616-47-7

Name	1-Methylimidazole
CAS	616-47-7
EINECS(EC#)	210-484-7
Molecular Formula	C4H6N2
MDL Number	MFCD00005292
Molecular Weight	82.1
MOL File	616-47-7.mol

Chemical Properties

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

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 . less more
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 . less more
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 less more

Raw materials And Preparation Products

Hazard Information

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.

Material Safety Data Sheet(MSDS)

Spectrum Detail

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