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540-80-7 - tert-Butyl nitrite, tech. 90% - L16135 - Alfa Aesar

L16135 tert-Butyl nitrite, tech. 90%

CAS Number
540-80-7
Synonyms

Size Price ($) Quantity Availability
25g 22.95
100g 60.56
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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
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-P262-P301-P315-P310

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not get in eyes, on skin, or on clothing. IF SWALLOWED: Get immediate medical advice/attention. Immediately call a POISON CENTER or doctor/physician.

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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