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2-Methylimidazole

2-Methylimidazole

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2-Methylimidazole Cov ntaub ntawv yooj yim
Khoom npe: 2-Methylimidazole
Synonyms: 1H-Imidazole, 2-methyl-;2-methyl-1h-imidazol; 2-methyl-imidazol; 2MZ; 1H-2-MethyliMidazole; 2MZ-H; 2MZ-PW; Actiron 2 MI
CAS: 693-98-1
MF: C4H6N2
MW: 82.1
EINECS: 211-765-7
Khoom Categories: Physisorption; Pharmaceutical intermediates; Alternative Zog; Khoom siv rau Hydrogen Storage; Hla-linker thiab Accelerator; Pyridines; Imidazol & Benzimidazole; Imidaxoles; Hlau Organic Frameworks (MOFs); Organic Linker Molecules; Tsim Blocks; Chemical Synthesis; Kev Tshawb Fawb; ;Heterocyclic Compounds;693-98-1;bc0001
Mol File: 693-98-1.mol
2-Methylimidazole Structure
 
2-Methylimidazole Chemical Properties
Melting point 142-143 degree (lit.)
Boiling point 267-268 degree (lit.)
ceev 1.0500 (zeeg)
vapor siab <1 mm Hg ( 0 °C)
Refractive Index 1.4970 (kwv yees)
Fp 155 degree
cia temp. 2-8 degree
solubility 780g/l
pka ua 14.44 ± 0.10 (Tswj)
daim ntawv Crystalline hmoov
xim Dawb rau lub teeb daj
PH 10.5 (100g/l, H2O, 20 degree)
PH Range 10.5
Dej Solubility Soluble hauv dej thiab ethanol.
BRN 1368
InChIKey LXBGSDVWAMZHDD-UHFFFAOYSA-N
LogP 0.22 ntawm 25 degree
CAS DataBase Reference 693-98-1(CAS DataBase Reference)
NIST Chemistry Reference 1H-Imidazole, 2-methyl-({4}})
IARC 2B (Vol. 101) 2013
EPA Tshuaj Registry System 2-Methylimidazole (693-98-1)
 
Cov ntaub ntawv kev nyab xeeb
Hazard Codes C
Risk Statements 22-34
Cov lus hais txog kev nyab xeeb 26-36/37/39-45-25
RIDADR UN 3259 8/PG 2
WGK Germany 2
RTECS SIB 7175000
Autoignition Kub >600 degree DIN 51794
Ceeb toom Teeb meem / Corrosive
TSCA Yog lawm
HazardClass 8
PackingGroup III
HS Code 29332990
Cov Ntaub Ntawv Muaj Xwm Ceev 693-98-1(Cov ntaub ntawv muaj phom sij)
Toxicity LD50 qhov ncauj hauv luav: 1500 mg / kg
 
MSDS Cov Ntaub Ntawv
Tus kws kho mob Lus
2-Methylimidazole Lus Askiv
SigmaAldrich Lus Askiv
ACROS Lus Askiv
ALFA Lus Askiv
 
2-Kev siv Methylimidazole thiab Synthesis
Chemical Properties 2-Methylimidazole yog dawb mus rau lub teeb daj crystalline hmoov nrog cov ntxhiab tsw zoo li amine. Nws yog heev soluble nyob rau hauv polar organic solvents. Insoluble hauv ether thiab txias benzene, yooj yim soluble hauv dej, cawv thiab ketones. Irritating rau daim tawv nqaij thiab mucous daim nyias nyias. Nas qhov ncauj LD50 1400mg/kg.
Chemical Properties Lub {{0}}methylimidazole molecule yog kwv yees li ntawm cov qauv, thiab qhov siab tshaj plaws sib txawv ntawm tag nrho cov tsis-H atoms ntawm lub dav hlau ntawm qhov tsawg tshaj plaws squares imidazole yog 0.006(2)? N–H··· N hydrogen bonds txuas molecules ua ke los tsim cov chains infinite ntawm hydrogen bond qauv C(4). Cov siv lead ua ntawm 2-methylimidazole yog nyob rau hauv orthorhombic siv lead ua ke nrog qhov chaw pab pawg P212121(Z=4), lattice parameters: a=5.9957(12) ?, b=8.1574(16) ? thiab c=9.7010(19) ?, V=474.47(16) ?[1].
Siv 2-Methylimidazole yog ib qho monomethylated imidazole uas tuaj yeem siv los ua lub tsev thaiv hauv kev npaj ntau yam ntawm cov tshuaj lom neeg lom neeg. 2-Methylimidazole thiab lwm yam imidazoles tuaj yeem siv los ua catalyst rau refolding cov xim fluorescent protein ntau. 2-Methylimidazole tau raug txheeb xyuas tias yog cov khoom lag luam ntawm fermentation thiab raug kuaj pom hauv cov khoom noj thiab cov khoom siv loj thiab sab-str eam haus luam yeeb.
Siv 2-Methylimidazole yog siv los ua cov khoom siv raw rau kev npaj cov tshuaj tua kab mob nitroimidazole, uas muaj txiaj ntsig zoo hauv kev tiv thaiv kab mob anaerobic thiab kab mob parasitic. Nws ua raws li ligand hauv kev sib koom tes chemistry. Nws kuj yog siv los ua ib qho tawv tawv lossis accelerator rau epoxy resin thiab tus neeg sawv cev pabcuam rau textile dyes. Tsis tas li ntawd, nws ua raws li cov catalyst rau refolding ntawm txhim khu xim fluorescent protein. Nws kuj tseem muaj txiaj ntsig zoo li lub tsev thaiv hauv kev sib txuas ntawm cov khoom siv roj ntsha. Nyob rau hauv tas li ntawd, nws yog siv raws li ib tug active tshuaj muaj tshuaj intermediate xws li metronidazole thiab dimetridazole.
Kev npaj 2-Methylimidazole yog npaj los ntawm condensation ntawm glyoxal, ammonia thiab acetaldehyde, ib qho tshuaj tiv thaiv Radziszewski. Nws yog dav siv los ua polymeriza tion cross-linking accelerator thiab hardener rau epoxy resin systems rau semiconductor potting compounds thiab soldering lub qhov ncauj qhov ntswg.
Nws tau txais los ntawm kev tshem tawm dehydrogenation ntawm 2-methylimidazoline. 2-methylimidazoline rhuab kom yaj (lub ntsiab lus melting ntawm 107 degree), ua tib zoo ntxiv cov nickel nquag, nce qhov kub thiab txias rau 200-210 degree cov tshuaj tiv thaiv 2h. txias kom qis dua 150 degree, ntxiv dej kom yaj, thaum kub siab pom, sib cais ntawm active nickel, lub lim dej tshuaj kua concentrated mus rau ib tug kub ntawm 140 degree los yog ntau tshaj, muab cov khoom cua txias uas 2-methylimidazole. Siv cov txheej txheem los tsim purity ntawm ntau dua los yog sib npaug rau 98% ntawm cov khoom, 1t cov khoom noj ntawm ethylenediamine (95%) 1095kg, acetonitrile 975kg. Txoj kev zoo dua yog siv glyoxal thiab aldehyde ua raw khoom.
Kev piav qhia dav dav Nws yog cov khoom dawb lossis xim tsis muaj xim uas yog soluble hauv polar organic solvents thiab dej. Nws yog ib tug precursor rau ntau yam tshuaj thiab yog ib tug ligand nyob rau hauv kev sib koom tes chemistry.
Hazard Ua tau carcinogen.
Flammability thiab Explosibility Tsis cais
Txoj Kev Purification Recrystallise 2-methylimidazole los ntawm * benzene lossis tsiaj ether. Lub picrate muaj m215o (los ntawm H2O). [Beilstein 23 III/IV 594, 23/5 V 35.]
Cov ntaub ntawv [1] Hachu?a B, et al. Crystal thiab Molecular Structure Analysis ntawm 2-Methylimidazole. Phau ntawv Journal of Chemical Crystallography, 2009; 40: 201–206.
 
2-Methylimidazole Npaj Cov Khoom Siv Thiab Cov Khoom Raw
Cov khoom nyoos Ammonia-->Acetonitrile-->Ethylenediamine-->Glyoxal-->Acetaldehyde-->2-METHYL-2-IMIDAZOLINE-->1,8-Diaminooctane-->Imidazole-2-carboxaldehyde-->1,12-Dodecanediamine-->2-METHYL-4(5)-IODO-1(H)-IMIDAZOLE
Cov khoom npaj Ondansetron-->5-BROMO-1,2-DIMETHYL-1H-IMIDAZOLE-->1,2-Dimethyl-5-nitroimidazole-->Metronidazole-->2-Methyl-5-nitroimidazole-->1-Benzyl-2-methyl-1H-imidazole-->2-Methyl-4-nitroimidazole-->1-(2-HYDROXYETHYL)-2-METHYLIMIDAZOLE-->Hexamethylenediamine

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