3634-89-7

Basic information

• Product Name: 1-(P-TOSYL)AZIRIDINE
• Synonyms: 1-(P-TOSYL)AZIRIDINE;N-Tosylaziridine;1-(p-Toluenesulfonyl)aziridine;1-(p-Toluenesulfonyl)ethyleniMine;1-(p-Tolylsulfonyl)aziridine;1-[(4-Methylphenyl)sulfonyl]aziridine;1-Tosylaziridine;N-(p-Toluenesulfonyl)aziridine
• CAS NO: 3634-89-7
• Molecular Formula: C₉H₁₁NO₂S
• Molecular Weight: 197.26
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 3634-89-7.mol
• Article Data: 42

Chemical Properties

• Melting Point: 52-56 °C
• Boiling Point: 322.3±35.0 °C(Predicted)
• Appearance: /
• Density: 1.334±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• PKA: -6.46±0.20(Predicted)
• BRN: 154388
• CAS DataBase Reference: 1-(P-TOSYL)AZIRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(P-TOSYL)AZIRIDINE(3634-89-7)
• EPA Substance Registry System: 1-(P-TOSYL)AZIRIDINE(3634-89-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 3634-89-7(Hazardous Substances Data)

Usage

Description

1-(P-TOSYL)AZIRIDINE, also known as p-toluenesulfonyl aziridine, is an organic compound that is widely used in the field of organic synthesis. It is a colorless to pale yellow liquid with a characteristic odor. 1-(P-TOSYL)AZIRIDINE is known for its reactivity and is commonly used as a reagent in various chemical reactions.

Uses

1-(P-TOSYL)AZIRIDINE is used as a reagent for beta-aminoethylation. This application is due to its ability to react with various nucleophiles, leading to the formation of beta-aminoethylated products. This reaction is particularly useful in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.
Used in Chemical Synthesis:
1-(P-TOSYL)AZIRIDINE is used as a reagent for the chemical fixation of carbon dioxide via ring expansion reaction under atmospheric pressure. This application is significant as it provides a sustainable and environmentally friendly method for converting carbon dioxide, a potent greenhouse gas, into valuable chemical products. The ring expansion reaction allows for the incorporation of carbon dioxide into the molecular structure of various organic compounds, thereby reducing the overall carbon footprint of the chemical industry.

Upstream product

• 151-56-4 ethyleneimine 
• 98-59-9 p-toluenesulfonyl chloride 
• 4556-90-5 N-(2-bromo-ethyl)-4-methyl-benzenesulfonamide 
• 6367-75-5 2-(tosylamino)ethyl p-toluenesulfonate 
• 21115-67-3 C₁₆H₁₉NO₅S₂ 
• 141-43-5 ethanolamine 
• 870-24-6 2-chloroethanamine hydrochloride 
• 941-69-5 N-phenyl-maleimide 
• 14316-14-4 N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide 
• 82125-95-9 4-methyl-N-(3-oxobutyl)benzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 247129-85-7 (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate 
• 74-85-1 ethene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 

Downstream Products

• 115960-85-5 N-[2-(2-Hydroxy-6-oxo-cyclohex-1-enyl)-ethyl]-4,N-dimethyl-benzenesulfonamide 
• 161646-90-8 N-((4R,5R)-4-Ethyl-5-hydroxy-8-methyl-non-8-enyl)-4-methyl-benzenesulfonamide 
• 168908-04-1 4-Methyl-N-[2-(3-oxo-cyclopent-1-enyl)-ethyl]-benzenesulfonamide 
• 171362-48-4 N-(2-Cyclopenta-1,4-dienyl-ethyl)-4-methyl-benzenesulfonamide 
• 144318-24-1 4-Methyl-N-[2-(3-oxo-cyclohex-1-enyl)-ethyl]-benzenesulfonamide 
• 215923-82-3 N-[2-(8-Chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-ethyl]-4-methyl-benzenesulfonamide 
• 285988-21-8 (3S,4E,2'S)-N-{4-[2'-(methoxymethyl)pyrrolidin-1'-ylimino]-3-methylhexyl}-4-methylbenzenesulfonamide 
• 285988-23-0 (3S,5E,2'S)-N-{2-[5-(2'-(methoxymethyl)pyrrolidin-1'-ylimino)-2,2-dimethyl-[1,3]dioxan-4-yl]ethyl}-4-methylbenzenesulfonamide 
• 406911-13-5 N,N-[[(2-methylpyridine)imino]di-1,2-ethandiyl]bis(4-methylbenzenesulfonamide) 
• 247155-24-4 4-methyl-N-(4-(trimethylsilyl)but-3-yn-1-yl)benzenesulfonamide 

Relevant articles and documents

Phospha-Michael addition reaction of maleimides employing N-heterocyclic phosphine-thiourea as a phosphonylation reagent: synthesis of 1-aryl-2,5-dioxopyrrolidine-3-yl-phosphonate derivatives

N-Heterocyclic phosphine (NHP)-thiourea as a novel phosphonylation reagent has been successfully applied for the phospha-Michael reaction of maleimides under catalyst and additive free reaction conditions. This methodology enables desymmetrization of a variety of maleimide derivatives to provide 1-aryl-2,5-dioxopyrrolidine-3-yl-phosphonates in up to 92% yield. Synthetic manipulation of this Michael adduct afforded an ethylphosphonate and a phosphino lactam. Furthermore, a scale-up experiment for its practical usage as a versatile precursor in organic synthesis was readily demonstrated.

Titanium(IV) Complexes Based on Tridentate N,N,O Ligands - Synthesis, Structure, and Thermal Decomposition

New tridentate N,N,O-type ligands MeN(CH2CH2NHTs)(CH2CR2OH) [Ts = tosyl; R = H, 6, (N,N,OH)H2; R = Ph, 7 (N,N,OPh)H2] were prepared. The corresponding diisopropoxide c

Complexes and Ligands

The present application provides ligands and fluorescent or luminescent complexes comprising these ligands.

Diastereoselective Desymmetrization of p-Quinamines through Regioselective Ring Opening of Epoxides and Aziridines

A highly diastereoselective desymmetrization of p-quinamines via regioselective ring opening of epoxides and aziridines under mild conditions has been developed. A chairlike six-membered transition state with minimized 1,3-diaxial interactions explains the relative stereoselectivity of the cyclization reaction. This transition-metal free [3 + 3] annulation reaction provides rapid access to fused bicyclic morpholines and piperazines with a tetrasubstituted carbon center in high yields. In addition, it also allows the synthesis of enantioenriched products by using easily accessible chiral nonracemic epoxides and aziridines.