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1-Methylimidazole

CAS No.
616-47-7
Chemical Name:
1-Methylimidazole
Synonyms
N-METHYLIMIDAZOLE;1-methyl-1h-imidazole;MIM;MeIm;methyl imidazole;1H-Imidazole, 1-methyl-;N-methylimidazole (1-methylimidazole);1-Methylimdazole;N-methyl midazole;N-methyl glyoxaline
CBNumber:
CB1316726
Molecular Formula:
C4H6N2
Molecular Weight:
82.1
MDL Number:
MFCD00005292
MOL File:
616-47-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:32:08
Product description Number Pack Size Price
1-Methylimidazole MX1123 4L $922.5
1-Methylimidazole for synthesis 8.05852 100mL $70.5
1-Methylimidazole for synthesis 8.05852 1L $442
1-Methylimidazole ≥99%, purified by redistillation 336092 1l $433
1-Methylimidazole ≥99%, purified by redistillation 336092 2l $641
More product size

1-Methylimidazole Properties

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.)
Flash point 198 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid
pka 6.95(at 25℃)
Specific Gravity 1.031
color Clear colorless to yellow
PH 9.5-10.5 (50g/l, H2O, 20℃)
PH Range 9.5 - 11.5 at 100 g/l at 20 °C
biological source synthetic
explosive limit 2.7-15.7%(V)
Water Solubility Miscible with water.
Sensitive Hygroscopic
BRN 105197
Henry's Law Constant 6.9×101 mol/(m3Pa) at 25℃, Du et al. (2017)
Stability Stable, but moisture sensitive. Incompatible with acids, acid anhydrides, strong oxidizing agents, moisture, carbon dioxide, acid chlorides.
InChI 1S/C4H6N2/c1-6-3-2-5-4-6/h2-4H,1H3
InChIKey MCTWTZJPVLRJOU-UHFFFAOYSA-N
SMILES Cn1ccnc1
LogP -0.19 at 25℃
CAS DataBase Reference 616-47-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII P4617QS63Y
NIST Chemistry Reference 1H-Imidazole, 1-methyl-(616-47-7)
EPA Substance Registry System 1H-Imidazole, 1-methyl- (616-47-7)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
Signal word  Danger
Hazard statements  H302-H311-H314
Precautionary statements  P270-P280-P301+P312-P301+P330+P331-P303+P361+P353-P305+P351+P338
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  C,Xn,F,T
Risk Statements  21/22-34-19-11-20/21/22-52/53-24-22-40-37-21
Safety Statements  26-36-45-1/2-36/37/39-16-33-29-61
RIDADR  UN 3267 8/PG 2
WGK Germany  1
RTECS  NI7000000
3-10
Autoignition Temperature 977 °F
TSCA  TSCA listed
HazardClass  8
PackingGroup  III
HS Code  29332990
Storage Class 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 3 Dermal
Acute Tox. 4 Oral
Eye Dam. 1
Repr. 2
Skin Corr. 1B
Toxicity LD50 orally in Rabbit: 1144 mg/kg LD50 dermal Rabbit > 400 - < 640 mg/kg
REACH Registrations Active
Limited Quantities 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
NFPA 704
2
3 1

1-Methylimidazole price More Price(98)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich MX1123 1-Methylimidazole 616-47-7 4L $922.5 2026-04-30 Buy
Sigma-Aldrich 8.05852 1-Methylimidazole for synthesis 616-47-7 100mL $70.5 2026-04-30 Buy
Sigma-Aldrich 8.05852 1-Methylimidazole for synthesis 616-47-7 1L $442 2026-04-30 Buy
Sigma-Aldrich 336092 1-Methylimidazole ≥99%, purified by redistillation 616-47-7 1l $433 2026-04-30 Buy
Sigma-Aldrich 336092 1-Methylimidazole ≥99%, purified by redistillation 616-47-7 2l $641 2026-04-30 Buy
Product number Packaging Price Buy
MX1123 4L $922.5 Buy
8.05852 100mL $70.5 Buy
8.05852 1L $442 Buy
336092 1l $433 Buy
336092 2l $641 Buy

1-Methylimidazole Chemical Properties,Uses,Production

Chemical Properties

1-Methylimidazole or N-methylimidazole is an aromatic heterocyclic organic compound with the formula CH3C3H3N2. It is a colorless to yellow liquid, with an amine-like odor. It is miscible with water. N-methylimidazole is an important raw material for the synthesis of pharmaceutical intermediates, used in the preparation of losartan, nizofenone, 1-Methyl-1H-imidazole-5-carbonyl chloride hydrochloride and naphazoline hydrochloride, etc. It is also used as a specialty solvent, a base, and as a precursor to some ionic liquids.

Uses

1-Methylimidazole is an aprotic solvent. It is a derivative of imidazole used in the production of pharmaceuticals, pesticides, ion exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It can also be used as a catalyst for the manufacture of polyurethane and a curing agent for epoxy resins. For example, when 1-methylimidazole is added to an aqueous diethylenetriamine (DETA) solution, high CO2 loading can be achieved through phase separation of the absorbent during CO2 absorption[1].

Definition

ChEBI: 1-methyl-1H-imidazole is a 1H-imidazole having a methyl substituent at the N-1 position. It is a metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption.

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

This product has been enhanced for catalysis. 1-Methylimidazole is a derivative of imidazole that is utilized in the manufacture of such classes of items as pharmaceuticals, pesticides, ion-exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It is also used as a catalyst for manufacturing polyurethanes and a curing agent for epoxy resins.

Flammability and Explosibility

Not classified

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.]

Toxicity evaluation

Acute toxicity:Harmful if swallowed. Toxic in contact with skin. LD50 Oral:1144 mg/kg, LD50 Dermal:400-640 mg/kg.

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.

35487-17-3
616-47-7
Synthesis of 1-Methylimidazole from BASIONIC(TM) AC 75
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View Lastest Price from 1-Methylimidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Methylimidazole pictures 2026-06-24 1-Methylimidazole
616-47-7
$75.00-100.00 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
1-Methylimidazole pictures 2026-06-24 1-Methylimidazole
616-47-7
0.99 RongNa Biotechnology Co.,Ltd
1-Methylimidazole pictures 2026-06-15 1-Methylimidazole
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1KG 99% 500mg/year Jinan Finer Chemical Co., Ltd
CAP B (1-METHYLIMIDAZOLE 12% IN ACETONIT 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-METHYLIMIDAZOLE FOR SYNTHESIS 1H-Imidazole, 1-methyl- 1-methylimidazole solution 1-methyl-imidazo MethiMazole (ThiaMazole) IMpurity B 1-MethyliMidazole ReagentPlus(R), 99% 1-Methylimidazole Vetec(TM) reagent grade, 98% 1-METHYLIMIDAZOLE 1-Methylimidazole≥ 99% (GC) LUPRAGEN(R) NMI 1-methyl-1h-imidazol 1-methyl-imidazol 1-Methylimidazole, 99%, J&KSeal Methimazole Impurity 2 Thiamazole EP Impurity B Thiamazole Impurity 2(Thiamazole Impurity B) Methimazole Impurity B 1-methyl-1H-imidazole TDS free sample MSDS N-Methylimidazole COA TDS free sample MSDS 1-methyl-1H-imidazole COA MSDS Araldite DY 070 DY 070 N1-Methylimidazole NSC 88064 Methylimidazole, 1- Cap B (1-methylimidazole 10% in THF/pyridine 8 : 1),1-Methylimidazole solution 1-METHYLIMIDAZOLE/THF FOR ABI 1-Methylglyoxaline Cap B (1-methylimidazole 10% in THF/pyridine 8 : 1) Cap B (1-methylimidazole 12% in acetonitrile/pyridine 78 : 10) 1-methylmidazole 1-MethyliMidazole, 99% 100GR 1-MethyliMidazole, 99% 500GR 1-Methylimidazole Standard@100 μg/mL in Toluene 1-Methylimidazole> Thiamazole EP Impuriy B SKL1561 Methimazole EP Impurity B 2-[4-[(2 1-Methylimidazole (1-MI) 1-Methylimidazole MIm Thiamazole Impurity 2(Thiamazole EP Impurity B) 1-METHYL IMIDAZOLE-99%MIN 1-Methylimidazole 100 μg/ml Acetonitrile 1-METHYLIMIDAZOLE N-METHYLIMIDAZOLE Thiamazole EP Impurity B 1-Methyl-1H-imidazole Thiamazole Impurity B 1-Methylimidazole, 10 mM in DMSO 1-Methylimidazole, 98% N-methyl midazole N-methyl glyoxaline 1-Methylimidazole (Standard) 1-Methylimidazole, >=99%, purified by redistillation