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Merck
CN

150495

Isopentyl nitrite

96%

Synonym(s):

Isoamyl nitrite

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About This Item

Linear Formula:
(CH3)2CHCH2CH2ONO
CAS Number:
110-46-3
Molecular Weight:
117.15
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24849038
EC Number:
203-770-8
Beilstein/REAXYS Number:
969510
MDL number:
MFCD00002057

Key Documents

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Product Name

Isopentyl nitrite, 96%

InChI key

OWFXIOWLTKNBAP-UHFFFAOYSA-N

InChI

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

SMILES string

CC(C)CCON=O

assay

96%

form

liquid

technique(s)

titration: suitable

color

colorless to green-yellow
 colorless to yellow

refractive index

n20/D 1.386 (lit.)

bp

99 °C (lit.)

mp

<-80 °C

solubility

water: soluble 0.38 g/L at 25 °C

density

0.872 g/mL at 25 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

Quality Level

200

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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. 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.

signalword

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

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-4.0 °F - closed cup

flash_point_c

-20 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6280
BCCJ9632
BCCG2054
BCCD4387
BCBX0122

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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)
Tetrahedron Letters, 31, 1113-1113 (1990)
New insights into the functionalization of multi-walled carbon
nanotubes with aniline derivatives
Lipinska M E
Carbon, 50, 3280 -33294 (2012)
Electron transfer at Au surfaces modified by Tethered Osmium bipyridine?pyridine complexes
Journal of Solid State Electrochemistry, 11:11, 1511-1520 null
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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