2-(4-Bromophenyl)naphthalene supplier

Name
2-(4-Bromophenyl)naphthalene
EINECS
CAS No. 22082-99-1
Article Data38
CAS DataBase
Density 1.381 g/cm³
Solubility
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Naphthalene,2-(p-bromophenyl)- (8CI);
PSA 0.00000
LogP 5.26930

Synthetic route

: 589-87-7
1,4-bromoiodobenzene

: 32316-92-0
naphthalene-2-boronic acid

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

Yield

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%

...Expand

: 589-87-7
1,4-bromoiodobenzene

: 2-naphthylboronic acid

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine)palladium (0) In water	77%

: 106-37-6
1.4-dibromobenzene

: 32316-92-0
naphthalene-2-boronic acid

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: C10H7BH2O2C4H8

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 6.2 g / aq. HCl / tetrahydrofuran / 2 h / 20 °C 2: 79 percent / Pd(PPh3)4; Ba(OH)2*8H2O / H2O; dioxane / 24 h / Heating View Scheme

thrice-fused zinc chloride: thrice-fused zinc chloride

: 580-13-2
2-bromonaphthalene

: 589-87-7
1,4-bromoiodobenzene

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
With hydrogenchloride; tert.-butyl lithium; sodium thiosulfate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; pentane	4.05 g (72%)

...Expand

: 91-20-3
naphthalene

: 139139-81-4
bis(4-bromophenyl)iodonium triflate

A: 22082-99-1
2-(4-bromophenyl)naphthalene

B: 204530-94-9
1-(4-bromo-phenyl)-naphthalene

Conditions

Conditions	Yield
In neat (no solvent) at 150℃; for 1h; Inert atmosphere; Microwave irradiation; Overall yield = 69 %; Overall yield = 98 mg;

...Expand

: 5419-55-6
Triisopropyl borate

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane; water; toluene
With n-butyllithium In tetrahydrofuran; hexane; water; toluene

: 589-87-7
1,4-bromoiodobenzene

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tert.-butyl lithium / diethyl ether; pentane / 0.5 h / -78 °C / Inert atmosphere 1.2: -78 - 0 °C 2.1: tetrahydrofuran / 24 h / 110 °C / Inert atmosphere View Scheme

: 5467-74-3
4-Bromophenylboronic acid

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate / diethyl ether; dichloromethane 2: sodium 2,2,2-trifluoroacetate / water; dichloromethane 3: sodium tetrachloroplatinate(II) hydrate; tetrabutylammonium trifluoromethylsulfonate / 72 h / 100 °C View Scheme

: bis(4-bromophenyl)iodonium tetrafluoroborate

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium 2,2,2-trifluoroacetate / water; dichloromethane 2: sodium tetrachloroplatinate(II) hydrate; tetrabutylammonium trifluoromethylsulfonate / 72 h / 100 °C View Scheme

: 580-13-2
2-bromonaphthalene

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere 1.2: 12 h / -78 - 20 °C / Inert atmosphere 1.3: 0.5 h / Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene / 24 h / Inert atmosphere; Reflux View Scheme

: (4-bromophenyl)(naphthalen-2-yl)sulfane

: 22082-99-1
2-(4-bromophenyl)naphthalene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C / Inert atmosphere 2: 2-(trimethylsilyl)phenyl trifluoromethanesulfonate; cesium fluoride / acetonitrile / 72 h / 20 °C / Inert atmosphere; Glovebox View Scheme

: 22082-99-1
2-(4-bromophenyl)naphthalene

: 102113-98-4
bis(biphenyl-4-yl)amine

: C40H29N

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 60 - 120℃; for 7h; Inert atmosphere;	93%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: (R)-3,3'-bis(dihydroxyborane)-2,2'-dimethoxy-1,1'-binaphthyl

: 2,2'-dimethoxy-3,3'-bis-(4-naphthalen-2-yl-phenyl)-[1,1']binaphthalenyl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water Inert atmosphere; Reflux;	89%
With barium dihydroxide; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water for 24h; Suzuki reaction; Heating;

: 400607-46-7
((10-(naphthalen-1-yl)anthracen-9-yl)boronic acid)

: 22082-99-1
2-(4-bromophenyl)naphthalene

: 9-(naphthalene-1-yl)-10-(4-(naphthalene-2-yl)phenyl)anthracene

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 70 - 76℃; for 2h; Reagent/catalyst; Solvent; Inert atmosphere;	88.92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In toluene for 24h; Inert atmosphere; Reflux;	82%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: 100622-34-2
anthracene-9-boronic acid

: 866611-28-1
9-(4-(naphthalen-2-yl)phenyl)anthracene

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 5h; Suzuki Coupling; Heating / reflux;	87%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C32H21NS

: C48H31NS

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Inert atmosphere; Reflux;	87%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C38H25NO

: C54H35NO

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Inert atmosphere; Reflux;	86%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: 7,17-dimethyl-7,17-divinyl-1,3,5,9,11,13,15,1-octaphenylhexacyclo[9.13.11,9 .13,15 .15,13 .111,19 ]decasiloxane

: C86H72O14Si10

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; triphenylphosphine In toluene at 100℃; Inert atmosphere;	85%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C29H24BN5O2

: C39H23N5

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 6h; Inert atmosphere; Reflux;	85%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: 918655-03-5
4-(naphthalene-2-yl)phenylboronic acid pinacol ester

Conditions

Conditions	Yield
Stage #1: 2-(4-bromophenyl)naphthalene With n-butyllithium In tetrahydrofuran; hexane at -60℃; for 1h; Inert atmosphere; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -60 - 20℃; for 18h; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at 20℃; for 1h;	84%
Stage #1: 2-(4-bromophenyl)naphthalene With n-butyllithium In diethyl ether; hexane; toluene at -64℃; for 2.5h; Stage #2: With Trimethyl borate In diethyl ether; hexane; toluene at 20℃; for 12.25h; Stage #3: With hydrogenchloride; water In diethyl ether; hexane; toluene at 0 - 10℃;
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere 1.2: 12 h / 20 °C / Inert atmosphere 2.1: hydrogenchloride / tetrahydrofuran / 0.5 h / Inert atmosphere View Scheme

: 5419-55-6
Triisopropyl borate

: 22082-99-1
2-(4-bromophenyl)naphthalene

: 918655-03-5
4-(naphthalene-2-yl)phenylboronic acid pinacol ester

Conditions

Conditions	Yield
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane; toluene	84%
Stage #1: 2-(4-bromophenyl)naphthalene With n-butyllithium In tetrahydrofuran; hexane at -60℃; for 0.5h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -60 - 20℃; Inert atmosphere; Stage #3: With water In tetrahydrofuran; hexane Inert atmosphere;

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C32H21NO

: C48H31NO

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Inert atmosphere; Reflux;	84%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C36H23NOS

: C52H33NOS

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Reflux; Inert atmosphere;	83%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: N-([1,1'-biphenyl]-4-yl)-4'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-amine

: C52H36N2

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 12h; Inert atmosphere; Reflux;	82.9%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C36H26N2

: C52H36N2

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 12h; Inert atmosphere; Reflux;	82.5%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C36H26N2

: C52H36N2

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 12h; Inert atmosphere; Reflux;	82.3%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C38H24N2OS

: C53H33N3OS

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Inert atmosphere; Reflux;	82%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: 7-phenyl-7,9-dihydrobenzofuro[2,3-g]indolo[2,3-b]carbazole

: C46H28N2O

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; ethylenediamine In toluene at 140℃; for 6h;	81%

: 769-92-6
4-tert-Butylaniline

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C26H25N

Conditions

Conditions	Yield
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 3h; Reflux;	80%
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene for 3h; Reflux;	80%
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene for 3h; Reflux;	80%

: 108714-73-4
9,9-dimethyl-9H-fluoren-2-ylamine

: 2245-43-4
1-(4-bromophenyl)adamantane

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C47H43N

Conditions

Conditions	Yield
Stage #1: 9,9-dimethyl-9H-fluoren-2-ylamine; 4-(1-Adamantyl)bromobenzene With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 70 - 105℃; for 2h; Inert atmosphere; Stage #2: 2-(4-bromophenyl)naphthalene In toluene at 70 - 105℃; for 12h;	80%

...Expand

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C38H28BNO2

: C54H37N

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In toluene for 24h; Reflux; Inert atmosphere;	80%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C49H29NO2

: C65H39NO2

Conditions

Conditions	Yield
With bis[tris( 1,1-dimethylethyl)phosphine]-palladium; sodium t-butanolate In toluene at 100℃; for 2h; Sealed tube;	80%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C38H25NO

: C54H35NO

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Inert atmosphere; Reflux;	80%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C36H23NS2

: C52H33NS2

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Reflux; Inert atmosphere;	80%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C36H23NOS

: C52H33NOS

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Reflux; Inert atmosphere;	80%

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C36H23NS2

: C52H33NS2

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Reflux; Inert atmosphere;	77%

: 624744-67-8
2-(9,10-di(naphthalene-2-yl)anthracene-2-yl)4,4,5,5-tetramethyl-1,3,2-dioxa-borolane

: 22082-99-1
2-(4-bromophenyl)naphthalene

: C50H32

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 24h; Suzuki Coupling; Heating / reflux;	76%

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

Product Name

2-(4-Bromophenyl)naphthalene

Synthetic route

2-(4-Bromophenyl)naphthalene Specification

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