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L16135 tert-Butyl nitrite, tech. 90%

CAS Number
540-80-7
Synonyms

Stock No. Size Price ($) Quantity Availability
L16135-14 25g 28.20
L16135-22 100g 65.60
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tert-Butyl nitrite, tech. 90%

MDL
MFCD00002055
EINECS
208-757-0

Chemical Properties

Formula
(CH3)3CONO
Formula Weight
103.12
Boiling Point
61-63°
Flash Point
-23°(-9°F)
Density
0.867
Refractive Index
1.3690
Storage & Sensitivity
Keep Cold.
Solubility
Miscible with diethyl ether, chloroform, alcohol and carbon disulfide. Slightly miscible with water. Immiscible with glycerol.

Applications

tert-Butyl nitrite is employed as a reagent for diazotization and nitrosation of alcohols, thiols, amines and cycloalkanes. It plays an important role in photocatalyzed conversion of aryl and heteroarylamines to selenides. It finds application in the preparation of aryl azides from aryl amines. It is also useful for radical multifunctionalization reactions of aliphatic alkenes and source of nitric oxide.

Notes

Light sensitive. Store in cool place. Incompatible with strong reducing agents, powdered metals and strong acids.

Literature References

Reagent for non-aqueous nitrosation and diazotization reactions; cf Isopentyl­ nitrite, L13909, and Isobutyl­ nitrite, L05259.

Aromatic amines have been converted in good yields to aryl halides in the presence of the Cu(II) halide: J. Org. Chem., 42, 2426 (1977); 45, 2570 (1980).

Zhao, J.; Li, P.; Xia, C.; Li, F. Metal-free regioselective C-3 nitration of quinoline N-oxides with tert-butyl nitrite. RSC Adv. 2015, 5 (41), 32835-32838.

Monir, K.; Ghosh, M.; Jana, S.; Mondal, P.; Majee, A.; Hajra, A. Regioselective synthesis of nitrosoimidazoheterocycles using tert-butyl nitrite. Org. Biomol. Chem. 2015, 13 (32), 8717-8722.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H302+H332

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

Precautionary Statements: P210-P233-P240-P241-P242-P243-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. 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

Other References

Merck
14,1583
Beilstein
1209339
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2920.90
TSCA
No
RTECS
RA0802000

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