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2,2'-dibromo-4,4'-di-tert-butylbiphenyl, a chemical compound with the molecular formula C20H22Br2, is a brominated derivative of the biphenyl molecule. It features two bromine atoms attached to the 2 and 2' positions of the biphenyl structure, along with two bulky and sterically hindered tert-butyl groups at the 4 and 4' positions. Known for its thermal stability and resistance to oxidation, 2,2'-dibroMo-4,4'-di-tert-butylbiphenyl is commonly utilized as a flame retardant in various industrial applications. However, due to its toxicity and potential environmental hazards, careful handling is required.

70728-93-7

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70728-93-7 Usage

Uses

Used in Flame Retardant Applications:
2,2'-dibromo-4,4'-di-tert-butylbiphenyl is used as a flame retardant for its thermal stability and resistance to oxidation. It is particularly effective in industries where materials are exposed to high temperatures or are prone to ignition, such as in the production of plastics, textiles, and electrical components.
Used in Plastics Industry:
In the plastics industry, 2,2'-dibromo-4,4'-di-tert-butylbiphenyl is used as a flame retardant to enhance the fire resistance of plastic materials. Its incorporation into plastics helps to slow down the combustion process and reduce the risk of fire, making it suitable for use in applications such as electrical casings, automotive parts, and construction materials.
Used in Textile Industry:
2,2'-dibromo-4,4'-di-tert-butylbiphenyl is used as a flame retardant in the textile industry to improve the fire safety of fabrics. It is incorporated into fibers and textiles to provide a protective layer that can slow down the spread of flames and reduce the risk of fire in clothing, upholstery, and other textile products.
Used in Electrical Components Industry:
In the electrical components industry, 2,2'-dibromo-4,4'-di-tert-butylbiphenyl is used as a flame retardant to enhance the safety of electrical devices. Its addition to materials used in the production of wires, cables, and circuit boards helps to prevent the ignition of these components and reduce the risk of electrical fires.

Check Digit Verification of cas no

The CAS Registry Mumber 70728-93-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,0,7,2 and 8 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 70728-93:
(7*7)+(6*0)+(5*7)+(4*2)+(3*8)+(2*9)+(1*3)=137
137 % 10 = 7
So 70728-93-7 is a valid CAS Registry Number.

70728-93-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-bromo-1-(2-bromo-4-tert-butylphenyl)-4-tert-butylbenzene

1.2 Other means of identification

Product number -
Other names 4,4'-di-tert-butyl-2,2'-dibromobiphenyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:70728-93-7 SDS

70728-93-7Synthetic route

4,4'-di-tert-butylbiphenyl
1625-91-8

4,4'-di-tert-butylbiphenyl

2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

Conditions
ConditionsYield
Stage #1: 4,4'-di-tert-butylbiphenyl With iron In dichloromethane
Stage #2: With bromine In dichloromethane at 0℃; for 2h;
78%
With bromine; iron In dichloromethane at 30℃; for 3h; Inert atmosphere;75%
With bromine; iron In dichloromethane at 20℃; for 2h;63%
4,4'-di-tert-butylbiphenyl
1625-91-8

4,4'-di-tert-butylbiphenyl

A

2-bromo-4,4'-di-tert-butylbiphenyl
70728-89-1

2-bromo-4,4'-di-tert-butylbiphenyl

B

2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

Conditions
ConditionsYield
With n-butyllithium; potassium tert-butylate; bromine In hexaneA 49%
B 36%
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

dibutyltin chloride
683-18-1

dibutyltin chloride

3,7-di-tert-butyl-5,5-dibutyl-5H-dibenzo[b,d]stannole
121772-26-7

3,7-di-tert-butyl-5,5-dibutyl-5H-dibenzo[b,d]stannole

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium In diethyl ether; hexane at 20℃; for 2h;
Stage #2: dibutyltin chloride In diethyl ether at 20℃;
85%
With t-buthyl lithium In diethyl ether prepn. of 4,4'-bis(t-butyl)-2,2'-dilithio-biphenyl in ether at 0°Cstirring at room temp. for 5h, this soln. was added to di-n-butyltindichloride in ether(1h, room temp.); after 2h hydrolyse, etherlayer over Na2SO4, evapn., crystn. from methanol, elem.anal., IR, NMR;68%
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium In diethyl ether at -196.16 - 20℃; for 2h; Inert atmosphere;
Stage #2: dibutyltin chloride In diethyl ether at 20℃; Inert atmosphere;
42.6%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

dimesitylfluoroborane
436-59-9

dimesitylfluoroborane

lithium 3,3’-di-tert-butyl-5,5-dimesityl-5H-dibenzo[b,d]borol-5-ide

lithium 3,3’-di-tert-butyl-5,5-dimesityl-5H-dibenzo[b,d]borol-5-ide

Conditions
ConditionsYield
Stage #1: n-butyllithium; 2,2′-dibromo-4,4′-di-tert-butylbiphenyl In tetrahydrofuran; diethyl ether at -78 - 25℃; for 5h; Schlenk technique; Inert atmosphere;
Stage #2: dimesitylfluoroborane In tetrahydrofuran; diethyl ether at 25℃; Schlenk technique; Inert atmosphere;
81%
3,3,3-trifluoro-2-phenylpropene
384-64-5

3,3,3-trifluoro-2-phenylpropene

2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

3,9-di-tert-butyl-7-fluoro-6-phenyl-5H-dibenzo[a,c][7]annulene

3,9-di-tert-butyl-7-fluoro-6-phenyl-5H-dibenzo[a,c][7]annulene

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium; cerium(III) chloride; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: 3,3,3-trifluoro-2-phenylpropene In tetrahydrofuran at 20 - 55℃; for 4.25h; Inert atmosphere;
80%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

bis(p-tolyl)boron chloride
13272-74-7

bis(p-tolyl)boron chloride

lithium 3,3’-di-tert-butyl-5,5-ditolyl-5H-dibenzo[b,d]borol-5-ide

lithium 3,3’-di-tert-butyl-5,5-ditolyl-5H-dibenzo[b,d]borol-5-ide

Conditions
ConditionsYield
Stage #1: n-butyllithium; 2,2′-dibromo-4,4′-di-tert-butylbiphenyl In tetrahydrofuran; diethyl ether at -78 - 25℃; for 5h; Schlenk technique; Inert atmosphere;
Stage #2: bis(p-tolyl)boron chloride In tetrahydrofuran; diethyl ether at 25℃; Schlenk technique; Inert atmosphere;
77%
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

A

2,2',7,7'-tetra-tert-butyl-9,9'-spirobi[9H-9-silafluorene]

2,2',7,7'-tetra-tert-butyl-9,9'-spirobi[9H-9-silafluorene]

B

4,4'-di-tert-butylbiphenyl
1625-91-8

4,4'-di-tert-butylbiphenyl

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With magnesium In tetrahydrofuran; ethylene dibromide at 20℃; for 16h;
Stage #2: With (teeda)*H2SiCl2 In tetrahydrofuran; dichloromethane at 20℃; for 48h;
A 74%
B n/a
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

dimethyl(phenyl)(3,3,3-trifluoropropan-1-en-2-yl)silane
535975-23-6

dimethyl(phenyl)(3,3,3-trifluoropropan-1-en-2-yl)silane

(3,9-di-tert-butyl-7-fluoro-5H-dibenzo[a,c][7]annulen-6-yl)dimethyl(phenyl)silane

(3,9-di-tert-butyl-7-fluoro-5H-dibenzo[a,c][7]annulen-6-yl)dimethyl(phenyl)silane

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium; cerium(III) chloride; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: dimethyl(phenyl)(3,3,3-trifluoropropan-1-en-2-yl)silane In tetrahydrofuran at 20 - 55℃; for 4.25h; Inert atmosphere;
72%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

(mesityl)(tolyl) methoxyborane

(mesityl)(tolyl) methoxyborane

lithium 3,3’-di-tert-butyl-5-mesityl-5-tolyl-5H-dibenzo[b,d]borol-5-ide

lithium 3,3’-di-tert-butyl-5-mesityl-5-tolyl-5H-dibenzo[b,d]borol-5-ide

Conditions
ConditionsYield
Stage #1: n-butyllithium; 2,2′-dibromo-4,4′-di-tert-butylbiphenyl In tetrahydrofuran; diethyl ether at -78 - 25℃; for 5h; Schlenk technique; Inert atmosphere;
Stage #2: (mesityl)(tolyl) methoxyborane In tetrahydrofuran; diethyl ether at 25℃; Schlenk technique; Inert atmosphere;
62%
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,2'-diformyl-4,4'-di-tert.-butylbiphenyl

2,2'-diformyl-4,4'-di-tert.-butylbiphenyl

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
61%
tetrahydrofuran
109-99-9

tetrahydrofuran

2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

2C16H32LiO4(1+)*C60H72Zr(2-)

2C16H32LiO4(1+)*C60H72Zr(2-)

Conditions
ConditionsYield
Stage #1: tetrahydrofuran; 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium at -78 - -30℃; Inert atmosphere;
Stage #2: With zirconocene dichloride In tetrahydrofuran at -30 - 20℃; Inert atmosphere;
58%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

2,7-di-tert-butyl-9H-9-methylsilafluorene
1373161-09-1

2,7-di-tert-butyl-9H-9-methylsilafluorene

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃; for 5h; Inert atmosphere;
Stage #2: Dichloromethylsilane In diethyl ether; pentane at 0 - 20℃; Inert atmosphere;
58%
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

dichlorodiethyldithiocarbamate gold(III)
62109-87-9

dichlorodiethyldithiocarbamate gold(III)

[(5,5′-bis(tert-butyl)-2,2′-biphendiyl)](κ2-S-diethyldithiocarbamate)gold(III)

[(5,5′-bis(tert-butyl)-2,2′-biphendiyl)](κ2-S-diethyldithiocarbamate)gold(III)

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium In diethyl ether; hexane at -78℃;
Stage #2: dichlorodiethyldithiocarbamate gold(III) In diethyl ether; hexane at -78 - 20℃; for 0.75h;
57%
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

trimethyltin(IV)chloride
1066-45-1

trimethyltin(IV)chloride

9,9-dimethyl-2,7-di(t-butyl)-9-stannafluorene
1353534-43-6

9,9-dimethyl-2,7-di(t-butyl)-9-stannafluorene

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium In tetrahydrofuran at -78℃; for 1.26667h; Inert atmosphere;
Stage #2: trimethyltin(IV)chloride In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
54%
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

boron trichloride
10294-34-5

boron trichloride

2,8-di-tert-butyl-5-chloro-5H-dibenzo[b,d]borole

2,8-di-tert-butyl-5-chloro-5H-dibenzo[b,d]borole

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium In hexane; benzene for 96h; Inert atmosphere; Heating;
Stage #2: boron trichloride In hexane; pentane; benzene at 0 - 25℃; for 12h; Inert atmosphere;
36%
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

Conditions
ConditionsYield
With aluminium trichloride In benzene
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

A

4,4'-di-tert-butylbiphenyl
1625-91-8

4,4'-di-tert-butylbiphenyl

B

2-bromo-4,4'-di-tert-butylbiphenyl
70728-89-1

2-bromo-4,4'-di-tert-butylbiphenyl

Conditions
ConditionsYield
With water; magnesium; ethylene dibromide In tetrahydrofuran at 74.7℃; Product distribution; variation of reagent and conditions;
With magnesium In tetrahydrofuran; ethylene dibromide for 0.5h;A 57 %Chromat.
B 14.5 %Chromat.
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

A

4,4'-di-tert-butylbiphenyl
1625-91-8

4,4'-di-tert-butylbiphenyl

B

2,7-di-tert-butyl-9,9-dimethyl-9H-9-silafluorene

2,7-di-tert-butyl-9,9-dimethyl-9H-9-silafluorene

Conditions
ConditionsYield
With magnesium; ethylene dibromide In tetrahydrofuran at 74.7℃; Product distribution; variation of reagent and conditions;
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

2,7-di-tert-butyl-9,9-dimethyl-9H-9-silafluorene

2,7-di-tert-butyl-9,9-dimethyl-9H-9-silafluorene

Conditions
ConditionsYield
With tetrahydrofuran; diethyl ether; 0 deg C
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

2,6,2',6'-Tetrabromo-4,4'-di-tert-butyl-biphenyl
180404-94-8

2,6,2',6'-Tetrabromo-4,4'-di-tert-butyl-biphenyl

A

2,7,10,15-Tetra-tert-butyl-tetraphenylene

2,7,10,15-Tetra-tert-butyl-tetraphenylene

B

1,16-Dibromo-3,6,11,14-tetra-tert-butyl-tetraphenylene

1,16-Dibromo-3,6,11,14-tetra-tert-butyl-tetraphenylene

C

1,8,9,16-Tetrabromo-3,6,11,14-tetra-tert-butyl-tetraphenylene

1,8,9,16-Tetrabromo-3,6,11,14-tetra-tert-butyl-tetraphenylene

Conditions
ConditionsYield
Yield given. Multistep reaction;
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

2,7,10,15-Tetra-tert-butyl-tetraphenylene

2,7,10,15-Tetra-tert-butyl-tetraphenylene

Conditions
ConditionsYield
With tert.-butyl lithium; copper(ll) bromide 1.) pentane, ether, -78 deg C, 2 h, 2.) -78 deg C to r.t., 12 h; Yield given. Multistep reaction;
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

A

2,2',7,7'-tetra-tert-butyl-9,9'-spirobi[9H-9-silafluorene]

2,2',7,7'-tetra-tert-butyl-9,9'-spirobi[9H-9-silafluorene]

B

2,7-di-tert-butyl-9H-9-silafluorene
121441-89-2

2,7-di-tert-butyl-9H-9-silafluorene

C

4,4'-di-tert-butylbiphenyl
1625-91-8

4,4'-di-tert-butylbiphenyl

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With magnesium In tetrahydrofuran; ethylene dibromide for 0.5h;
Stage #2: With (teeda)*H2SiCl2 In tetrahydrofuran; dichloromethane; ethylene dibromide
A 65 mg
B n/a
C n/a
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

C80H80

C80H80

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 1.27 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: bis(tri-t-butylphosphine)palladium(0) / tetrahydrofuran / 120 °C / Microwave irradiation
View Scheme
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

3,7-di-tert-butyl-5-chloro-5H-dibenzo[b,d]phosphole

3,7-di-tert-butyl-5-chloro-5H-dibenzo[b,d]phosphole

Conditions
ConditionsYield
Stage #1: 2,2′-dibromo-4,4′-di-tert-butylbiphenyl With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at 0 - 20℃; Inert atmosphere;
Stage #2: With diethylphosphoramidous dichloride In diethyl ether; hexane at -78 - 20℃; Inert atmosphere;
Stage #3: With hydrogenchloride In diethyl ether; hexane at 0℃; for 1.5h;
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

C29H36NOP

C29H36NOP

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
1.3: 1.5 h / 0 °C
2.1: n-butyllithium / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
View Scheme
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

6-(3,7-di-tert-butyl-5H-benzo[b]phosphindol-5-yl)pyridin-2(1H)-one
1616969-94-8

6-(3,7-di-tert-butyl-5H-benzo[b]phosphindol-5-yl)pyridin-2(1H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
1.3: 1.5 h / 0 °C
2.1: n-butyllithium / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
3.1: formic acid / 2 h / 20 °C
View Scheme
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

N-(6-(3,7-di-tert-butyl-5H-benzo[b]phosphindol-5-yl)pyridin-2-yl)pivalamide
1616969-95-9

N-(6-(3,7-di-tert-butyl-5H-benzo[b]phosphindol-5-yl)pyridin-2-yl)pivalamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
1.3: 1.5 h / 0 °C
2.1: n-butyllithium / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
View Scheme
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

C33H38NOP

C33H38NOP

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
1.3: 1.5 h / 0 °C
2.1: n-butyllithium / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
View Scheme
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

3-(3,7-di-tert-butyl-5H-benzo[b]phosphindol-5-yl)isoquinolin-1(2H)-one
1616969-96-0

3-(3,7-di-tert-butyl-5H-benzo[b]phosphindol-5-yl)isoquinolin-1(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
1.3: 1.5 h / 0 °C
2.1: n-butyllithium / diethyl ether; hexane / 0 - 20 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
3.1: formic acid / 2 h / 20 °C
View Scheme
2,2′-dibromo-4,4′-di-tert-butylbiphenyl
70728-93-7

2,2′-dibromo-4,4′-di-tert-butylbiphenyl

3,8-di(tert-butyl)-6-phenylphenanthridine

3,8-di(tert-butyl)-6-phenylphenanthridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: n-butyllithium / diethyl ether; hexane / 2 h / 0 - 20 °C / Inert atmosphere
2: tetrahydrofuran / 3 h / -78 - 20 °C / Inert atmosphere
3: toluene / 36 h / 20 °C / Inert atmosphere
View Scheme

70728-93-7Upstream product

70728-93-7Relevant academic research and scientific papers

Simultaneous expansion of 9,10 boron-doped anthracene in longitudinal and lateral directions

John, Alexandra,Kirschner, Sven,Fengel, Melina K.,Bolte, Michael,Lerner, Hans-Wolfram,Wagner, Matthias

supporting information, p. 1871 - 1877 (2019/02/28)

Doubly boron-doped anthracenes and pentacenes have been longitudinally and laterally expanded through annulation of thiophene or benzene rings. The obtained series of closely related compounds allowed an assessment of key structure-property relationships with a focus on optoelectronic characteristics. Most of the products are benchtop-stable blue emitters and capable of accepting two electrons in a reversible manner. The syntheses involved late-stage modifications through photocyclization or stepwise oxidative C-C coupling (DDQ/BF3·Et2O) as well as cyclocondensation of ortho-disilylated or -diborylated aryl building blocks.

Strongly Luminescent Cyclometalated Gold(III) Complexes Supported by Bidentate Ligands Displaying Intermolecular Interactions and Tunable Emission Energy

Chan, Kaai Tung,Tong, Glenna So Ming,Wan, Qingyun,Cheng, Gang,Yang, Chen,Che, Chi-Ming

supporting information, p. 2104 - 2120 (2017/08/23)

A series of charge-neutral AuIII complexes, which comprise a dicarbanionic C-deprotonated biphenyl ligand and bidentate ancillary ligands ([Au(C^C)(L^X)]; L^X=β-diketonate and relatives (O^O), quinolinolate and relatives (N^O), and diphosphino (P^P) ligands), were prepared. All the complexes are emissive in degassed CH2Cl2 solutions and in thin-film samples with Φem up to 18 and 35 %, respectively, except for 5 and 6, which bear (N^O)-type ancillary ligands. Variation of the electronic characteristics of the β-diketonate ancillary ligand was demonstrated to be a viable route for tuning the emission color from blue-green (peak λem at ca. 466 nm for 1 and 2; 501 nm for 4 a and 4 b) to orange (peak λem at 585 nm for 3), in contrast to the common observations that the ancillary ligand has a negligible effect on the excited-state energy of the AuIII complexes reported in the literature. DFT/time-dependent (TD) DFT calculations revealed that the energies of the 3ππ*(C^C) and the 3ILCT(O^O) excited states (ILCT=intraligand charge transfer) switch in order on going from O^O=acetylacetonate (acac) to aryl-substituted β-diketonate ligands. Solution-processed and vacuum-deposited organic light-emitting diode (OLED) devices of selected complexes were prepared. The vacuum-deposited OLED fabricated with 2 displays a sky-blue emission with a maximum external quantum efficiency (EQE) of 6.71 % and CIE coordinates of (0.22, 0.40). The crystal structures of 7 and 9 reveal short intermolecular AuIII???AuIII contacts, with intermetal distances of 3.408 and 3.453 ?, respectively. DFT/TDDFT calculations were performed on 7 and 9 to account for the noncovalent interactions. Solid samples of 1, 3, and 9 exhibit excimeric emission at room temperature, which is rarely reported in AuIII complexes.

Synthesis of ladder-type graphene ribbon oligomers from pyrene units

Liu, Feng,Shen, Xiaoxiao,Wu, Yonggang,Bai, Libin,Zhao, Hongchi,Ba, Xinwu

supporting information, p. 4157 - 4161 (2016/08/24)

A series of ladder-type graphene ribbon oligomers have been synthesized through DDQ/acid-mediated oxidative cyclization. The oligomers present a bright blue light emission, and the new oligomers were clearly characterized by NMR and MALDI-TOF.

Gold(iii) compounds containing a chelating, dicarbanionic ligand derived from 4,4′-di-tert-butylbiphenyl

David,Monkowius,Rust,Lehmann,Hyzak,Mohr

, p. 11059 - 11066 (2014/07/08)

An oligomeric gold(iii) compound containing dicarbanionic chelating 4,4′-di-tert-butylbiphenyl was prepared via transmetallation using the corresponding organotin(iv) compound. The reactivity of the chloro-bridged oligomer with various species including neutral N-, P-, and C-donor ligands as well as monoanionic S- and Se-ligands was investigated. Some of the products were characterised by X-ray crystallography. The photophysical properties of two derivatives were studied.

The superbase-mediated pairwise substitution of the 2,2′- and 6,6′-positions in a biphenyl derivative

Schlosser, Manfred,Mangano, Guiseppe,Leroux, Frederic

, p. 1014 - 1017 (2007/10/03)

The superbasic mixture of butyllithium and potassium tertbutoxide is powerful enough to enable the double proton abstraction from one ortho and one ortho′ position of 4,4′-di-tert-butylbiphenyl. In this way, a series of functionalized derivatives becomes readily accessible, among them 4,4′-di-tert-butylbiphenyldiyl-2,2′-dicarboxylic acid (2a) and 4,4′-ditert-butylbiphenyl-2,2′-diol (2d). The latter compound can be subjected again to a superbase-promoted double metalation, thus giving rise to 2,2′,6,6′-tetrasubstituted biphenyl derivatives. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

NEW PRECURSORS TO SILAFLUORENES

Corey, Joyce Y.,Chang, Lihsueh S.

, p. 7 - 14 (2007/10/02)

Conversion of 2,2'-dibromo-4,4'-di-t-butylbiphenyl and o-bromo-o'-chlorobiphenyl to organometallic reagents suitable for reaction with Me2SiCl2 to produce silafluorene has been developed.

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