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133280

Sigma-Aldrich

Butyl isocyanide

97%

Synonym(s):

1-Butylisonitrile, 1-Isocyanobutane, Butyl isonitrile, n-Butyl isocyanide, n-Butyl isonitrile

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About This Item

Linear Formula:
CH3(CH2)3NC
CAS Number:
2769-64-4
Molecular Weight:
83.13
EC Number:
220-458-7
MDL number:
MFCD00000008
UNSPSC Code:
12352100
PubChem Substance ID:
24848097
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.396 (lit.)

density

0.795 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCCC[N+]#[C-]

InChI

1S/C5H9N/c1-3-4-5-6-2/h3-5H2,1H3

InChI key

FSBLVBBRXSCOKU-UHFFFAOYSA-N

Related Categories

Application

Butyl isocyanide was used to study the crystal structure of carbon monoxide dehydrogenases-II isolated from Carboxydothermus hydrogenoformans. It was used to probe the mechanism of NO activation of the hemoprotein soluble guanylate cyclase. .

Biochem/physiol Actions

Butyl isocyanide forms complex with ferric and ferrous iron of the heme in cytochrome P450.

Other Notes

May form haziness and/or precipitate with no loss in purity.

accessory

Product No.
Description
Pricing

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

69.8 °F - closed cup

flash_point_c

21 °C - closed cup

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y Imai et al.
Biochimica et biophysica acta, 1337(1), 66-74 (1997-01-04)
Heme-external ligand interactions of P-450nor were examined spectrophotometrically and compared with those of other P-450s. Most nitrogenous ligands induced type II spectral changes on binding to ferric P-450nor, as did other P-450s. In contrast with other P-450s, 2-methylpyridine and 1-butanol
Akira Ikezaki et al.
Chemical communications (Cambridge, England), (19)(19), 2257-2259 (2008-05-09)
Addition of tert-butylisocyanide (tBuNC) to a CD2Cl2 solution of the bis(perchlorato)(meso-tetramesitylporphyrinato) iron(III) cation radical leads to the formation of the corresponding bis(adduct), [Fe(TMP)(tBuNC)2]2+, whose electronic structure is in sharp contrast to that of the corresponding imidazole(HIm) complex, [Fe(TMP)(HIm)2]2+; the former
T H Tahirov et al.
Nature structural biology, 3(5), 459-464 (1996-05-01)
We have determined the structure of n-butylisocyanide-bound Rhodobacter capsulatus cytochrome c'. This is the first example of a ligand-bound structure of a class IIa cytochrome c. Compared with the structure of native cytochrome c', there are significant conformational changes of
Robert D Smith et al.
Biochemistry, 49(24), 4977-4986 (2010-05-21)
Crystal structures of methyl, ethyl, propyl, and butyl isocyanide bound to sperm whale myoglobin (Mb) reveal two major conformations. In the in conformer, His(E7) is in a "closed" position, forcing the ligand alkyl chain to point inward. In the out
J Doussière et al.
Biochemistry, 35(41), 13400-13410 (1996-10-15)
The NADPH oxidase complex of activated neutrophils consists of a membrane-bound flavocytochrome b and cytosolic activation factors. Despite its ability to react with O2, the heme b component of the flavocytochrome is insensitive to cyanide and CO2, and slowly reactive
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