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2,2'-Bipyridine,4,4'-bis(1,1-dimethylethyl)-
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Name

2,2'-Bipyridine,4,4'-bis(1,1-dimethylethyl)-

 EINECS N/A
CAS No. 72914-19-3 Density 0.977 g/cm3
PSA 25.78000 LogP 4.73860
Solubility N/A Melting Point 159-161 °C(lit.)
Formula C18H24N2 Boiling Point 395.4 °C at 760 mmHg
Molecular Weight 268.402 Flash Point 150.2 °C
Transport Information N/A Appearance N/A
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 72914-19-3 (4 4'-DI-TERT-BUTYL-2 2'-DIPYRIDYL 98) Hazard Symbols IrritantXi
Synonyms

4,4'-Bis(t-butyl)-2,2'-bipyridine;4,4'-Bis(tert-butyl)-2,2'-bipyridine;4,4'-Di-t-butyl-2,2'-bipyridyl;4,4'-Di-tert-butyl-2,2'-bipyridine;4,4'-Di-tert-butyl-2,2'-bipyridyl;4,4'-Di-tert-butyl-2,2'-dipyridyl;4,4'-Di-tert-butylbipyridine;BBBPY;

Article Data 12

2,2'-Bipyridine,4,4'-bis(1,1-dimethylethyl)- Synthetic route

81167-60-4

2-chloro-4-(1,1-dimethylethyl)pyridine

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
With manganese; nickel(II) bromide trihydrate In N,N-dimethyl-formamide at 20 - 60℃; for 20h; Inert atmosphere;90%
3978-81-2

4-tert-butylpyridine

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
With sodium In tetrahydrofuran; paraffin oil at 50℃; for 6h;80%
With nickel In neat (no solvent) for 10h; Heating;63.7%
With sodium amide at 145℃; for 6h; Dimerization;6.79 g
3978-81-2

4-tert-butylpyridine

A

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

B

4,4',4-tri-tert-butyl-2,2':6',2-terpyridine

Conditions
ConditionsYield
With sodium In tetrahydrofuran; paraffin oil at 25℃; for 24h;A 78%
B 9%
Stage #1: 4-tert-butylpyridine With [(DippNacnac)Mg(2,2,6,6-tetramethylpiperidide)] In tetrahydrofuran at 70℃; Inert atmosphere;
Stage #2: Overall yield = 51 %; Overall yield = 55 mg;

6-ethoxy-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium tetrafluoroborate

A

1187755-05-0

2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazol-6-one

B

2,10-di-tert butyldipyrido[1,2-c:2',1'-e]imidazolium tetrafluoroborate

C

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
With sodium tetrahydroborate In water; acetonitrile at -30 - 20℃; Inert atmosphere;A 9 %Spectr.
B 77%
C n/a

tetramethylammonium tris(pyrazolyl)borate

(dtbpy)Ni(Ph)(CF3)

A

C16H15BF3N6Ni(1-)*C4H12N(1+)

B

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
In acetonitrile Inert atmosphere;A 71%
B n/a

tetramethylammonium tris(pyrazolyl)borate

(dtbpy)Ni(Ph)(CF3)

A

C11H13BF3N6Ni(1-)*C4H12N(1+)

B

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
In acetonitrile Inert atmosphere;A 41%
B n/a

6-ethoxy-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium tetrafluoroborate

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
With sodium trimethoxyborohydride In acetonitrile Inert atmosphere;
1268488-94-3

6-dimethylamino-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium chloride

A

2,10-di-tert butyldipyrido[1,2-c:2',1'-e]imidazolium tetrafluoroborate

B

2,2',10,10'-tetra-tert-butyl-6,6'-bis(dipyrido-[1,2-c;2',1'-e]imidazolium) bis-tetrafluoroborate

C

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere
2: acetonitrile / -35 - 20 °C / Inert atmosphere
3: sodium tetrahydroborate / acetonitrile / Inert atmosphere
View Scheme
1268488-94-3

6-dimethylamino-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium chloride

A

2,10-di-tert butyldipyrido[1,2-c:2',1'-e]imidazolium tetrafluoroborate

B

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere
2: acetonitrile / -35 - 20 °C / Inert atmosphere
3: sodium tetrahydroborate / acetonitrile / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere
2: acetonitrile / -35 - 20 °C / Inert atmosphere
3: sodium tetrahydroborate / water; acetonitrile / -30 - 20 °C / Inert atmosphere
View Scheme
1268488-94-3

6-dimethylamino-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium chloride

72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere
2: acetonitrile / -35 - 20 °C / Inert atmosphere
3: sodium trimethoxyborohydride / acetonitrile / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere
2: acetonitrile / -35 - 20 °C / Inert atmosphere
3: potassium hydride / acetonitrile / Inert atmosphere
View Scheme

2,2'-Bipyridine,4,4'-bis(1,1-dimethylethyl)- Specification

The 2,2'-Bipyridine,4,4'-bis(1,1-dimethylethyl)-, with the CAS registry number 72914-19-3, is also known as 4,4'-Di-tert-butyl-2,2' bipyridyl. It belongs to the product categories of C9 to C46; Heterocyclic Building Blocks; Pyridines. This chemical's molecular formula is C18H24N2 and molecular weight is 268.3966. Its systematic name is called 4,4'-di-tert-butyl-2,2'-bipyridine.

Physical properties of 2,2'-Bipyridine,4,4'-bis(1,1-dimethylethyl)-: (1)ACD/LogP: 4.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.5; (4)ACD/LogD (pH 7.4): 4.66; (5)ACD/BCF (pH 5.5): 1422.32; (6)ACD/BCF (pH 7.4): 2041.34; (7)ACD/KOC (pH 5.5): 5665.36; (8)ACD/KOC (pH 7.4): 8131.04; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 25.78 Å2; (13)Index of Refraction: 1.522; (14)Molar Refractivity: 83.8 cm3; (15)Molar Volume: 274.5 cm3; (16)Polarizability: 33.22×10-24cm3; (17)Surface Tension: 34.4 dyne/cm; (18)Density: 0.977 g/cm3; (19)Flash Point: 150.2 °C; (20)Enthalpy of Vaporization: 62.03 kJ/mol; (21)Boiling Point: 395.4 °C at 760 mmHg; (22)Vapour Pressure: 4.21E-06 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing when you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure: 
1.SMILES: n1ccc(cc1c2nccc(c2)C(C)(C)C)C(C)(C)C
2.InChI: InChI=1/C18H24N2/c1-17(2,3)13-7-9-19-15(11-13)16-12-14(8-10-20-16)18(4,5)6/h7-12H,1-6H3
3.InChIKey: TXNLQUKVUJITMX-UHFFFAOYAH

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