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Imidazole hydrochloride is an organic compound with the chemical formula C3H7N2·HCl. It is a white powder and is a useful research chemical due to its versatile properties and applications in various fields.

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  • 1467-16-9 Structure
  • Basic information

    1. Product Name: IMIDAZOLE HYDROCHLORIDE
    2. Synonyms: 1h-imidazole,monohydrochloride;GLYOXALINE, HYDROCHLORIDE;IMIDAZOLE HYDROCHLORIDE;1,3-DIAZA-2,4-CYCLOPENTADIENE HYDROCHLORIDE;ImidazoleHCl;1H-iMidazole hydrochloride;Imidazolium chloride;AMerican CustoM CheMicals Corporation
    3. CAS NO:1467-16-9
    4. Molecular Formula: C3H5N2*Cl
    5. Molecular Weight: 104.54
    6. EINECS: 1592732-453-0
    7. Product Categories: Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Building Blocks;Heterocyclic Building Blocks;Imidazoles;Biological Buffers;Buffers A to Z
    8. Mol File: 1467-16-9.mol
  • Chemical Properties

    1. Melting Point: 158-161 °C(lit.)
    2. Boiling Point: 257 °C at 760 mmHg
    3. Flash Point: 145 °C
    4. Appearance: white powder
    5. Density: N/A
    6. Vapor Pressure: 0.024mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: Store at RT.
    9. Solubility: H2O: 50 mg/mL, clear, colorless
    10. Stability: Stable. Hygroscopic. Incompatible with strong oxidizing agents.
    11. BRN: 3678283
    12. CAS DataBase Reference: IMIDAZOLE HYDROCHLORIDE(CAS DataBase Reference)
    13. NIST Chemistry Reference: IMIDAZOLE HYDROCHLORIDE(1467-16-9)
    14. EPA Substance Registry System: IMIDAZOLE HYDROCHLORIDE(1467-16-9)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. F: 3-10
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 1467-16-9(Hazardous Substances Data)

1467-16-9 Usage

Uses

Used in Research and Development:
Imidazole hydrochloride is used as a research chemical for various scientific studies and experiments. It plays a crucial role in understanding different biological processes and chemical reactions.
Used in Double Immunohistochemistry:
Imidazole hydrochloride is used as a reagent in double immunohistochemistry to determine the activity of octopine dehydrogenase (ODH) in Mytilus galloprovincialis. This application helps researchers study the enzyme's role in the organism and its potential implications in various biological processes.
Used in Human In Vitro Fertilization Studies:
Imidazole hydrochloride is used as a reagent to study the cytoskeletal features during in vitro fertilization after intracytoplasmic sperm injection (ICSI) among humans. This application aids in understanding the cellular changes and mechanisms involved in successful fertilization and embryo development.
Used in Synthesis of Monitoring Probes:
Imidazole hydrochloride is used as a reagent in the synthesis of a probe for monitoring herpes simplex virus type 1 thymidine kinase (HSV1-tk) reporter gene expression in rodents. This application is essential for tracking and studying the activity of the virus in experimental models, which can contribute to the development of antiviral treatments and therapies.
Used in Pharmaceutical Industry:
Imidazole hydrochloride is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical properties make it a valuable component in the development of new drugs and medications.
Used in Chemical Synthesis:
Imidazole hydrochloride is used as a reagent in various chemical synthesis processes, including the production of dyes, pigments, and other specialty chemicals. Its versatility and stability make it a popular choice for researchers and chemists in the chemical industry.

Check Digit Verification of cas no

The CAS Registry Mumber 1467-16-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,6 and 7 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1467-16:
(6*1)+(5*4)+(4*6)+(3*7)+(2*1)+(1*6)=79
79 % 10 = 9
So 1467-16-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H4N2.ClH/c1-2-5-3-4-1;/h1-3H,(H,4,5);1H

1467-16-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1H-Imidazole hydrochloride

1.2 Other means of identification

Product number -
Other names 1H-imidazole,hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1467-16-9 SDS

1467-16-9Relevant articles and documents

The influence of hydrogen-bond defects on the properties of ionic liquids

Peppel, Tim,Roth, Christian,Fumino, Koichi,Paschek, Dietmar,Koeckerling, Martin,Ludwig, Ralf

, p. 6661 - 6665 (2011)

Counterintuitive: The preformation of ion pairs can explain the low melting points of imidazolium-based ionic liquids (ILs) and the resulting expanded range of working temperatures. This quasi-ion-pair formation is possible for ILs having cations with only one interaction site leading to local and directional hydrogen bonds with the corresponding anion (see structure; O red, N blue, F green, S yellow). Copyright

Novel room temperature ionic liquids and low melting mixtures based on imidazolium: Cheap ionic solvents for chemical and biological applications

Aryafard, Meysam,Minofar, Babak,Cséfalvay, Eva,Malinová, Lenka,?eha, David

, (2021/11/09)

Novel protic ionic liquids (PILs) and low melting mixtures (LMMs) have been synthesized based on green components, cheap sources, the high purity, and easy way of preparation. PILs include [Im][For], [Im][Ace], [Im][Pro], [Im][But], and [Im][Pen]. LMMs include [ImCl][EG], [ImCl][Gly], [ImCl][PEG], [ImCl][ETA], and [ImCl][carbohydrate] + DMSO. These solvents contain imidazolium/imidazolium chloride as a cation/salt. NMR spectroscopy was used to analyze the structures of solvents. Melting points, and thermal stabilities were measured via thermal analyses. We were looking to synthesize new DESs with imidazolium chloride (ImCl); Due to lack of observation the melting points for mixtures of ImCl + hydrogen bond donors (HBDs), these mixtures were called low melting mixtures (LMMs) in this work. The mixtures of PILs/LMMs with molecular solvents showed good implications for homogenous and heterogenous systems which can be used for separation goals. Solubilities of carbohydrates, and some amino acids were tested in pure and mixed of ILs with molecular liquids. Adding DMSO to ILs/LMMs increased the dissolution of carbohydrates. As well, adding water to ILs had a remarkable effect for increasing the solubility of amino acids.

Solvent-freeN-Boc deprotection byex situgeneration of hydrogen chloride gas

De Borggraeve, Wim M.,Gilles, Philippe,Van Mileghem, Seger,Verschueren, Rik H.

supporting information, p. 5782 - 5787 (2021/07/12)

An efficient, scalable and sustainable method for the quantitative deprotection of thetert-butyl carbamate (N-Boc) protecting group is described, using down to near-stoichiometric amounts of hydrogen chloride gas in solvent-free conditions. We demonstrate theex situgeneration of hydrogen chloride gas from sodium chloride and sulfuric acid in a two-chamber reactor, introducing a straightforward method for controlled and stoichiometric release of HCl gas. The solvent-free conditions allow deprotection of a wide variety ofN-Boc derivatives to obtain the hydrochloride salts in quantitative yields. The procedure obviates the need for any work-up or purification steps providing an uncomplicated green alternative to standard methods. Due to the solvent-free, anhydrous conditions, this method shows high tolerance towards acid sensitive functional groups and furnishes expanded functional group orthogonality.

Continuous flow solvent free organic synthesis involving solids (reactants/products) using a screw reactor

Sharma, Brijesh M.,Atapalkar, Ranjit S.,Kulkarni, Amol A.

supporting information, p. 5639 - 5646 (2019/10/22)

Here we report for the first-time various organic transformations such as aldol condensation, oxidation, nucleophilic substitutions, protection, acylations and coupling reactions using a mechanochemical approach at a controlled temperature using a single synthesis platform. Almost minimal solvents or solvent-free conditions are used, making it a very efficient and clean synthesis of various products. A jacketed screw reactor when operated at different temperatures (0 °C to 160 °C) and over a range of rotation speeds for changing the residence time (15 s-300 s) helped to achieve maximum conversion. This approach is also extended to the synthesis using substrates having different substitutions, heterocycles and steric hindrance.

A Simple synthesis of sugar nucleoside diphosphates by chemical coupling in water

Tanaka, Hidenori,Yoshimura, Yayoi,Jürgensen, Malene R.,Cuesta-Seijo, Jose A.,Hindsgaul, Ole

, p. 11531 - 11534 (2013/01/15)

Sugar nucleotides made easy: The new reagent ImIm , which is formed in-situ in water, is shown to activate nucleoside 5'-phosphates to their imidazolides, these can subsequently couple with sugar-1-phosphates; the whole procedure takes place in water. This truly simple method yields a crude product mixture that can be used directly as a source of donors for glycosyltransferase- mediated oligsaccharide synthesis. In the scheme, B stands for the nucleobases U, A, or G. Copyright

Pairing heterocyclic cations with closo-dodecafluorododecaborate (2-): Synthesis of binary heterocyclium(1+) salts and a Ag4(heterocycle) 84+ salt of B12F122-

Belletire, John L.,Schneider, Stefan,Shackelford, Scott A.,Peryshkov, Dmitry V.,Strauss, Steven H.

body text, p. 925 - 936 (2011/11/14)

Eight binary salts that pair triazolium(1+), imidazolium(1+), pyrimidinium(1+), or purinium(1+) cations with the icosahedral closo-dodecafluorododecaborate(2-) anion (B12F12 2-) were synthesized using open-air benchtop metathesis reactions in water or acetonitrile. The scale of the reactions varied from just milligrams to nearly one gram of the K2B12F12 starting material. Other reaction conditions, the scope of the reaction, and the solubilities for the new salts are discussed. Five [heterocyclium] 2[B12F12] salts, which were obtained in yields ranging from 84% to 99%, displayed significantly higher densities than the corresponding previously reported analogous [heterocyclium]2[B 12H12] and [heterocyclium][CB11H12] salts. A ninth high-density salt consisted of B12F12 2- paired with a complex Ag4(triazole)8 4+ cation. The structures of eight of the nine new compounds were determined by single-crystal X-ray diffraction analysis. The density of five [heterocyclium]2[B12F12] salts was found to increase approximately linearly as the distance between the five-membered-ring heterocyclium(1+) cation centroids decreased. This work demonstrates additional flexibility for the rational design of ionic structures with predictable properties, which will ultimately permit the tailoring of ingredient-response behavior.

Total synthesis of depsilairdin

Ward, Dale E.,Pardeshi, Sandip G.

supporting information; scheme or table, p. 5170 - 5177 (2010/09/16)

(Figure presented) The total synthesis of depsilairdin, a host-selective phytotoxin isolated from Leptosphaeria maculans (the causal agent of blackleg disease of oilseed Brassicas), has been achieved by N-terminal extension of a suitably protected derivative of the hitherto unknown amino acid (2S,3S,4R)-3,4-dihydroxy-3-methyl-proline (Dhmp) followed by esterification with lairdinol A. The latter esterification, complicated by the sterically hindered nature of the carboxyl group, was accomplished by a novel method involving reaction of the 1-hydroxybenzotriazole (HOBt) derived active ester with the bromomagnesium alkoxide of lairdinol A. Three depsilairdin analogues were also prepared by replacing the Dhmp residue with l-proline and cis- and trans-4-hydroxy-l-proline. Phytotoxicity assays showed that the analogues were nontoxic to both blackleg-susceptible (brown mustard) and -resistant (canola) plants, suggesting that the presence of the Dhmp residue in depsilairdin is important for its host-selective toxicity toward brown mustard.

PROCESS FOR PRODUCING N,N'-CARBONYLDIIMIDAZOLE

-

Page/Page column 5, (2008/06/13)

The present invention provides a process for producing N,N'-carbonyldiimidazole, comprising: reacting phosgene, diphosgene, or triphosgene with imidazole in an inert solvent to produce N,N'-carbonyldiimidazole; to imidazole hydrochloride yielded as a by-product in the above step, adding a gaseous or liquid basic compound represented by the below-shown general formula (1) in an inert solvent to conduct neutralization reaction; and circulating the imidazole thus generated to use it as a starting material for N,N'-carbonyldiimidazole production. In the general formula (1), R 1 , R 2 , and R 3 each independently represents a hydrogen atom, a methyl group, or an ethyl group. The CDI produced by the production process of the invention is a compound useful in the fields of synthesis of pharmaceutical agents, synthesis of agricultural chemicals, peptide synthesis, and the like, e.g., intermolecular condensation reactions, intramolecular condensation reactions for synthesizing N-carboxylic anhydrides, production of activated esters, and the like. The compound is especially suitable for use in applications where colorlessness is required.

Process for preparing N,N'-carbonyldiazoles

-

Page/Page column 4, (2008/06/13)

A process is provided for preparing N,N′-carbonyldiazoles by reacting azoles with phosgene in halogenated aliphatic hydrocarbon solvents, the entirety of the azole for reaction being introduced in the solvent, followed by the addition of phosgene.

Process for the production of N,N-carbonyl diimidazole

-

, (2008/06/13)

A high purity N,N-Carbonyl diimidazole (I) is obtained by the reaction of Imidazole, general formula-II, and bis (trichloromethyl) carbonate. Synthesis of N,N-Carbonyl diimidazole (I) is described:

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