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2,6-Di-tert-butyl-4-methylpyridine

CAS No.
38222-83-2
Chemical Name:
2,6-Di-tert-butyl-4-methylpyridine
Synonyms
DTBMP;Dibutylmethylpyridine;D2419;AB1003;AC-5133;AC1L40I3;Di-tert-butyl-4-Methylpyr;HVHZEKKZMFRULH-UHFFFAOYSA-N;2,6-Di-t-butyl-4-methylpyridine;2,6-DITERT-BTUYL-4-METHYLPYRIDINE
CBNumber:
CB1165928
Molecular Formula:
C14H23N
Molecular Weight:
205.34
MDL Number:
MFCD00006305
MOL File:
38222-83-2.mol
MSDS File:
SDS
Last updated:2023-06-21 21:49:59

2,6-Di-tert-butyl-4-methylpyridine Properties

Melting point 33-36 °C (lit.)
Boiling point 233 °C (lit.)
Density 1,476 g/cm3
refractive index n20/D 1.4763(lit.)
Flash point 183 °F
storage temp. 2-8°C
solubility ethanol: soluble5%, clear to slightly hazy, colorless to dark yellow
form Liquid or Low Melting Solid
pka 6.88±0.10(Predicted)
color brown
Water Solubility Sparingly soluble in water. Soluble in ethanol, acetic acid and diethyl ether.
Sensitive Air & Light Sensitive
BRN 130503
InChIKey HVHZEKKZMFRULH-UHFFFAOYSA-N
CAS DataBase Reference 38222-83-2(CAS DataBase Reference)
FDA UNII 83004E89V5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  26-37/39
WGK Germany  3
8-10-23
HS Code  29333990
NFPA 704
3
2 0

2,6-Di-tert-butyl-4-methylpyridine price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 249505 2,6-Di-tert-butyl-4-methylpyridine 98% 38222-83-2 5g $140 2024-03-01 Buy
Sigma-Aldrich 249505 2,6-Di-tert-butyl-4-methylpyridine 98% 38222-83-2 1g $46.7 2023-06-20 Buy
TCI Chemical D2419 2,6-Di-tert-butyl-4-methylpyridine >98.0%(GC)(T) 38222-83-2 5g $131 2024-03-01 Buy
TCI Chemical D2419 2,6-Di-tert-butyl-4-methylpyridine >98.0%(GC)(T) 38222-83-2 25g $437 2024-03-01 Buy
Alfa Aesar L14143 2,6-Di-tert-butyl-4-methylpyridine, 97% 38222-83-2 1g $36.65 2024-03-01 Buy
Product number Packaging Price Buy
249505 5g $140 Buy
249505 1g $46.7 Buy
D2419 5g $131 Buy
D2419 25g $437 Buy
L14143 1g $36.65 Buy

2,6-Di-tert-butyl-4-methylpyridine Chemical Properties,Uses,Production

Chemical Properties

light yellow powder

Uses

2,6-Di-tert-butyl-4-methylpyridine has been used:

  • in the synthesis of 1,2-dihydro-2-silanaphthalene derivatives
  • as base in PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives
  • diastereoselective synthesis of β-thiomannopyranosides

Uses

2,6-Di-tert-butyl-4-methylpyridine is used for the generation of enol triflates from ketones using trifluoromethanesulfonic anhydride. It is also used in the synthesis of 1,2-dihydro-2-silanaphthalene derivatives, as base in PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives and in diastereoselective synthesis of β-thiomannopyranosides.

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 3034, 1976 DOI: 10.1021/jo00880a027

General Description

2,6-Di-tert-butyl-4-methylpyridine is a sterically hindered, non-nucleophilic base which distinguishes between protonic and Lewis acids. It also enables the direct high-yield conversion of aldehydes and ketones to vinyl triflates. It inhibits desilylation and hydration of the products during GaCl3-catalyzed ortho-ethynylation of phenol.

Purification Methods

A possible impurity is 2,6-di-tert-butyl-4-neopentylpyridine. Attempts to remove coloured impurities directly by distillation, acid-base extraction or treatment with activated charcoal were unsuccessful. Pure material is obtained by dissolving 0.3mole of the alkylpyridine in pentane (150mL) and introducing it at the top of a cold water jacketed chromatographic column (40 x 4.5cm) (cooling is necessary because the base in pentane reacts exothermically with alumina) containing activated and acidic alumina (300g). The column is eluted with pentane using a 1L constant pressure funnel fitted at the top of the column to provide slight pressure. All the pyridine is obtained in the first two litres of eluent (the progress of elution is monitored by spotting a fluorescent TLC plate and examining under short wave UV light—a dark blue spot is evidence for the presence of the alkylpyridine). Elution is complete in 1hour. Pentane is removed on a rotovap with 90-93% recovery yielding a liquid which solidifies on cooling, m 31-32o, and the base can be distilled. The HPtCl6 salt has m 213-314o(dec), and the CF3SO3H salt has m 202.5-203.5o (from CH2Cl2). [Anderson & Stang Org Synth Coll Vol VII 144 1981, Beilstein 20/6 V 190.]

585-48-8
38222-83-2
Synthesis of 2,6-Di-tert-butyl-4-methylpyridine from 2,6-DI-TERT-BUTYLPYRIDINE

2,6-Di-tert-butyl-4-methylpyridine Preparation Products And Raw materials

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Suzhou Ryan Pharmachem Technology Co.,Ltd.
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Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2995 58

View Lastest Price from 2,6-Di-tert-butyl-4-methylpyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,6-Di-tert-butyl-4-methylpyridine pictures 2023-06-22 2,6-Di-tert-butyl-4-methylpyridine
38222-83-2
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
2,6-Di-tert-butyl-4-methylpyridine pictures 2023-05-18 2,6-Di-tert-butyl-4-methylpyridine
38222-83-2
US $100.00 / kg 1kg 99% 100 tons Hebei Duling International Trade Co. LTD
2,6-Di-tert-butyl-4-methylpyridine pictures 2023-05-09 2,6-Di-tert-butyl-4-methylpyridine
38222-83-2
US $0.00-0.00 / kg 1kg 98% kg grade Suzhou Ryan Pharmachem Technology Co.,Ltd.
2,6-DI-TERT-BUTYL-4-METHYLPYRIDINE 4-Methyl-2,6-di-tert-butylpyridine 2,6-Di-tert-butyl-4-methylpyridine,98% 2,6-Bis(tert-butyl)-4-methylpyridine 2,6-Di-tert-butyl-4-Methylpyridine, 98% 5GR Pyridine, 2,6-bis(1,1-dimethylethyl)-4-methyl- 2,6-DITERT-BTUYL-4-METHYLPYRIDINE 2,6-Bis(1,1-dimethylethyl)-4-methylpyridine 2,6-Di-tert-butyl-4-methylpyridin 2,6-DI-TERT-BUTYL-4-METHYLPYRIDINE,97+% Di-tert-butyl-4-Methylpyr 2,6- tert butyl-4- Methylpyridine 2,6-Di-tert-butyl-4-methylpyridine 2,6-Di-tert-butil-4-metilpiridina 2,6-Di-t-butyl-4-methylpyridine 2,6-Di-tert-butyl-4-methylpyridine> 2,6-Di-tert-butyl-4-methylpyridine ISO 9001:2015 REACH Dibutylmethylpyridine DTBMP AB1003 AC1L40I3 AC-5133 D2419 HVHZEKKZMFRULH-UHFFFAOYSA-N 38222-83-2 3822-83-2 C9 to C46 Building Blocks Heterocyclic Building Blocks Pyridines Heterocycle-Pyridine series C9 to C46 Heterocyclic Building Blocks Pyridines Pyridine series Building Blocks C13 to C40 Chemical Synthesis Heterocyclic Building Blocks 38222-83-2