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Key Documents

538205

Sigma-Aldrich

Isobutyraldehyde

dry, 98%

Sinônimo(s):

2-Methylpropanal, 2-Methylpropionaldehyde

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About This Item

Fórmula linear:
(CH3)2CHCHO
Número CAS:
Peso molecular:
72.11
Beilstein:
605330
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

densidade de vapor

2.5 (vs air)

Nível de qualidade

pressão de vapor

66 mmHg ( 4.4 °C)

Ensaio

98%

temperatura de autoignição

384 °F

Lim. expl.

10 %, 25 °F
2 %, 32 °F

índice de refração

n20/D 1.374 (lit.)

pb

63 °C (lit.)

pf

−65 °C (lit.)

solubilidade

60 g/L at 25 °C

densidade

0.79 g/mL at 25 °C (lit.)

grupo funcional

aldehyde

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

InChI

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

chave InChI

AMIMRNSIRUDHCM-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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.

Pictogramas

FlameExclamation mark

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Flam. Liq. 2

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

-11.2 °F - closed cup

Ponto de fulgor (°C)

-24 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves


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Reactions of cyclohexylisonitrile and isobutyraldehyde with various nucleophiles and catalysts.
McFarland JW.
The Journal of Organic Chemistry, 28(9), 2179-2181 (1963)
Cross-Aldol condensation of isobutyraldehyde and formaldehyde using phase transfer catalyst.
Hashmi A.
Journal of Saudi Chemical Society (2013)
Enantioselective Michael addition of isobutyraldehyde to nitroalkenes organocatalyzed by chiral primary amine-guanidines.
Avila A, et al.
Tetrahedron Asymmetry, 25(5), 462-467 (2014)
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
Bettina M Pause et al.
Psychophysiology, 40(2), 209-225 (2003-06-25)
The aim of the present study was to investigate the similarities and differences in the olfactory and visual processing of emotional stimuli in healthy subjects and in patients with major depressive disorder (MDD). Twenty-five inpatients were investigated after admission to

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