ChemicalBook > CAS DataBase List > 2-(2-Methylpropyl)pyridine

2-(2-Methylpropyl)pyridine

Product Name
2-(2-Methylpropyl)pyridine
CAS No.
6304-24-1
Chemical Name
2-(2-Methylpropyl)pyridine
Synonyms
FEMA 3370;FEMA NUMBER 3370;2-ISOBUTYLPYRIDINE;2-(2-METHYLPROPYL) PYRIDINE;Pyridine, 2-(2-methylpropyl)-
CBNumber
CB2454285
Molecular Formula
C9H13N
Formula Weight
135.21
MOL File
6304-24-1.mol
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2-(2-Methylpropyl)pyridine Property

Boiling point:
180-185 °C
Density 
0.899
FEMA 
3370 | 2-(2-METHYLPROPYL)PYRIDINE
storage temp. 
Inert atmosphere,Room Temperature
pka
5.83±0.19(Predicted)
Odor
at 0.10 % in dipropylene glycol. strong aromatic bell pepper
Odor Type
aromatic
JECFA Number
1311
LogP
2.60
CAS DataBase Reference
6304-24-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36/37/39
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
I786523
Product name
2-Isobutylpyridine
Packaging
100mg
Price
$75
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
FFG0002826
Product name
2-ISOBUTYLPYRIDINE
Purity
95.00%
Packaging
5MG
Price
$503.9
Updated
2021/12/16
Crysdot
Product number
CD11084107
Product name
2-Isobutylpyridine
Purity
95+%
Packaging
25g
Price
$398
Updated
2021/12/16
AHH
Product number
MT-16007
Product name
2-Isobutylpyridine
Purity
99%
Packaging
100g
Price
$455
Updated
2021/12/16
Chemenu
Product number
CM173984
Product name
2-Isobutylpyridine
Purity
95%
Packaging
10g
Price
$210
Updated
2021/12/16
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2-(2-Methylpropyl)pyridine Chemical Properties,Usage,Production

Description

May be prepared from 2-pycolyllithium and isopropyl bromide; from 2-methyl pyridine and isopropyl bromide in liquid ammonia in the presence of potassium metal and ferric nitrate.

Preparation

From β-picoline with NaNH2 and alkyl chloride or bromide.

Definition

ChEBI: 2-(2-Methylpropyl)pyridine is a member of pyridines.

Synthesis

100-71-0

823-96-1

622-39-9

6304-24-1

The methylation reaction was carried out by General Method 2 using 2-ethylpyridine and trimethylcyclotriboroxane as raw materials. Upon completion of the reaction, the products were purified by column chromatography to give two products: 21 (2-propylpyridine) as a colorless oil (19.1 mg, 79% yield) and 13a (2-isobutylpyridine) as a colorless oil (3.0 mg, 11% yield). The NMR data for 21 (2-propylpyridine) are as follows: 1H NMR (400 MHz, CDCl3) δ 8.53 (d, J = 4.8 Hz, 1H), 7.58 (td, J = 7.6, 1.6 Hz, 1H), 7.14 (d, J = 8.0 Hz, 1H), 7.11-7.08 (m, 1H), 2.77 (t, J = 7.6 Hz, 2H), 1.81-1.71 (m, 2H), 0.97 (t, J = 7.2 Hz, 3H). 13C NMR (100 MHz, CDCl3) δ 162.35, 149.26, 136.25, 122.83, 120.94, 40.49, 23.19, 13.94; HRMS (EI): calculated value C8H11N (M+) 121.0891, measured value 121.0893. The NMR data of 13a (2-isobutylpyridine) are as follows: 1H NMR (400 MHz, CDCl3) δ 8.53 (d, J = 4.4 Hz, 1H), 7.58 (td, J = 7.6, 1.6 Hz, 1H), 7.12-7.08 (m, 2H), 2.65 (d, J = 7.6 Hz, 2H), 2.15-2.05 (m, 1H), 0.93 (d, J = 6.8 Hz, 6H); 13C NMR (100 MHz). 13C NMR (100 MHz, CDCl3) δ 161.89, 149.50, 136.34, 123.81, 121.19, 47.93, 29.57, 22.74; HRMS (EI): calculated value C9H13N (M+) 135.1048, measured value 135.1046. Reaction conditions: in a 40 mL reaction tube, the substrate (0.2 mmol, 1 eq.), Pd(OAc)2 (4.5 mg, 0.02 mmol, 10 mol%), methyl cycloboroxane (55.7 μL, 0.4 mmol, 2 eq.), Cu(OAc)2 (72.8 mg, 0.4 mmol, 2 eq.) and benzoquinone (43.2 mg, 0.4 mmol, 2 eq.) were mixed together. 0.4 mmol, 2 eq.) were dissolved in 1 mL of acetic acid and reacted under oxygen atmosphere. The reaction tube was sealed with a PTFE-lined cap and the reaction mixture was stirred at 100 °C for 24 hours. After completion of the reaction, it was neutralized to pH=8-9 with 4N NaOH aqueous solution and then treated with 10 mL of saturated Na2S aqueous solution. The mixture was filtered through a diatomaceous earth pad and the diatomaceous earth was washed with 20 mL of dichloromethane. The filtrate was washed twice with saturated brine and the organic layer was dried with Na2SO4 and concentrated in vacuum. The residue was purified by silica gel column chromatography (eluent: hexane:ether=10:1) to give the methylated product.

References

[1] Journal of the American Chemical Society, 2006, vol. 128, # 39, p. 12634 - 12635
[2] Patent: WO2008/24953, 2008, A2. Location in patent: Page/Page column 6; 62; 67-68
[3] Patent: WO2008/24953, 2008, A2. Location in patent: Page/Page column 6; 62; 67-68

2-(2-Methylpropyl)pyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(2-Methylpropyl)pyridine Suppliers

Synerzine, Inc. (formerly Pyrazine Specialties, Inc. and CTC Organics)
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View Lastest Price from 2-(2-Methylpropyl)pyridine manufacturers

Career Henan Chemical Co
Product
2-Isobutylpyridine 6304-24-1
Price
US $1.00/KG
Min. Order
1KG
Purity
Min98% HPLC
Supply Ability
g/kg/ton
Release date
2020-02-03