136866-30-3

Basic information

• Product Name: 3,5-dichloro-2-iodopyrazine
• Synonyms: 3,5-dichloro-2-iodopyrazine
• CAS NO: 136866-30-3
• Molecular Formula: C₄HCl₂IN₂
• Molecular Weight: 275
• EINECS: 200-258-5
• Mol File: 136866-30-3.mol

Chemical Properties

• Melting Point: 101.3-103.0 °C
• Boiling Point: 278.7±35.0 °C(Predicted)
• Appearance: /
• Density: 2 +-.0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: -6.27±0.10(Predicted)
• CAS DataBase Reference: 3,5-dichloro-2-iodopyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dichloro-2-iodopyrazine(136866-30-3)
• EPA Substance Registry System: 3,5-dichloro-2-iodopyrazine(136866-30-3)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN2811
• Hazardous Substances Data: 136866-30-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3,5-dichloro-2-iodopyrazine is used as a building block and intermediate in various organic synthesis reactions. Its unique structure and reactivity allow it to be incorporated into complex organic molecules, contributing to the development of new compounds with potential applications in various industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3,5-dichloro-2-iodopyrazine is utilized as a key intermediate in the development of new pharmaceuticals. Its unique chemical properties enable the creation of novel drug candidates with potential therapeutic benefits.
Used in Agrochemical Development:
3,5-dichloro-2-iodopyrazine also has potential applications in the agrochemical sector. Its reactivity and structural features make it a valuable component in the synthesis of new agrochemicals, such as pesticides and herbicides, with improved efficacy and selectivity.
Used in Medicinal Chemistry:
As a reagent in the field of medicinal chemistry, 3,5-dichloro-2-iodopyrazine is employed in the synthesis of complex organic molecules with potential therapeutic properties. Its unique structure allows for the development of new compounds with specific biological activities, contributing to the advancement of drug discovery and design.
Used in Material Chemistry:
In the field of material chemistry, 3,5-dichloro-2-iodopyrazine is used as a reagent for the synthesis of advanced materials with unique properties. Its incorporation into these materials can lead to the development of new technologies and applications in various industries, such as electronics, energy, and environmental protection.

InChI:InChI=1S/C4HCl2IN2/c5-2-1-8-4(7)3(6)9-2/h1H

Upstream product

• 4774-14-5 2,6-dichloropyrazine 

Downstream Products

• 136866-47-2 2,6-dichloro-3-phenylethynylpyrazine 
• 1430460-71-1 N-benzyl-6-chloro-3-iodopyrazin-2-amine 
• 1430460-89-1 N-benzyl-6-chloro-5-iodopyrazin-2-amine 
• 64163-11-7 2,6-dichloro-3-phenylpyrazine 

Relevant articles and documents

Orthogonally Reacting Boron Coupling Reagents: A Novel Multicomponent-Multicatalytic Reaction [(MC)2R] of Dichlorovinylpyrazine

The results presented herein illustrate the feasibility of two orthogonally reacting boron coupling reagents as a new control strategy in multicomponent-multicatalytic reaction [(MC)2R] chemistry. A process employing dichlorovinylpyrazine merging the rhodium-catalyzed hydroarylation with the Suzuki coupling has been discovered. Three new bonds are formed in a one-pot, one-step process efficiently providing highly substituted diaza-dihydrodibenzoxepine products.

Studies on the regioselective nucleophilic aromatic substitution (S NAr) reaction of 2-substituted 3,5-dichloropyrazines

Differences in regioselectivity were observed during the SNAr reaction of amines with unsymmetrical 3,5-dichloropyrazines. This study revealed that when the 2-position of the pyrazine was occupied with an electron-withdrawing group (EWG), nucle

PRODUCTION AND USE OF ZINC AMIDES

The application relates to a reagent of the general formula [in-line-formulae]R1R2N—ZnY LiY??(I)[/in-line-formulae] wherein R1, R2 are, independently, selected from H, substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or silyl derivatives thereof; and R1 and R2 together can be part of a cyclic or polymeric structure; and wherein at least one of R1 and R2 is other than H; Y is selected from the group consisting of F; Cl; Br; I; CN; SCN; NCO; Halon, wherein n=3 or 4 and Hal is selected from Cl, Br and I; NO3; BF4; PF6; H; a carboxylate of the general formula RXCO2; an alcoholate of the general formula ORX; a thiolate of the general formula SRX; RXP(O)O2; or SCORX; or SCSRX; OnSRx; wherein n=2 or 3; or NOn, wherein n=2 or 3; and a derivative thereof; wherein Rx is a substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or derivatives thereof, or H; or as adduct with a solvent; as well as to the preparation and use thereof. 34

Alkali-metal mediated zincation of N-heterocyclic substrates using the lithium zincate complex, (THF)Li(TMP)Zn(tBu)2 and applications in in situ cross coupling reactions

This study investigates the ability of the mixed-metal reagent [Li(TMP)Zn(tBu)2] 1 to promote direct Zn-H exchange reactions (zincations) of a wide range of N-heterocyclic molecules. The generated metallated intermediates from these reactions are intercepted with I2 and some of them are also employed as precursors in Pd-catalysed Negishi cross-coupling applications. A comparison with recent precedents in metallation chemistry reveals that for some of these heterocycles, 1 allows improved conversions, under milder conditions and in certain cases, even gives unique regioselectivities.

Regio-and chemoselective zincation of sensitive and moderately activated aromatics and heteroaromatics using TMPZnCl·LiCl

(Figure Presented) A broad range of functionalized aryl- and heteroarylzinc reagents were prepared via directed zincation of sensitive and moderately activated aromatics and heteroaromatics using TMPZnCl·LiCl under various reaction conditions. Diverse sensitive functional groups such as a nitro group, an aldehyde, an ester, and a nitrile are readily tolerated and are compatible with high metalation temperatures. Furthermore, the resulting zinc organometallics display an excellent reactivity toward various classes of electrophiles providing functionalized aromatics and heteroaromatics in high yields.

TMPZnCI.LiCI: A new active selective base for the directed zincation of sensitive aromatics and heteroaromatics

A wide range of polyfunctional aryl and heteroaryl zinc reagents were efficiently prepared in THF via direct zincation using TMPZnCILiCI, a new exceptionally mild and efficient base. Activated arenes and heteroarenes are metalated at room temperature. Remarkably, sensitive functions such as an aldehyde as well as a nitro group are tolerated, expanding significantly the scope of directed metalations.

Metalation of diazines IV. Lithiation of sym-disubstituted pyrazines

Conditions for the metalation of 2,6-dichloro- and 2-6-dimethoxy-pyrazine are defined and the lithio-derivatives are shown to react with some electrophiles.A convenient synthesis of a diazaxanthone from the lithio-derivative of the dichloro-compund is des