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2,6-Di-tert-butylpyridine
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Name

2,6-Di-tert-butylpyridine

 EINECS 209-557-6
CAS No. 585-48-8 Density 0.885 g/cm3
PSA 12.89000 LogP 3.67660
Solubility Miscible with alcohol, acetone, and hexane. Immiscible with water. Melting Point 2°C(lit.)
Formula C13H21N Boiling Point 208.5 °C at 760 mmHg
Molecular Weight 191.316 Flash Point 72.2 °C
Transport Information UN 3267 Appearance dark brown liquid
Safety 37/39-26-36/37/39-36 Risk Codes 36/37/38-22
Molecular Structure Molecular Structure of 585-48-8 (2,6-Di-tert-butylpyridine) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

Pyridine,2,6-di-tert-butyl- (6CI,7CI,8CI);2,6-Bis(1,1-dimethylethyl)pyridine;2,6-Di-tert-butylpyridine;NSC 175805;

Article Data 10

2,6-Di-tert-butylpyridine Synthetic route

5944-41-2

2-tert-butylpyridine

585-48-8

2,6-di-tert-butyl-pyridine

Conditions
ConditionsYield
With diethyl ether; tert.-butyl lithium; Petroleum ether
2525-19-1

1,2,6-trimethylpyridinium iodide

74-88-4

methyl iodide

A

6832-21-9

2,6-di(isopropyl)pyridine

B

5402-34-6

2-isopropyl-6-t-butylpyridine

C

585-48-8

2,6-di-tert-butyl-pyridine

D

74701-47-6

2-ethyl-6-isopropyl pyridine

Conditions
ConditionsYield
With sodium hydride 1.) Dioxan, 80 deg C, 1 h, then 100 deg C, 3 h, then heating, 2 h, 2.) 250-270 deg C; Multistep reaction;
With sodium hydride 1.) Dioxan, 80 deg C, 1 h, then 100 deg C, then 3 h, heating, 2 h, 2.) 250-270 deg C; Multistep reaction;
...Expand
85237-75-8

2,6-di-tert-butylpiperidine

585-48-8

2,6-di-tert-butyl-pyridine

Conditions
ConditionsYield
at 170℃; for 1h;40 %Spectr.

C39H49Cl2N3Ru

2,6-di-tert-butylpyridinium tetrafluoroborate

A

585-48-8

2,6-di-tert-butyl-pyridine

B

C68H88Cl4N4Ru2

C

pyridinium tetrafluoroborate

Conditions
ConditionsYield
In dichloromethane-d2 at 25℃; Equilibrium constant; Inert atmosphere; Sealed tube;

dichloro(N,N'-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene)(pyridine)ruthenium(II)

2,6-di-tert-butylpyridinium tetrafluoroborate

A

585-48-8

2,6-di-tert-butyl-pyridine

B

C56H64Cl4N4Ru2

C

pyridinium tetrafluoroborate

Conditions
ConditionsYield
In dichloromethane-d2 at -10℃; Equilibrium constant; Inert atmosphere; Sealed tube;
585-48-8

2,6-di-tert-butyl-pyridine

2C4H10O*C24BF20*H(1+)

1309604-77-0

2,6-di-tert-butylpyridininum tetrakis(pentafluorophenyl)borate

Conditions
ConditionsYield
In dichloromethane for 2h; Inert atmosphere;95%
585-48-8

2,6-di-tert-butyl-pyridine

15602-41-2

sodium hexacarbonylvanadate

104437-79-8

2,6-di-t-butylpyridinium hexacarbonylvanadate

Conditions
ConditionsYield
In water N2-atmosphere; pH=4-5; filtration, drying (over P4O10, reduced pressure); elem. anal.;93%
585-48-8

2,6-di-tert-butyl-pyridine

(pentafluorophenyl)xenon(II) hexafluoroarsenate

175907-31-0

[C6F5Xe(C5H3(C(CH3)3)2N)](1+)*[AsF6](1-)=[C6F5Xe(C5H3(C(CH3)3)2N)][AsF6]

Conditions
ConditionsYield
In dichloromethane; acetonitrile Ar atm.; 10% excess of base, stirring (-78°C), pptn.; decantation, washing (CH2Cl2, -78°C), drying (8 h, -40°C, 0.1 mbar);92%
In water Ar atm.; equimolar ratio, stirring (0°C), pptn.; decantation, washing (CH2Cl2, 0°C), drying (8 h, -20°C, 0.1 mbar);70%
In dichloromethane Ar atm.; 10% excess of base, stirring (-78°C, 3 h); decantation, washing (CH2Cl2, -40°C), drying (vac., 8 h, -40°C, 0.1 mbar);61%
585-48-8

2,6-di-tert-butyl-pyridine

358-23-6

trifluoromethylsulfonic anhydride

1301256-39-2

2-(4-(N-methyl-N-tert-butoxycarbonylamino)phenyl)benzo[d]thiazol-6-ol

2-(4-(N-methyl-N-tert-butoxycarbonylamino)phenyl)-6-trifluoromethanesulfonyloxybenzo[d]thiazole

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;92%
585-48-8

2,6-di-tert-butyl-pyridine

1493-13-6

trifluorormethanesulfonic acid

134967-72-9

2,6-di-tert-butylpyridin-1-ium trifluoromethanesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃;91%
In dichloromethane at 0℃; for 0.0833333h;90%
In dichloromethane at 22 - 26℃; for 0.75h; Inert atmosphere;90%

2,6-Di-tert-butylpyridine Specification

The Pyridine, 2, 6-bis(1, 1-dimethylethyl)-, with the CAS registry number of 585-48-8, is also known as 2, 6-Bis(1, 1-dimethylethyl)pyridine. It belongs to the product categories of Pyridines, Pyrimidines, Purines and Pteredines; Heterocyclic Compounds; C9 to C46; Heterocyclic Building Blocks; Pyridines. Its EINECS registry number is 209-557-6. This chemical's molecular formula is C13H21N and molecular weight is 191.31. What's more, its IUPAC name is 2, 6-Ditert-butylpyridine. Besides, you must use this chemical in fume hood. Meanwhile, it should be avoided contact with strong acids, strong oxidizing agents.

Physical properties about Pyridine, 2, 6-bis(1, 1-dimethylethyl)- are: (1)ACD/LogP: 4.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.31; (4)ACD/LogD (pH 7.4): 4.07; (5)ACD/BCF (pH 5.5): 123.61; (6)ACD/BCF (pH 7.4): 724.15; (7)ACD/KOC (pH 5.5): 649.93; (8)ACD/KOC (pH 7.4): 3807.46; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 12.89 Å2; (13)Index of Refraction: 1.477; (14)Molar Refractivity: 61.11 cm3; (15)Molar Volume: 216 cm3; (16)Surface Tension: 28.1 dyne/cm; (17)Density: 0.885 g/cm3; (18)Flash Point: 72.2 °C; (19)Enthalpy of Vaporization: 42.66 kJ/mol; (20)Boiling Point: 208.5 °C at 760 mmHg; (21)Vapour Pressure: 0.307 mmHg at 25 °C.

Uses: it is used to produce other chemicals. For example, it is used to produce 2, 6-Di-tert-butylpyridine hydrotriflate. This reaction needs solvent CH2Cl2. The reaction time is 5 minutes with reaction temperature of 0 °C. The yield is about 90 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. In addition, this chemical is harmful if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: n1c(cccc1C(C)(C)C)C(C)(C)C
(2) InChI: InChI=1/C13H21N/c1-12(2,3)10-8-7-9-11(14-10)13(4,5)6/h7-9H,1-6H3
(3) InChIKey: UWKQJZCTQGMHKD-UHFFFAOYAA

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