4-Bromopyrene | Aryls

CAS No. :	1732-26-9
Formula :	C₁₆H₉Br
M.W :	281.15
SMILES Code :	BrC1=C2C=CC=C(C2=C34)C=CC4=CC=CC3=C1
MDL No. :	MFCD00029250
InChI Key :	QMHTZTOPYZKQLC-UHFFFAOYSA-N
Pubchem ID :	3014036

Safety of [ 1732-26-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H410
Precautionary Statements:	P501-P273

Application In Synthesis of [ 1732-26-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 1732-26-9 ]

[ 1732-26-9 ] Synthesis Path-Downstream 1~54

1
[ 75-21-8 ]
[ 1732-26-9 ]
[ 125996-95-4 ]

References: [1]Journal of Organic Chemistry,1990,vol. 55,p. 2918 - 2920.

2
[ 110-00-9 ]
[ 1732-26-9 ]
9,12-dihydro-9,12-epoxybenzo<e>pyrene [ No CAS ]

References: [1]Australian Journal of Chemistry,1988,vol. 41,p. 235 - 249.

3
[ 1732-26-9 ]
prenyllithium [ No CAS ]

References: [1]Journal of Heterocyclic Chemistry,1981,vol. 18,p. 973 - 975.

4
[ 1732-25-8 ]
[ 1732-26-9 ]

Yield	Reaction Conditions	Operation in experiment
58%	With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 0.333333h;Heating / reflux;	4-Bromopyrene. To a solution 4-bromo-1,2,3,6,7,8-hexahydropyrene (2.01 g, 7.0 mmol) in toluene (135 mL) DDQ (5.30 g, 23 mmol) was added in one portion, the flask was flushed with argon and the mixture was refluxed for 20 min, then cooled and filtered. The solution was washed with 10% NaOH (30mL), water (50 mL), and dried over CaCl2, then evaporated and the residue was flash chromatographed on silica gel in toluene. Yield 1.14 g (58%).
51%	With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 0.333333h;Inert atmosphere; Reflux;	To a solution of 4-bromo-1,2,3,6,7,8-hexahydropyrene (2.01 g, 7.0 mmol) in toluene (135 mL) was added 2,3-dichloro-5,6- Dicyano-1,4-benzoquinone (DDQ) (5.30 g, 23 mmol),The flask was flushed with argon and the mixture was refluxed for 20 min, then cooled to room temperature and filtered.The solution was washed with 10% NaOH (30 mL), water (50 mL) and dried over sodium sulfate.After the ceria column separation using dichloromethane as the eluent,Pure product (1.0 g) was obtained (yield 51.0%).

References: [1]Patent: EP1506959,2005,A2 .Location in patent: Page 64.
[2]Patent: TW2018/2075,2018,A .Location in patent: Paragraph 0060; 0061.
[3]Journal of Organic Chemistry,2020,vol. 85,p. 4256 - 4266.
[4]Journal of Organic Chemistry,1979,vol. 44,p. 2158 - 2160.
[5]Journal of Heterocyclic Chemistry,1981,vol. 18,p. 973 - 975.

5
[ 1732-26-9 ]
[ 286-20-4 ]
[ 111209-32-6 ]

References: [1]Journal of Organic Chemistry,1987,vol. 52,p. 5668 - 5678.

6
[ 1732-26-9 ]
[ 286-20-4 ]
[ 111189-40-3 ]

References: [1]Tetrahedron Letters,1987,vol. 28,p. 861 - 864.

7
[ 1732-26-9 ]
[ 75-36-5 ]
3-acetyl-5-bromopyrene [ No CAS ]
1-acetyl-4-bromopyrene [ No CAS ]
1-acetyl-5-bromopyrene [ No CAS ]

References: [1]Bulletin of the Chemical Society of Japan,1994,vol. 67,p. 172 - 179.

8
[ 1732-26-9 ]
[ 33513-42-7 ]
[ 22245-51-8 ]

References: [1]Journal of Organic Chemistry,1983,vol. 48,p. 2930 - 2932.
[2]Organic and Biomolecular Chemistry,2014,vol. 12,p. 7758 - 7773.

9
[ 1732-26-9 ]
[ 96631-99-1 ]

References: [1]Chemical Communications,2013,vol. 49,p. 10578 - 10580.
[2]Journal of the Chemical Society. Perkin transactions II,1975,p. 215 - 218.

10
[ 1732-26-9 ]
[ 74-88-4 ]
[ 3353-12-6 ]

References: [1]Journal of Organic Chemistry,1979,vol. 44,p. 2158 - 2160.

11
[ 20893-30-5 ]
[ 1732-26-9 ]
5-(2-thienylmethyl)-4-pyrenecarbonitrile [ No CAS ]