2,6-DI-TERT-BUTYLPYRIDINE
Overview Reference- Product Name
- 2,6-DI-TERT-BUTYLPYRIDINE
- CAS No.
- 585-48-8
- Chemical Name
- 2,6-DI-TERT-BUTYLPYRIDINE
- Synonyms
- 2,6-DI-T-BUTYLPYRIDINE;2,6-Bis(tert-butyl)pyridine;NSC 175805;2,6-DI-TERT-BUTYLPYRIDINE;Pyridine, 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%;2,6-Di-tert-butylpyridine
- CBNumber
- CB6293437
- Molecular Formula
- C13H21N
- Formula Weight
- 191.31
- MOL File
- 585-48-8.mol
2,6-DI-TERT-BUTYLPYRIDINE Property
- Melting point:
- 2°C(lit.)
- Boiling point:
- 100-101 °C/23 mmHg (lit.)
- Density
- 0.852 g/mL at 25 °C (lit.)
- refractive index
- 1.472-1.474
- Flash point:
- 72 °C
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Liquid
- pka
- 3.58(at 25℃)
- Specific Gravity
- 0.852
- color
- Clear yellow
- Water Solubility
- Miscible with alcohol, acetone, and hexane. Immiscible with water.
- Merck
- 14,3036
- BRN
- 125886
- Dielectric constant
- 3.3900000000000001
- Stability:
- Stable. Combustible. Incompatible with strong acids, strong oxidizing agents.
- InChIKey
- UWKQJZCTQGMHKD-UHFFFAOYSA-N
- CAS DataBase Reference
- 585-48-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 36/37/38-22
- Safety Statements
- 37/39-26-36/37/39-36
- RIDADR
- 3267
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29339900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 219584
- Product name
- 2,6-Di-tert-butylpyridine
- Purity
- ≥97%
- Packaging
- 1g
- Price
- $54.6
- Updated
- 2024/03/01
- Product number
- 219584
- Product name
- 2,6-Di-tert-butylpyridine
- Purity
- ≥97%
- Packaging
- 5g
- Price
- $193
- Updated
- 2024/03/01
- Product number
- D1804
- Product name
- 2,6-Di-tert-butylpyridine
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $142
- Updated
- 2024/03/01
- Product number
- D1804
- Product name
- 2,6-Di-tert-butylpyridine
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $489
- Updated
- 2024/03/01
- Product number
- H55761
- Product name
- 2,6-Di-tert-butylpyridine, 97+%
- Packaging
- 1g
- Price
- $42.65
- Updated
- 2024/03/01
2,6-DI-TERT-BUTYLPYRIDINE Chemical Properties,Usage,Production
Overview
2,6-Di-tert-butylpyridine is a weak base 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. Since it was first synthesized by Brown and Kanner[1], 2,6-di-tert-butylpyridine has attracted the interest of many researchers because of its unusually low basicity: with its two-alkyl substituents, DTBP is nevertheless a weaker base than unsubstituted pyridine in aqueous solution. Brown and Kanner[1] and others[2] proposed that the abnormally low basicity of DTBP was caused by steric hindrance to hydration of DTBPH+. Recent determinations of gas-phase proton affinities of DTBP and other alkyl-substituted pyridines showed that the basicity of DTBP in the gas phase was normal[2, 3], which confirmed that its weak basicity in water was due to solvent effects on DTBP and (or) DTBPH+. A complete analysis of the thermodynamic cycles linking the protonation processes of DTBP and other pyridines in the gas phase and in aqueous solution led Arnett and Chawla[2] to conclude that there was indeed some hindrance to the hydration of DTBPH+ as reflected in its abnormally low enthalpy of hydration. However, more recently Hopkins et al.[3], after investigating the protonation of additional tertbutylpyridines and repeating the thermodynamic determinations of Amett and Chawla[2] of DTBP, concluded from their new data that the hydration enthalpy of DTBPH+ was normal but that the corresponding entropy was abnormal; they suggested that the rotation of the water molecule attached to DTBPH+ and of -CMe3 was restricted. These results and conclusions were in agreement with the gas phase studies of Moet-Ner and Sieck[4] on the attachment of one water molecule to a series of pyridinium cations including DTBPH+.
Reference
- H. C. BROWN and B. KANNERJ. Am. Chem. Soc. 75, 3865 (1953).
- E. M. ARNETT and B. CHAWLAJ. Am. Chem. Soc. 101, 7141 (1979).
- H.P.HOPKINSD,.V.JAHAGIRDAP.RS,.MOULIKD,.H.AUE, H. M. WEBB,W. R. DAVIDSON and M. D. PEDLEY. J.. Am. Chem. Soc. 106,4341 (1984).
- M. MEOT-NEaRnd L. W. SIECK J. Am. Chem. Soc. 105, 2956 (1983)
Chemical Properties
dark brown liquid
Uses
2,6-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.
Uses
2,6-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.
Definition
ChEBI: 2,6-di-tert-butylpyridine is a member of pyridines.
General Description
Reactivity 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.
Purification Methods
Redistil it from KOH pellets. [Beilstein 20 III/IV 2868.]
2,6-DI-TERT-BUTYLPYRIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,6-DI-TERT-BUTYLPYRIDINE manufacturers
- Product
- 2,6-DI-TERT-BUTYLPYRIDINE 585-48-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-12-06
- Product
- 2,6-DI-TERT-BUTYLPYRIDINE 585-48-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2024-08-12
- Product
- 2,6-DI-TERT-BUTYLPYRIDINE 585-48-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 10kg
- Purity
- 98%
- Supply Ability
- hundred kgs grade
- Release date
- 2023-05-08