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Pyrene, 4-bromo-

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Name

Pyrene, 4-bromo-

EINECS N/A
CAS No. 1732-26-9 Density 1.578 g/cm3
PSA 0.00000 LogP 5.34650
Solubility N/A Melting Point 152 °C
Formula C16H9Br Boiling Point 422.5 °C at 760 mmHg
Molecular Weight 281.151 Flash Point 209.4 °C
Transport Information N/A Appearance N/A
Safety 2 Risk Codes N/A
Molecular Structure Molecular Structure of 1732-26-9 (4-bromopyrene) Hazard Symbols N/A
Synonyms

4-Bromopyrene;

Article Data 9

Pyrene, 4-bromo- Synthetic route

1732-25-8

4-Bromo-1,2,3,6,7,8-hexahydropyrene

1732-26-9

4-bromopyrene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 0.333333h; Heating / reflux;58%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 0.333333h; Inert atmosphere; Reflux;51%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 110℃; for 12h;35%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone
dehydrogenation;
129-00-0

pyrene

1732-26-9

4-bromopyrene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium / pentan-1-ol
2: bromine / acetic acid
3: dehydrogenation
View Scheme
Multi-step reaction with 3 steps
1: sodium; pentan-1-ol / 2 h / Reflux
2: bromine / dichloromethane / 0.5 h / 20 °C
3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 12 h / 110 °C
View Scheme
1732-13-4

1,2,3,6,7,8-hexahydropyrene

1732-26-9

4-bromopyrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bromine / acetic acid
2: dehydrogenation
View Scheme
Multi-step reaction with 2 steps
1: Br2
2: DDQ
View Scheme
Stage #1: 1,2,3,6,7,8-hexahydropyrene With bromine; acetic acid In N,N-dimethyl-formamide at 20 - 80℃; for 1.5h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 4h; Reflux;
2.9 g
Multi-step reaction with 2 steps
1: acetic acid; bromine / 1.5 h / 23 - 100 °C
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 0.33 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1: bromine / dichloromethane / 0.5 h / 20 °C
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 12 h / 110 °C
View Scheme
4020-99-9

diphenylphosphinous acid methyl ester

1732-26-9

4-bromopyrene

diphenyl(pyren-1-yl)phosphane

Conditions
ConditionsYield
Stage #1: 4-bromopyrene With n-butyllithium In tetrahydrofuran at -70℃; for 0.333333h;
Stage #2: diphenylphosphinous acid methyl ester In tetrahydrofuran at -70 - 20℃;
95%
1732-26-9

4-bromopyrene

pyrene-1-d

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrahydroxydiborane(4); 5%-palladium/activated carbon; DMAP-d6 In 1,2-dichloro-ethane at 50℃; for 9h;93%
1732-26-9

4-bromopyrene

79887-09-5

(4-butylphenyl)acetylene

C28H22

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 90℃; for 12h; Inert atmosphere;90%
1732-26-9

4-bromopyrene

10025-91-9

antimony(III) chloride

C48H27Sb*H2O

Conditions
ConditionsYield
Stage #1: 4-bromopyrene With n-butyllithium In diethyl ether; hexane at 0℃; for 1h;
Stage #2: antimony(III) chloride In diethyl ether; hexane at 20℃;
90%
1732-26-9

4-bromopyrene

C48H27P

Conditions
ConditionsYield
Stage #1: 4-bromopyrene With n-butyllithium In diethyl ether; hexane at 0℃; for 1h;
Stage #2: With phosphorus trichloride In diethyl ether; hexane at 20℃;
86%
1732-26-9

4-bromopyrene

129-00-0

pyrene

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 3h;86%
1732-26-9

4-bromopyrene

N‐{[1,1'‐biphenyl]‐2‐yl}‐9,9‐dimethylfluoren‐2‐amine

C43H31N

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 24h; Inert atmosphere;85.6%

Pyrene, 4-bromo- Specification

The Pyrene, 4-bromo- has CAS registry number 1732-26-9. It belongs to the product category of Pyrenes. This chemical's molecular formula is C16H9Br and molecular weight is 281.1467. What's more, its IUPAC name is 4-Bromopyrene. In addition, it should be kept out of the reach of children.

Physical properties about Pyrene, 4-bromo- are: (1)ACD/LogP: 5.94; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.94; (4)ACD/LogD (pH 7.4): 5.94; (5)ACD/BCF (pH 5.5): 19338.63; (6)ACD/BCF (pH 7.4): 19338.63; (7)ACD/KOC (pH 5.5): 40720.2; (8)ACD/KOC (pH 7.4): 40720.2; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.858; (14)Molar Refractivity: 80.15 cm3; (15)Molar Volume: 178.1 cm3; (16)Polarizability: 31.77×10-24 cm3; (17)Surface Tension: 62.1 dyne/cm; (18)Density: 1.578 g/cm3; (19)Flash Point: 209.4 °C; (20)Enthalpy of Vaporization: 65.05 kJ/mol; (21)Boiling Point: 422.5 °C at 760 mmHg; (22)Vapour Pressure: 5.91E-07 mmHg at 25 °C.

Uses of Pyrene, 4-bromo-: it is used to produce other chemicals. For example, it is used to produce 9, 12-Dihydro-9, 12-epoxybenzo[e]pyrene by heating. The reaction needs reagent Sodium amide and solvent Tetrahydrofuran. The reaction time is 4 hours. The yield is about 21 %.

(2E)-3-Phenylprop-2-en-1-ol can react with Furan to get 9, 12-Dihydro-9, 12-epoxybenzo[e]pyrene.

You can still convert the following datas into molecular structure:
(1) SMILES: Brc4cc2cccc1ccc3c(c12)c4ccc3
(2) InChI: InChI=1/C16H9Br/c17-14-9-12-5-1-3-10-7-8-11-4-2-6-13(14)16(11)15(10)12/h1-9H
(3) InChIKey: QMHTZTOPYZKQLC-UHFFFAOYAG

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