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9-Bromoanthracene

CAS No.
1564-64-3
Chemical Name:
9-Bromoanthracene
Synonyms
9-BROMOANTHRENE;9-BROMOANTHRACENE;9-Anthryl bromide;MS-BROMOANTHRACENE;9-Bromo anthrecene;10-Bromoanthracene;TIMTEC-BB SBB007978;RARECHEM AQ BD AN02;9-Anthracyl bromide;Anthracene, 9-bromo-
CBNumber:
CB5319891
Molecular Formula:
C14H9Br
Molecular Weight:
257.13
MDL Number:
MFCD00001243
MOL File:
1564-64-3.mol
MSDS File:
SDS
Last updated:2023-12-26 11:30:52

9-Bromoanthracene Properties

Melting point 97-100 °C (lit.)
Boiling point 303.85°C (rough estimate)
Density 1.4251 (rough estimate)
refractive index 1.6404 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Powder
color Yellow
Water Solubility Insoluble in water.
BRN 1869747
InChIKey ZIRVQSRSPDUEOJ-UHFFFAOYSA-N
CAS DataBase Reference 1564-64-3(CAS DataBase Reference)
FDA UNII 4KA5657H57
NIST Chemistry Reference 9-Bromoanthracene(1564-64-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H341
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Hazard Codes  Xi
Safety Statements  22-24/25
WGK Germany  3
Hazard Note  Irritant
HS Code  29049090
NFPA 704
1
2 0

9-Bromoanthracene price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B56609 9-Bromoanthracene 94% 1564-64-3 5g $79.5 2024-03-01 Buy
Sigma-Aldrich B56609 9-Bromoanthracene 94% 1564-64-3 25g $345 2024-03-01 Buy
TCI Chemical B0872 9-Bromoanthracene >95.0%(GC) 1564-64-3 5g $23 2024-03-01 Buy
TCI Chemical B0872 9-Bromoanthracene >95.0%(GC) 1564-64-3 25g $76 2024-03-01 Buy
Alfa Aesar L06733 9-Bromoanthracene, 96% 1564-64-3 5g $57.65 2024-03-01 Buy
Product number Packaging Price Buy
B56609 5g $79.5 Buy
B56609 25g $345 Buy
B0872 5g $23 Buy
B0872 25g $76 Buy
L06733 5g $57.65 Buy

9-Bromoanthracene Chemical Properties,Uses,Production

Description

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.

Chemical Properties

white to light yellow crystal powder. boiling point 190°C (0.16kPa, sublimation), relative density 1.409. soluble in acetic acid; carbon disulfide.

Uses

9-Bromoanthracene acts as an intermediate in the preparation of 9-substituted derivative of the polycyclic aromatic hydrocarbon (PAH) anthracene.

Preparation

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. 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.
preparation of 9-bromoanthracene
Synthesis of 9-bromoanthracene

Synthesis Reference(s)

The Journal of Organic Chemistry, 57, p. 2740, 1992 DOI: 10.1021/jo00035a038

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.]

References

Cohen, Nicole A., et al. Macromolecular Chemistry and Physics 210.3 ‐4 (2009): 263-268.
Xu, Xiaoming, Wenzhe Lu, and Richard B. Cole. Analytical chemistry 68.23 (1996): 4244-4253.
Dang, Hung, and Miguel A. Garcia-Garibay. Journal of the American Chemical Society 123.2 (2001): 355-356.

24100-41-2
784-04-3
1564-64-3
Synthesis of 9-Bromoanthracene from Ethanone,1-(9-anthracenyl)-2-bromo-
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View Lastest Price from 9-Bromoanthracene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
9-Bromoanthracene pictures 2024-04-19 9-Bromoanthracene
1564-64-3
US $0.00-0.00 / kg 1kg 98%+ 10000kgs per Month Shanghai Qyubiotech Co., Ltd.
Anthracene, 9-bromo- pictures 2024-01-23 Anthracene, 9-bromo-
1564-64-3
US $0.00 / KG 1KG 98.00% 150KG /month Shanghai Daken Advanced Materials Co.,Ltd
9-Bromoanthracene pictures 2023-12-26 9-Bromoanthracene
1564-64-3
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
9-Anthracenyl bromide Anthracene, 9-bromo- 9-Anthracyl bromide RARECHEM AQ BD AN02 MS-BROMOANTHRACENE TIMTEC-BB SBB007978 9-BROMOANTHRACENE 9-BROMOANTHRENE 9-Bromoanthracene98% 9-Bromoanthracene 98% 9-BROMOANTHRACENE: TECH., 90% 9-BroMoanthracene, 96% 5GR 9-BroMoanthracene, 96% 25GR 9-Bromoanthracene,96% 9-Bromo anthrecene 9-Anthryl bromide 10-Bromoanthracene 50KG/100KG(CIF INDIA COURIER/AIR) 9-Bromoanthracene ISO 9001:2015 REACH 9-Bromoanthracene Standard 9-Bromoanthracene > 9-Bromoanthracene, 95%, for synthesis 1564-64-3 1564-6-64-3 15464-64-3 C14H8Br C14H9Br Anthracenes Building Blocks C13 to C37+ Aryl Organic Building Blocks Halogenated Hydrocarbons ARYL HALIDE Aromatic Compounds Anthracene series Anthracenes Aromatic Halides (substituted) Halogenated Hydrocarbons C13 to C37+ Aryl OLED materrials Bromides blocks bc0001