ChemicalBook--->CAS DataBase List--->21252-69-7

21252-69-7

21252-69-7 Structure

21252-69-7 Structure
IdentificationBack Directory
[Name]

1-OCTYLIMIDAZOLE
[CAS]

21252-69-7
[Synonyms]

OIM
SKL1369
SKL1557
1-OCTYLIMIDAZOLE
n-octylimidazole
1H-Imidazole, 1-octyl-
1-Octylimidazole >=98.0%
[Molecular Formula]

C11H20N2
[MDL Number]

MFCD00467256
[MOL File]

21252-69-7.mol
[Molecular Weight]

180.29
Chemical PropertiesBack Directory
[Boiling point ]

135 °C(Press: 4 Torr)
[density ]

0.91 g/mL at 20 °C (lit.)
[refractive index ]

n20/D1.475
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

liquid
[pka]

7.09±0.10(Predicted)
[Appearance]

Colorless to light yellow Liquid
[BRN ]

122643
[InChI]

InChI=1S/C11H20N2/c1-2-3-4-5-6-7-9-13-10-8-12-11-13/h8,10-11H,2-7,9H2,1H3
[InChIKey]

KLMZKZJCMDOKFE-UHFFFAOYSA-N
[SMILES]

C1N(CCCCCCCC)C=CN=1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Spectrum DetailBack Directory
[Spectrum Detail]

1-OCTYLIMIDAZOLE(21252-69-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

Imidazole

288-32-4

1-Bromooctane

111-83-1

1-OCTYLIMIDAZOLE

21252-69-7

Imidazole (1.36 g, 20.0 mmol) was mixed with sodium hydroxide (0.80 g, 20.0 mmol) in DMSO, heated to 90 °C and maintained for 2 h, then cooled to room temperature. A DMSO solution of 1-bromooctane (3.46 g, 19.0 mmol) was added slowly and dropwise to the reaction mixture. The reaction mixture was stirred at room temperature for 3 hours and then gradually warmed to 65 °C and stirred continuously at this temperature for 16 hours. After completion of the reaction, the reaction solution was mixed with water and extracted with ether four times. The ether phases were combined and dried with anhydrous sodium sulfate. The ether was removed by distillation under reduced pressure to give Intermediate 9 as a yellow liquid (2.89 g, 89% yield).1H NMR (DMSO-d6) data were as follows: δ 7.61 (s, 2H), 7.15 (s, 1H), 6.87 (s, 1H), 3.93 (t, 2H), 1.68 (m, 2H), 1.25 (m, 10H), 0.85 (t 3H).

[References]

[1] Synthetic Communications, 1993, vol. 23, # 13, p. 1783 - 1786
[2] Journal of Physical Chemistry B, 2013, vol. 117, # 48, p. 15014 - 15022
[3] ChemMedChem, 2017, vol. 12, # 11, p. 835 - 840
[4] Patent: WO2018/56902, 2018, A1. Location in patent: Page/Page column 32
[5] Patent: CN103951702, 2016, B. Location in patent: Paragraph 0039; 0040
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