CAS 585-48-8 2,6-Di-tert-butylpyridine (HCID 68510)

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Basic information

CAS: 585-48-8
Standard SMILES: CC(C)(C)c1cccc(C(C)(C)C)n1
InChIKey: UWKQJZCTQGMHKD-UHFFFAOYSA-N
Molecular formula: C13H21N
Average molar mass: 191.31 g/mol
Monoisotopic mass: 191.16739967

Overview

2,6-di-tert-butylpyridine is a member of pyridines.

Names & identifiers

Preferred name: 2,6-Di-tert-butylpyridine
IUPAC: 2,6-ditert-butylpyridine
English name: 2,6-Di-tert-butylpyridine
Molecular formula: C13H21N
Molecular weight: 191.31

Names & synonyms

2,6-Di-tert-butylpyridine585-48-8Pyridine, 2,6-bis(1,1-dimethylethyl)-OI9LF0H4MMEINECS 209-557-6NSC-1758052,6-Bis(1,1-dimethylethyl)pyridineDTXSID80207217NSC 1758052,6-DI-TERT-BUTYLPYRIDINE [MI]RefChem:445275DTXCID80129708

Show more names

2,6-Bis(tert-butyl)pyridinePyridine, 2,6-di-tert-butyl-2,6-Di-tert-butylpyridine>2,6-DI-TERT-BUTYLPYRIDINE 97%2,6-Di-tert-butylpyridine ,96%2,6-DI-TERT-BUTYLPYRIDINE, >=97%

2,6Bis(1,1dimethylethyl)pyridine209-557-62,6-ditert-butylpyridine2,6-Di(tert-butyl)pyridine2,6-di-t-ButylpyridineMFCD000063062,6-DI-T-BUTYL PYRIDINENSC175805

Database identifiers

CAS: 585-48-8
PubChem CID: 68510
DTXSID: DTXSID80207217
ChEBI: CHEBI:183988
UNII: OI9LF0H4MM

Properties

Computed structural properties

XLogP: 4.1
Topological polar surface area: 12.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 162

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Pyridines

SpringerMaterials PropertiesBoiling point

LogP4.14

Vapor Pressure0.03 [mmHg]

Physical DescriptionLiquid; [Merck Index] Clear, dark brown liquid; [Aldrich MSDS]

Physicochemical properties

Melting point: 2 °C · 2°C(lit.)
Boiling point: 100 · 100-101 °C/23 mmHg (lit.)
Density: 0.852 g/mL · 0.852 g/mL at 25 °C (lit.)
refractive index: 1.472 · 1.472-1.474
Flash point: 72 °C · 72 °C
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Pyridine, 2,6-bis(1,1-dimethylethyl)-

Pyridine, 2,6-bis(1,1-dimethylethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Aldrich MSDS] See Pyridine.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
ridadr: 3267
hs_code: 29339900
risk_code: 36/37/38-22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 37/39-26-36/37/39-36
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

UsesProposed for use as an additive (lubricating oil and gasoline) and stabilizer (chlorine-containing polymers); [Merck Index]

Applications · 3 items

Uses2,6-Di-tert-butylpyridine is used in the preparation of 2, 6-di-tert-butylpyridine hydrotriflate. It is used as a proton scavenger to check the progress of the living polymerization of isobutylene. It is associated with cerric ammonium nitrate and used in the alfa-enolation of aldehydes. It is involved in the preparation of vinyl triflate using polymer-bound 2,6-di-tert-butylpyridine.

Uses2,6-Di-tert-butylpyridine was used as proton trapping agent to investigate the living polymerization of isobutylene. It was also used with cerric ammonium nitrate in the α-enolation of aldehydes leading to 1,4-dicarbonyl systems.

General DescriptionReactivity of 2,6-di-tert-butylpyridine with iron(III) tetraphenylporphyrin pi-cation radical has been examined by proton NMR spectroscopy. Reaction of 2,6-di-tert-butylpyridine with methyl iodide and methyl fluorosulfonate under high pressure has been reported.