235385

tert-Butyl nitrite

90%

• Synonym(s): 1,1-Dimethylethyl nitrite
• Linear Formula: (CH₃)₃CONO
• CAS Number: 540-80-7
• Molecular Weight: 103.12
• Beilstein: 1209339
• EC Number: 208-757-0
• MDL number: MFCD00002055
• UNSPSC Code: 12352100
• PubChem Substance ID: 24854101
• NACRES: NA.22

Properties

• Assay: 90%
• refractive index: n20/D 1.368 (lit.)
• bp: 61-63 °C (lit.)
• solubility: alcohol: very soluble(lit.); carbon disulfide: very soluble(lit.); chloroform: very soluble(lit.); diethyl ether: very soluble(lit.); glycerol: insoluble (practically)(lit.); water: slightly soluble(lit.)
• density: 0.867 g/mL at 25 °C (lit.)
• functional group: nitroso
• storage temp.: 2-8°C
• SMILES string: CC(C)(C)ON=O
• InChI: 1S/C4H9NO2/c1-4(2,3)7-5-6/h1-3H3
• InChI key: IOGXOCVLYRDXLW-UHFFFAOYSA-N

Description

General description

tert-Butyl nitrite (TBN) is an efficient NO source. TBN participates in photocatalyzed conversion of aryl- and heteroarylamines to selenides. It also participates in radical multifunctionalization reactions of aliphatic alkenes.

Application

tert-Butyl nitrite has been used as reagent:

• for diazotization and nitros­ation of alcohols, thiols, amines and cycloalkanes
• for the preparation of aryl azides from aryl amines

Other Notes

remainder 2-methyl-2-propanol

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H302 + H332
• Precautionary Statements: P210 - P233 - P240 - P241 - P301 + P312 - P304 + P340 + P312
• Hazard Classifications: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 1
• Flash Point(F): 14.0 °F - closed cup
• Flash Point(C): -10 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves