Calculated for C14H9Br: 257.13. Found [M+ ]: 255.96.
Synthesis of 9-bromoanthracene
Purification Methods
Crystallise 9-bromoanthracene from MeOH or EtOH followed by sublimation in vacuo. [Masnori et al. J Am Chem Soc 108 126 1986, Beilstein 5 IV 2295.]
참고 문헌
[1]Cohen, Nicole A., et al. Macromolecular Chemistry and Physics 210.3 ‐4 (2009): 263-268.
[2]Xu, Xiaoming, Wenzhe Lu, and Richard B. Cole. Analytical chemistry 68.23 (1996): 4244-4253.
[3]Dang, Hung, and Miguel A. Garcia-Garibay. Journal of the American Chemical Society 123.2 (2001): 355-356.
[4] Se Hun Kim. “Highly efficient deep-blue emitting organic light emitting diode based on the multifunctional fluorescent molecule comprising covalently bonded carbazole and anthracene moieties.” Journal of Materials Chemistry B 13 1 (2011): 9139–9148.

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