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110-46-3 - Isopentyl nitrite, 97%, stab. with 0.2% anhyd. sodium carbonate - Amyl nitrite - Isoamyl nitrite - L13909 - Alfa Aesar

L13909 Isopentyl nitrite, 97%, stab. with 0.2% anhyd. sodium carbonate

CAS Number
110-46-3
Synonyms
Amyl nitrite
Isoamyl nitrite

Size Price ($) Quantity Availability
25ml 19.62
100ml 36.54
500ml 118.45
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Isopentyl nitrite, 97%, stab. with 0.2% anhyd. sodium carbonate

MDL
MFCD00002057
EINECS
203-770-8

Chemical Properties

Formula
(CH3)2CHCH2CH2ONO
Formula Weight
117.15
Boiling Point
95-100°
Flash Point
-20°(-4°F)
Density
0.875
Refractive Index
1.3870
Sensitivity
Air & Light Sensitive
Solubility
Miscible with methanol, chloroform and ether. Slightly miscible with water.

Applications

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.

Notes

Air, moisture and light sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents and alcohol.

Literature References

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).

For other reactions of alkyl nitrites, see Isobutyl­ nitrite, L05259 , and tert-Butyl­ nitrite, L16135 .

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H331-H302

Highly flammable liquid and vapour. Toxic if inhaled. Harmful if swallowed.

Precautionary Statements: P210-P261-P280-P240-P241-P303+P361+P353-P304+P340-P311-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. 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. Call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,5123
Beilstein
969510
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2920.90
TSCA
Yes
RTECS
NT0187500

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