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Merck

538205

Sigma-Aldrich

Isobutiraldehído

dry, 98%

Sinónimos:

2-Metilpropanal, 2-Metilpropionaldehído

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About This Item

Fórmula lineal:
(CH3)2CHCHO
Número de CAS:
Peso molecular:
72.11
Beilstein/REAXYS Number:
605330
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

2.5 (vs air)

vapor pressure

66 mmHg ( 4.4 °C)

assay

98%

autoignition temp.

384 °F

expl. lim.

10 %, 25 °F
2 %, 32 °F

refractive index

n20/D 1.374 (lit.)

bp

63 °C (lit.)

mp

−65 °C (lit.)

solubility

60 g/L at 25 °C

density

0.79 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)C(C)C

InChI

1S/C4H8O/c1-4(2)3-5/h3-4H,1-2H3

InChI key

AMIMRNSIRUDHCM-UHFFFAOYSA-N

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General description

Isobutyraldehyde is an α,α-disubstituted aldehyde. It is an important raw material for the manufacture of various industrially important chemicals. It may be produced from CO2 and overexpression of ribulose 1,5-bisphosphate carboxylase/oxygenase employing genetically engineered strain of Synechococcus elongatus PCC7942. Enantioenriched γ-nitroaldehydes are obtained from the conjugate addition reaction between isobutyraldehyde with nitroalkenes in the presence of chiral organocatalysts.

Application

Isobutyraldehyde may be used in the synthesis of the following compounds:
  • N-cyclohrxyl-α-dimethylaminoisovalerarnide
  • N′-cyclohexyl-N,N-dimethyl-α-dimethylaminoisovaleramidine
  • α-acetoxy-N-cyclohexylisovaleramide
  • acetic anhydride
  • N-cyclohexyl-a-formyloxyisovaleramide
  • cyclic carbonates
  • hydroxypivaldehyde, which is useful for the preparation of neopentyl glycol (NPG)
It may also be employed for the microbial synthesis of isobutanol.

pictograms

FlameExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

-11.2 °F - closed cup

flash_point_c

-24 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves


Certificados de análisis (COA)

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Enantioselective Michael addition of isobutyraldehyde to nitroalkenes organocatalyzed by chiral primary amine-guanidines.
Avila A, et al.
Tetrahedron Asymmetry, 25(5), 462-467 (2014)
Cross-Aldol condensation of isobutyraldehyde and formaldehyde using phase transfer catalyst.
Hashmi A.
Journal of Saudi Chemical Society (2013)
Reactions of cyclohexylisonitrile and isobutyraldehyde with various nucleophiles and catalysts.
McFarland JW.
The Journal of Organic Chemistry, 28(9), 2179-2181 (1963)
Xiang Liu et al.
Journal of biotechnology, 164(2), 188-195 (2012-09-15)
We have determined the X-ray crystal structures of the NADH-dependent alcohol dehydrogenase LlAdhA from Lactococcus lactis and its laboratory-evolved variant LlAdhA(RE1) at 1.9Å and 2.5Å resolution, respectively. LlAdhA(RE1), which contains three amino acid mutations (Y50F, I212T, and L264V), was engineered
Hyunwoo Kim et al.
Organic letters, 11(1), 157-160 (2008-12-10)
Addition of isobutyraldehyde to 1,2-bis(2-hydroxyphenyl)-1,2-diaminoethane (mother diamine) cleanly gives a stable, fused imidazolidine-dihydro-1,3-oxazine ring complex. However, vigorous heating of the fused ring complex gives the diaza-Cope rearrangement product with excellent yield and stereoselectivity. A variety of alkyl aldehydes have been

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