Skip to Content
Merck
All Photos(1)

Key Documents

235385

Sigma-Aldrich

tert-Butyl nitrite

90%

Synonym(s):

1,1-Dimethylethyl nitrite

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)3CONO
CAS Number:
Molecular Weight:
103.12
Beilstein:
1209339
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

O-nitroso
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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

tert-Butyl Nitrite.
Liu Y.
Synlett, 2011(08), 1184-1185 (2011)
The Journal of Organic Chemistry, 42, 2426-2426 (1977)
Daisuke Hirose et al.
Beilstein journal of organic chemistry, 9, 1713-1717 (2013-09-26)
Water induces a change in the product of radical multifunctionalization reactions of aliphatic alkenes involving an sp(3) C-H functionalization by an 1,5-hydrogen shift using tert-butyl nitrite and molecular oxygen. The reaction without water, reported previously, gives nitrated γ-lactols, whereas the
The Journal of Organic Chemistry, 42, 3494-3494 (1977)
Karine Barral et al.
Organic letters, 9(9), 1809-1811 (2007-03-30)
[reaction: see text] An efficient and improved procedure for the preparation of aromatic azides and their application in the Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition ("click reaction") is described. The synthesis of aromatic azides from the corresponding amines is accomplished under mild

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service