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2-(4-Bromophenyl)naphthalene
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Name

2-(4-Bromophenyl)naphthalene

 EINECS N/A
CAS No. 22082-99-1 Density 1.381 g/cm3
PSA 0.00000 LogP 5.26930
Solubility N/A Melting Point 131.0 to 135.0 °C
Formula C16H11Br Boiling Point 394.251 °C at 760 mmHg
Molecular Weight 283.167 Flash Point 190.425 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 22082-99-1 (2-(4-Bromophenyl)naphthalene) Hazard Symbols N/A
Synonyms

Naphthalene,2-(p-bromophenyl)- (8CI);

Article Data 38

2-(4-Bromophenyl)naphthalene Synthetic route

589-87-7

1,4-bromoiodobenzene

32316-92-0

naphthalene-2-boronic acid

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 84 - 88℃; for 9h; Inert atmosphere;91.11%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 7h; Suzuki Coupling; Heating / reflux;85%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In toluene for 24h; Inert atmosphere; Reflux;84%
1241602-88-9

3-(4-bromophenyl)-1-(2-(2-methoxyvinyl)phenyl)prop-2-yn-1-ol

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
With Echavarren's catalyst In dichloromethane at 23℃; for 0.0833333h; Inert atmosphere;91%
4482-01-3

o-benzenedisulfonimide

32316-92-0

naphthalene-2-boronic acid

106-40-1

4-bromo-aniline

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
Stage #1: o-benzenedisulfonimide; 4-bromo-aniline With acetic acid at 0 - 5℃; for 0.166667h; Inert atmosphere;
Stage #2: With isopentyl nitrite for 0.166667h; Inert atmosphere;
Stage #3: naphthalene-2-boronic acid With bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I); caesium carbonate In tetrahydrofuran at 20℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; chemoselective reaction;		81%
589-87-7

1,4-bromoiodobenzene

2-naphthylboronic acid

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine)palladium (0) In water77%
106-37-6

1.4-dibromobenzene

32316-92-0

naphthalene-2-boronic acid

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran at 65℃; for 18h;70%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran for 24h; Reflux; Inert atmosphere;65%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water for 24h; Suzuki Coupling; Heating / reflux;47%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 80℃; for 3h; Inert atmosphere;
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 80℃; for 3h; Inert atmosphere;10 g

2-((4-bromophenyl)sulfinyl)naphthalene

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
With 2-(trimethylsilyl)phenyl trifluoromethanesulfonate; cesium fluoride In acetonitrile at 20℃; for 72h; Inert atmosphere; Glovebox;69%
589-87-7

1,4-bromoiodobenzene

442912-20-1

1,3-dihydro-1,1,3,3-tetramethylnaphth[2,3-c][1,2,5]oxadisilole

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tetrabutyl ammonium fluoride In tetrahydrofuran at 35℃; for 24h; Inert atmosphere;68%

bis(4-bromophenyl)iodonium trifluoroacetate

91-20-3

naphthalene

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
With sodium tetrachloroplatinate(II) hydrate; tetrabutylammonium trifluoromethylsulfonate at 100℃; for 72h;57%
612-55-5

2-iodonaphthalene

C12H8Br2Zn

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
In tetrahydrofuran at 110℃; for 24h; Inert atmosphere;53%
580-13-2

2-bromonaphthalene

4-Bu3Sn,2Cl-C6H3CONH-Rink resin

4-Bu3Sn,2Cl-C6H3CONH-Rink resin

22082-99-1

2-(4-bromophenyl)naphthalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: Mg; I2 / tetrahydrofuran / 14 h / Heating
1.2: tetrahydrofuran / -78 - 20 °C
2.1: 6.2 g / aq. HCl / tetrahydrofuran / 2 h / 20 °C
3.1: 79 percent / Pd(PPh3)4; Ba(OH)2*8H2O / H2O; dioxane / 24 h / Heating
View Scheme

2-(4-Bromophenyl)naphthalene Specification

The 2-(4-Bromophenyl)naphthalene, with the cas registry number 22082-99-1, has other names as Naphthalene, 2-(4-bromophenyl)-.

The characteristics of this chemical are as below:(1)ACD/LogP: 6.11; (2)# of Rule of 5 Violations: 1 ; (3)#Freely Rotating Bonds: 1; (4)Polar Surface Area: 0; (5)Index of Refraction: 1.667; (6)Molar Refractivity: 76.37 cm3; (7)Molar Volume: 205 cm3; (8)Polarizability: 30.27×10-24 cm3; (9)Surface Tension: 46.3 dyne/cm; (10)Density: 1.381 g/cm3; (11)Flash Point: 190.4 °C; (12)Enthalpy of Vaporization: 61.91 kJ/mol; (13)Boiling Point: 394.3 °C at 760 mmHg; (14)Vapour Pressure: 4.56E-06 mmHg at 25°C.

Additionally, you could convert the following datas into the molecular structure:
(1)SMILES:Brc3ccc(c1ccc2c(c1)cccc2)cc3
(2)InChI:InChI=1/C16H11Br/c17-16-9-7-13(8-10-16)15-6-5-12-3-1-2-4-14(12)11-15/h1-11H
(3)InChIKey:SAODOTSIOILVSO-UHFFFAOYAF

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