Imidazole
Also known as 1H-Imidazole, Glyoxaline, Imidazol
Key facts
What buyers check first
- Appearance
- Monoclinic prisms from benzene
- Melting point
- 89.5 ยฐC
- Boiling point
- 257 ยฐC
- Density
- Relative density (water = 1): 1.03
- Flash point
- 145 ยฐC
- HS code
- 293329
- Category
- Cosmetic ingredients
- UN number
- UN 3263

What is Imidazole?
Plain description, key identifiers and synonyms
1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 1H-imidazole
- CAS number
- 288-32-4 CAS number cross-checkedOther or deprecated CAS: 227760-40-9
- EC number
- 206-019-2
- Molecular formula
- C3H4N2
- UNII
- 7GBN705NH1
- MDL number
- MFCD00005183
- INCI name
- IMIDAZOLE
- InChIKey
- RAXXELZNTBOGNW-UHFFFAOYSA-N
- InChI
- InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
- SMILES (canonical and isomeric)
- C1=CN=CN1
Synonyms
- 1H-Imidazole
- Glyoxaline
- Imidazol
- Iminazole
- Miazole
- 1,3-Diazole
- Imutex
- Glyoxalin
- 1,3-Diaza-2,4-cyclopentadiene
- Pyrro(b)monazole
- Glioksal
- Formamidine, N,N'-vinylene-
- Pyrro[b]monazole
- Methanimidamide, N,N'-1,2-ethenediyl-
- N,N'-vinyleneformamidine
- N,N'-1,2-ethenediylmethanimidamide
- USAF EK-4733
- IMD
- imidazole-
- Imidazole (8CI)
- Imidazole, puriss. p.a., >=99.5% (GC)
- Immidazole
- Imidazole CRS
- 1-H-imidazole
- Imidazole, Reagent
Show all 34 synonymsShow fewer synonyms
- {Pyrro[b]monazole}
- 1,4-cyclopentadiene
- Imidazole, ACS grade
- 1,3-Dia-zole
- 1H-Imidazole (9CI)
- Formamidine,N'-vinylene-
- Enalapril impurity i
- Ondansetron impurity E CRS
- Imidazole, LR, >=99%
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Monoclinic prisms from benzeneexp.Measured value |
|---|---|
| Odour | Amine-like odorexp.Measured value |
| Melting point | 89.5 ยฐCexp.Measured value |
| Boiling point | 257 ยฐCexp.Measured value |
| Density | Relative density (water = 1): 1.03exp.Measured value |
| Flash point | 145 ยฐCexp.Measured value |
| Autoignition temperature | 480 ยฐCexp.Measured value |
| Solubility | Very soluble in waterexp.Measured value |
| Vapour pressure | 0.327 Pa at 25 ยฐC (2.25 ร 10โปยฒ mm Hg at 25 ยฐC)exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 68.08 g/molcalc.Computed value |
|---|---|
| Exact mass | 68.0374 Dacalc.Computed value |
| LogP (octanol/water) | 0.41calc.Computed value |
| Topological polar surface area | 28.68 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 1calc.Computed value |
| Rotatable bonds | 0calc.Computed value |
| Heavy atoms | 5calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
c1c[nH]cn1
1 ring, 5 atoms. This chemical is the scaffold itself.
14,448 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H314Causes severe skin burns and eye damage.
- H360DMay damage the unborn child.
Precautionary statements (17)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P301 + P330 + P331If swallowed: Rinse mouth. Do not induce vomiting.
- P302 + P361 + P354If on skin: Take off immediately all contaminated clothing. Immediately rinse with water for several minutes.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P354 + P338If in eyes: Immediately rinse with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P316Get emergency medical help immediately.
- P318If exposed or concerned, get medical advice.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P363Wash contaminated clothing before reuse.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
- UN number
- UN 3263
- Transport hazard class
- 8
- Packing group
- III
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidImidazole suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, MumbaiUnclaimed profileImidazoleGrade, purity and minimum order on requestPrice on request
- China, NantongUnclaimed profileImidazoleGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileImidazoleGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileImidazoleGrade, purity and minimum order on requestPrice on request
- China, TianjinUnclaimed profileImidazoleGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileImidazoleGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileImidazoleGrade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- China, Nanjing ManufacturerUnclaimed profileImidazoleGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
177 suppliers in 16 countries
- China68
- United States43
- India23
- United Kingdom7
- Germany6
- Japan4
- and 10 more countries
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Imidazole price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Karl Fischer reagent in analytical chemistry. Reagent in synthetic organic chemistry.
The bulk of imidazole produced is used in the preparation of biologically active compounds.
Biological control of pests, especially fabric-feeding insects, often in combination with dl-p-fluorophenylalanine, an amino-acid inhibitor, also as a contact insecticide in an oil spray.
In the chemical industry as an intermediate in the production of pharmaceuticals, pesticides, dye intermediates, auxiliaries for textile dyeing and finishing, photographic chemicals and corrosion inhibitors.
Used in cosmetics as a buffering agent.
Industrial uses: Intermediate.
Use classes: Cosmetics, Pesticide transformation products.
Industries and functions
Cosmetic ingredient, INCI name IMIDAZOLE(buffering)
Pharmacological actions
- Enzyme Inhibitors
Functional uses
- Catalyst
- Chemical reaction regulator
- Hardener
- pH regulating agent
Cosmetic functions
- Buffering
How it is made
In the generally applicable Radziszewski reaction, a 1,2-dicarbonyl compound is condensed with an aldehyde and ammonia ... in a molar ratio of 1:1: 2, respectively. Replacement of a molar equivalent of ammonia with a primary amine ... leads to the corresponding 1-substituted imidazoles. ... The reaction is usually carried out in water or a water-alcohol mixture at 50-100 ยฐC. Work-up may involve the usual processes (e.g., distillation, extraction, and crystallization). Distillation leads to imidazole with a purity > 99%. The yield is generally 60-85%.
Prepared by the action of ammonia on glyoxal, ... from glyoxal, ammonia, and formaldehyde, ... vapor phase synthesis from formamide and ethylenediamine in the presence of a dehydrogenation catalyst.
Regulatory status
Inventories, regulations and trade controls that list this substance
Europe
- EU harmonised classification (CLP Annex VI)Index no: 613-319-00-0
Health and food
- EU cosmetic ingredient inventory
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: Imidazole, Ref no: 1589, Annex ref: II/1589
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Imidazole is traded under.
Compounds containing an unfused imidazole ring (whether or not hydrogenated) in theโฆ
- United Kingdom13.0%
- United States7.9%
- China6.5%
* Partner reported figures, a lower bound.
The HS code shown for Imidazole is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Imidazole, based on the data on this page
What is Imidazole?
What is the CAS number of Imidazole?
What is the molecular formula and weight of Imidazole?
What is Imidazole used for?
Is Imidazole hazardous?
What is the HS code of Imidazole?
Where can I buy Imidazole?
Where can I buy Imidazole in India?
What is the price of Imidazole?
Guides for buyers
Practical guides that help when you source, ship or handle Imidazole
- Article, FormulationHow to choose a cosmetic emulsifierA structured way to choose an emulsifier for creams and lotions: emulsion type, HLB and its limits, emulsifier families, formula fit, stability testing and what to ask suppliers.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, Trade and logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.Read
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