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20370

Sigma-Aldrich

tert-Butyl nitrite

technical, ≥90% (GC)

Sinónimos:

1,1-Dimethylethyl nitrite

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About This Item

Fórmula lineal:
(CH3)3CONO
Número de CAS:
540-80-7
Peso molecular:
103.12
Beilstein/REAXYS Number:
1209339
EC Number:
208-757-0
MDL number:
MFCD00002055
UNSPSC Code:
12352100
PubChem Substance ID:
329752006
NACRES:
NA.22

grade

technical

Quality Level

200

assay

≥90% (GC)

form

liquid

impurities

≤8% tert-butyl alcohol

refractive index

n20/D 1.368 (lit.)
n20/D 1.368

bp

61-63 °C (lit.)

solubility

alcohol: very soluble
chloroform: very soluble
diethyl ether: very soluble
glycerol: insoluble
water: slightly soluble

density

0.864 g/mL at 20 °C
0.867 g/mL at 25 °C (lit.)

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

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General description

tert-Butyl nitrite is an organic building block widely used in various organic transformations such as oxidation, diazotization, nitrosation, nitration, oximation, N-synthon, and miscellaneous reactions.

Application

tert-Butyl nitrite can be used as a reactant to synthesize aryl diazonium salts via diazotation.

Other Notes

Reagent for nitrosations, kinetics; Clean source of Me3C radicals by near-UV photolysis

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

14.0 °F - closed cup

flash_point_c

-10 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCG9576
BCCG6034
BCCF0154
BCCC3995
BCCB6099

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L. Batt et al.
International Journal of Chemical Kinetics, 21, 535-535 (1989)
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Mann F, et al.
Nature Protocols, 17, 727-747 (2022)
M.J. Crookes et al.
J. Chem. Soc. Perkin Trans. II, 1339-1339 (1988)
tert-Butyl Nitrite (TBN), a Multitasking Reagent in Organic Synthesis
Dahiya A, et al.
Chemistry - An Asian Journal, 14, 4454-4492 (2019)
Brenden Kilpatrick et al.
Chemical communications (Cambridge, England), 49(5), 514-516 (2012-12-01)
A methodology for the efficient conversion of aromatic sulfonamides into their mono-nitro derivatives using tert-butyl nitrite is reported. The reaction exhibits a high degree of chemoselectivity for sulfonamide functionalized aryl systems, even in the presence of other sensitive or potentially

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