209-81-4

Basic information

• Product Name: Cycl[2.2.3]azine
• Synonyms: [2.2.3]Cyclazine;Cycl[2.2.3]azine;Cycl[3.2.2]azine;Pyrrolo[2,1,5-cd]indolizine
• CAS NO: 209-81-4
• Molecular Formula: C10H7N
• Molecular Weight: 141.16928
• Mol File: 209-81-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 64-65 °C (sublm)
• Appearance: /
• Density: 1.19g/cm³
• Refractive Index: 1.682
• CAS DataBase Reference: Cycl[2.2.3]azine(CAS DataBase Reference)
• NIST Chemistry Reference: Cycl[2.2.3]azine(209-81-4)
• EPA Substance Registry System: Cycl[2.2.3]azine(209-81-4)

Safety Data

• Hazardous Substances Data: 209-81-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H7N/c1-2-8-4-6-10-7-5-9(3-1)11(8)10/h1-7H

Upstream product

• 1761-19-9 5-methyl-indolizine 
• 120616-36-6 Dimethyl 3-Methylthiocycl<3.2.2>azine-1,2-dicarboxylate 
• 123471-45-4 Ethyl 2-Methylthioindolizine-3-carboxylate 
• 123471-47-6 2-Methylthioindolizine 
• 17282-40-5 N-(ethoxycarbonylmethyl)pyridinium bromide 
• 4233-31-2 Dimethyl Cycl<3.2.2>azine-1,2-dicarboxylate 
• 274-40-8 indolizine 
• 27884-12-4 dimethyl <2,2,3>cyclazine-5,6-dicarboxylate 
• 251-60-5 3H-pyrrolizine 
• 71268-02-5 Pyrrolo[2,1,5-cd]indolizine-5,6-dicarboxylic acid 
• 123471-48-7 2-Methylthiocycl<3.2.2>azine 
• 1611-78-5 1,3-bis-dimethylaminotrimethinium perchlorate 
• 94891-76-6 pyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylic acid 

Downstream Products

• 57902-61-1 1,4-Dibrom-cycl(3.2.2)azin 

Relevant articles and documents

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Synthesis of Cyclazine and Benzocyclazine Derivatives by Use of the Cycloaddition Reaction of Indolizines and Dimethyl Acetylenedicarboxylate

The reaction of 1-ethoxycarbonylmethylpyridinium bromides 5a-k with nitro ketene dithioacetal, 1,1-bis(methylthio)-2-nitroethylene (2), in the presence of triethylamine in ethanol gave the desired ethyl 2-methylthioindolizine-3-carboxylates 3a-k in good y

An Improved Synthesis of Cyclazines from 3H-Pyrrolizines

The reaction of 3H-pyrrolizines 3 with vinamidinium salts 4 provides a new and generally applicable route to cyclazines 5.Pyrrolizinefulvenes are intermediates of this reaction as shown using 3f as an example. - Cyclopentacyclazines 11 were prepared from the hitherto unknown 3H-pyrrolizines 3b, c, d and the pyrrolizine esters 3e, f with the cyclopentadiene iminium salt 10 under conditions which have been described previously.Additional evidence for a close similarity between cyclazines 11 and the corresponding azulenes has been obtained from the UV spectra of 11.