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ChemicalBook--->CAS DataBase List--->65039-08-9

65039-08-9

65039-08-9 Structure

65039-08-9 Structure
IdentificationMore
[Name]

1-Ethyl-3-methylimidazolium bromide
[CAS]

65039-08-9
[Synonyms]

1-ETHYL-3-METHYLIMIDAZOLIUM BROMIDE
EMIMBr
1-Ethyl-3-methylimidazolium bromide, 98+%
[EINECS(EC#)]

629-636-2
[Molecular Formula]

C6H11BrN2
[MDL Number]

MFCD03427610
[Molecular Weight]

191.07
[MOL File]

65039-08-9.mol
Chemical PropertiesBack Directory
[Appearance]

pale yellow to yellow crystals, crystalline powder
[Melting point ]

70-73°C
[storage temp. ]

Store below +30°C.
[form ]

Crystals, Crystalline Powder or Chunks
[color ]

Pale yellow to yellow
[PH]

7 (H2O, 20℃)
[Water Solubility ]

Soluble in water, dichloromethane, ethanol, acetonitrile. Insoluble in ethyl acetate, ether, and alkane.
[BRN ]

5162084
[InChI]

InChI=1S/C6H11N2.BrH/c1-3-8-5-4-7(2)6-8;/h4-6H,3H2,1-2H3;1H/q+1;/p-1
[InChIKey]

GWQYPLXGJIXMMV-UHFFFAOYSA-M
[SMILES]

N1(CC)C=C[N+](C)=C1.[Br-]
[CAS DataBase Reference]

65039-08-9(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29332900
Hazard InformationBack Directory
[Chemical Properties]

pale yellow to yellow crystals, crystalline powder
[Uses]

An ionic liquid, 1-ethyl-3-methylimidazolium bromide is used as reaction medium for the synthesis and crystallization of a coordination polymer, (EMI)[Cd(BTC)]. 1-ethyl-3-methylimidazolium bromide was used as a solvent in [emim] 2 [Cd 2 (btec)Br 2 ]. Form the diene complexation; carbonyl insertion; cycloaddition; reduction and deoxygenation.
[Synthesis]

1-Methylimidazole

616-47-7

Bromoethane

74-96-4

1-Ethyl-3-methylimidazolium bromide

65039-08-9

All ligands (except #3) were synthesized with reference to the modified Starikova et al. method [20]. Typical generic synthesis steps are given below with spectral and analytical data. N-monosubstituted imidazole (0.1 mmol) and anhydrous toluene were added to a two-necked flask and stirred until a homogeneous solution was formed; followed by the slow dropwise addition of ethyl bromide (0.3 mmol) under continuous stirring. After the dropwise addition, the reaction mixture was heated with stirring at 40 °C for 24 hours. After completion of the reaction, the solvent was removed under reduced pressure and the resulting product was dried under vacuum to give the target ligand.2.2.2 1-Ethyl-3-methylimidazolium bromide (2) was a white solid with a yield of 4.70 g (98% yield).IR (ATR, cm?1): 3065, 2975, 1670, 1571, 1467, 1172, 1101, 856, 789, 649, 621, 417. 649, 621, 417; 1H NMR (400 MHz, CDCl3): δ 1.47 (3H, t, J = 7.3 Hz, CH3), 3.97 (3H, s, NCH3), 4.32 (2H, q, NCH2), 7.54 (2H, s, NCH), 10.07 (1H, s, CH); 13C NMR (100 MHz, CDCl3): δ 15.64 (CH3), 36.63 (NCH3), 45.18 (NCH2), 122.01 (NCH), 123.71 (NCH), 136.73 (NCH). Mass spectrum (ESI): m/z 111.5 (M+?Br?). High-resolution mass spectrum (ESI): calculated value C6H11BrN2 (M+?Br?) 111.09222, measured value 111.09196.

[References]

[1] Angewandte Chemie - International Edition, 2012, vol. 51, # 46, p. 11483 - 11486
[2] Angew. Chem., 2012, vol. 124, # 46, p. 11650 - 11654,5
[3] Organic and Biomolecular Chemistry, 2013, vol. 11, # 15, p. 2534 - 2542
[4] Journal of Chemical and Engineering Data, 2004, vol. 49, # 4, p. 760 - 764
[5] Patent: WO2006/63656, 2006, A1. Location in patent: Page/Page column 32
Spectrum DetailBack Directory
[Spectrum Detail]

1-Ethyl-3-methylimidazolium bromide(65039-08-9)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1-Ethyl-3-methylimidazolium bromide(65039-08-9)
[Alfa Aesar]

1-Ethyl-3-methylimidazolium bromide, 98+%(65039-08-9)
[Sigma Aldrich]

65039-08-9(sigmaaldrich)
[TCI AMERICA]

1-Ethyl-3-methylimidazolium Bromide,>98.0%(T)(65039-08-9)
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