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150495

Sigma-Aldrich

Isopentyl nitrite

96%

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Synonym(s):
Isoamyl nitrite
Linear Formula:
(CH3)2CHCH2CH2ONO
CAS Number:
Molecular Weight:
117.15
Beilstein:
969510
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

Assay

96%

form

liquid

refractive index

n20/D 1.386 (lit.)

bp

99 °C (lit.)

mp

<-80 °C

density

0.872 g/mL at 25 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

CC(C)CCON=O

InChI

1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3

InChI key

OWFXIOWLTKNBAP-UHFFFAOYSA-N

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1 of 4

This Item
4912682037079857
Isopentyl nitrite 96%

Sigma-Aldrich

150495

Isopentyl nitrite

Isoamyl nitrite-15N 98 atom % 15N, 97% (CP)

Sigma-Aldrich

491268

Isoamyl nitrite-15N

tert-Butyl nitrite technical, &#8805;90% (GC)

Sigma-Aldrich

20370

tert-Butyl nitrite

Isopentyl acetate analytical standard

Supelco

79857

Isopentyl acetate

form

liquid

form

-

form

liquid

form

-

mp

<-80 °C

mp

-

mp

-

mp

−78 °C (lit.)

density

0.872 g/mL at 25 °C (lit.)

density

0.879 g/mL at 25 °C (lit.)

density

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

density

0.876 g/mL at 25 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

-

application(s)

-

application(s)

cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

General description

Isopentyl nitrite, also known as isoamyl nitrite, is an oxidant, and nitrosating agent for phosphoramidites which rearrange into phosphotriesters during nitrosation.

Application

Isopentyl nitrite has been used:
  • as a radical initiator to functionalize multi-walled carbon nanotubes.
  • as a reagent in the preparation of 4-carboxy-phenyl diazonium salt tetrafluoroborate.
  • in the synthesis of peroxynitrite (ONOO-).
Isopentyl nitrite, also known as isoamyl nitrite, is used for the generation of benzyne from anthranilic acid. It is a smooth muscle relaxant that may be suitable as nitrovasodilators and as recreational drugs known as poppers. Its applications are also seen in kits to treat cyanide poisoning, its function being to oxidize hemoglobin (Hb) to methemoglobin (metHb) which reacts with cyanide to form the non-toxic cyano-metHb.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Muta. 2 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

19.4 °F - closed cup

Flash Point(C)

-7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Comparing nitrosative versus oxidative stress toward zinc finger-dependent transcription. Unique role for NO.
Kroncke KD
The Journal of Biological Chemistry, 277(15), 13294-13301 (2002)
Electron transfer at Au surfaces modified by Tethered Osmium bipyridine?pyridine complexes
Journal of Solid State Electrochemistry, 11:11, 1511-1520 null
Tetrahedron Letters, 31, 1113-1113 (1990)
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nanotubes with aniline derivatives
Lipinska M E
Carbon, 50, 3280 -33294 (2012)
Rao M Uppu
Analytical biochemistry, 354(2), 165-168 (2006-06-06)
A method for the synthesis of peroxynitrite is described. It involves nitrosation of H2O2 at pH> or = 12.5 by isoamyl or butyl nitrite in mixed solvents of isopropyl alcohol (IPA) and water at 25+/-1 degrees C. Maximum yields of

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