| Identification | More | [Name]
1-Methylimidazole | [CAS]
616-47-7 | [Synonyms]
1-methyl-1h-imidazole
1-METHYLIMIDAZOLE
LUPRAGEN(R) NMI
methyl imidazole
N-METHYLIMIDAZOLE
1-methyl-1h-imidazol
1-methyl-imidazol
Imidazole, 1-methyl-
N-methylimidazole (1-methylimidazole)
N-methyl midazole
N-methyl glyoxaline
CAP B (1-METHYLIMIDAZOLE 12% IN ACETONIT
1-Methylimidazole, >=99%, purified by redistillation
CAP B (1-METHYLIMIDAZOLE 10% IN THF)*
CAP B (1-METHYLIMIDAZOLE 10% IN
CAP B (1-METHYLIMIDAZOLE 16% IN THF)*
1-METHYLIMIDAZOLE, FOR DNA SYNTHESIS
1-Methylimdazole
1H-Imidazole, 1-methyl-
1-methylimidazole solution | [EINECS(EC#)]
210-484-7 | [Molecular Formula]
C4H6N2 | [MDL Number]
MFCD00005292 | [Molecular Weight]
82.1 | [MOL File]
616-47-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless to yellow liquid | [Melting point ]
−60 °C(lit.)
| [Boiling point ]
198 °C(lit.)
| [density ]
1.03 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.4 mm Hg ( 20 °C)
| [refractive index ]
n20/D 1.495(lit.)
| [Fp ]
198 °F
| [storage temp. ]
Store at RT. | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
6.95(at 25℃) | [color ]
Clear colorless to yellow | [Specific Gravity]
1.031 | [PH]
9.5-10.5 (50g/l, H2O, 20℃) | [PH Range]
9.5 - 11.5 at 100 g/l at 20 °C | [Stability:]
Stable, but moisture sensitive. Incompatible with acids, acid anhydrides, strong oxidizing agents, moisture, carbon dioxide, acid chlorides. | [explosive limit]
2.7-15.7%(V) | [Water Solubility ]
Miscible with water. | [Sensitive ]
Hygroscopic | [Usage]
A metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption. | [Detection Methods]
GC,NMR | [BRN ]
105197 | [InChIKey]
MCTWTZJPVLRJOU-UHFFFAOYSA-N | [LogP]
-0.19 at 25℃ | [CAS DataBase Reference]
616-47-7(CAS DataBase Reference) | [NIST Chemistry Reference]
1H-Imidazole, 1-methyl-(616-47-7) | [EPA Substance Registry System]
616-47-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xn,F | [Risk Statements ]
R21/22:Harmful in contact with skin and if swallowed .
R34:Causes burns.
R19:May form explosive peroxides.
R11:Highly Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S1/2:Keep locked up and out of the reach of children .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S16:Keep away from sources of ignition-No smoking .
S33:Take precautionary measures against static discharges .
S29:Do not empty into drains . | [RIDADR ]
UN 3267 8/PG 2
| [WGK Germany ]
1
| [RTECS ]
NI7000000
| [F ]
3-10 | [Autoignition Temperature]
977 °F | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29332990 | [Toxicity]
LD50 orally in Rabbit: 1144 mg/kg LD50 dermal Rabbit > 400 - < 640 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colorless to yellow liquid | [Uses]
A metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption. | [Definition]
ChEBI: A 1H-imidazole having a methyl substituent at the N-1 position. | [Preparation]
1-Methylimidazole is prepared mainly by two routes industrially. The main one is acid-catalysed methylation of imidazole by methanol. The second method involves the Radziszewski reaction from glyoxal, formaldehyde, and a mixture of ammonia and methylamine.
(CHO)2 + CH2O + CH3NH2 + NH3 → H2C2N(NCH3)CH + 3 H2O
The compound can be synthesized on a laboratory scale by methylation of imidazole at the pyridine-like nitrogen and subsequent deprotonation. Similarly, 1-methylimidazole may be synthesized by first deprotonating imidazole to form a sodium salt followed by methylation.
H2C2N(NH)CH + CH3I → [H2C2(NH)(NCH3)CH]I
[H2C2(NH)(NCH3)CH]I + NaOH → H2C2N(NCH3)CH + H2O + NaI | [General Description]
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalysis. Find details here. | [Flammability and Explosibility]
Notclassified | [Purification Methods]
Dry it with sodium metal and then distil it. Store it at 0o under dry argon. The picrate has m 159.5-160.5o (from H2O). [Beilstein 23 III/IV 568.] | [References]
[1] You J, et al. Effect of 1-Methylimidazole on CO2 Absorption by Diethylenetriamine (DETA) Aqueous Solutions. Chemical Engineering & Technology, 2017; 40: 2238-2242. |
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