Search
Element Search
Structure Search
Thermo Scientific Chemicals
tert-Butyl nitrite, tech. 90%
CAS: 540-80-7 | C4H9NO2 | 103.121 g/mol
Have Questions?
Change view
Catalog number L16135.14
also known as L16135-14
Price (EUR)
41,10
Each
Quantity:
25 g
Price (EUR)
41,10
Each
Chemical Identifiers
CAS540-80-7
IUPAC Nametert-butyl nitrite
Molecular FormulaC4H9NO2
InChI KeyIOGXOCVLYRDXLW-UHFFFAOYSA-N
SMILESCC(C)(C)ON=O
View more
Specifications
Specification Sheet
Specification SheetFormLiquid
Appearance (Color)Clear colorless to yellow or pale brown
Assay (GC)≥88.0%
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Miscible with diethyl ether, chloroform, alcohol and carbon disulfide. Slightly miscible with water. Immiscible with glycerol.
Notes
Light sensitive. Store in cool place. Incompatible with strong reducing agents, powdered metals and strong acids.
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.
Solubility
Miscible with diethyl ether, chloroform, alcohol and carbon disulfide. Slightly miscible with water. Immiscible with glycerol.
Notes
Light sensitive. Store in cool place. Incompatible with strong reducing agents, powdered metals and strong acids.
RUO – Research Use Only
General 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.