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Isopentyl nitrite is used in the conversion of 2,6-disubstituted phenols to diphenoquinones and aminophenols to quinone diazides. It acts as an oxidant and nitrosating agent. It finds application in aromatic arylation, deamination of arylamines using tetrahydrofuran as a hydrogen donor. It is also useful for the preparation of benzyne using anthranilic acid. It is an antihypertensive and vasodilator to treat heart diseases such as angina and an antidote for cyanide poisoning. Further, it is used as a solvent and cleaning agent for a printed circuit board. In addition to this, it is considered to be a replacement for freon.
Widely used in non-aqueous nitrosation and diazotization reactions.
For aromatic arylation as an alternative to the Gomberg reaction, see: J. Chem. Soc., 4257 (1962). For deamination of arylamines using THF as a hydrogen donor, see: J. Chem. Soc., Perkin 1, 541 (1973).
For use in the generation of benzyne from anthranilic acid, see: J. Org. Chem., 38, 3462 (1973).
ɑ-Amino esters are converted to ɑ-diazo esters: Tetrahedron, 31, 227 (1975).
Liu, Z.; Zhu, S.; Li, Y.; Li, Y.; Shi, P.; Huang, Z.; Huang, X. Preparation of graphene/poly(2-hydroxyethyl acrylate) nanohybrid materials via an ambient temperature grafting-from strategy. Polym. Chem. 2015, 6 (2), 311-321.
Wang, Y.; Meng, L.; Fan, L.; Wu, G.; Ma, L.; Huang, Y. Preparation and properties of carbon nanotube/carbon fiber hybrid reinforcement by a two-step aryl diazonium reaction. RSC Adv. 2015, 5 (55), 44492-44498.
Hazard Statements: H225-H302-H332
Highly flammable liquid and vapour. Harmful if swallowed. Harmful if inhaled.
Precautionary Statements: P210-P233-P240-P241-P242-P243-P261-P264b-P270-P271-P280-P301+P312-P303+P361+P353-P304+P340-P312-P330-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Rinse mouth. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant