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B1334

Sigma-Aldrich

Benzaldehyde

ReagentPlus®, ≥99%

Sinônimo(s):

Bitter almond

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About This Item

Fórmula linear:
C6H5CHO
Número CAS:
Peso molecular:
106.12
Beilstein:
471223
Número CE:
Número MDL:
Código UNSPSC:
12352100
eCl@ss:
39023701
ID de substância PubChem:
NACRES:
NA.21

densidade de vapor

3.7 (vs air)

Nível de qualidade

pressão de vapor

4 mmHg ( 45 °C)

linha de produto

ReagentPlus®

Ensaio

≥99%

forma

liquid

temperatura de autoignição

374 °F

Lim. expl.

1.4 %, 20 °F

índice de refração

n20/D 1.545 (lit.)

pH

5.9 (20 °C)

pb

178-179 °C (lit.)

pf

−26 °C (lit.)

densidade

1.044 g/cm3 at 20 °C (lit.)

cadeia de caracteres SMILES

O=Cc1ccccc1

InChI

1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H

chave InChI

HUMNYLRZRPPJDN-UHFFFAOYSA-N

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Descrição geral

Benzaldehyde is an aromatic aldehyde. Rotational transitions in benzaldehyde have been explained based on its microwave absorption spectrum. The conversion of benzaldehyde into reduced compounds in the presence of metal oxides has been studied. SmFeO3 (perovskite-type oxide catalyst) catalyzed cyanosilylation reaction of benzaldehyde with trimethylsilyl cyanide (TMSCN) has been reported.

Aplicação

Benzaldehyde has been used as a standard in the quantification of Achillea ligustica essential oil by GC-MS (Gas Chromatography-Mass Spectrometry).
Benzaldehyde may be used in the following studies:
  • Preparation of optically active 1-phenylpropan-1-ol.
  • Synthesis of meso-tetraphenylporphins and chlorins.
  • As a test compound to study oxidative amidation reaction of aliphatic primary/secondary amines using N-heterocyclic carbine as a catalyst.
  • Synthesis of 2-phenyl-2,3-dihydro-4H-pyran-4-one with high enantioselectivity by hetero-Diels-Alder (HDA) reaction with Danishefsky′s diene.

Qualidade

Chlorine-free

Informações legais

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

145.4 °F - closed cup

Ponto de fulgor (°C)

63 °C - closed cup

Equipamento de proteção individual

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


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Reduction of benzaldehyde on metal oxides.
Haffad D, et al.
J. Catal., 172(1), 85-92 (1997)
Gas phase hydrogenation of benzaldehyde over supported copper catalysts. Effect of copper loading.
Lanasri K, et al.
Studies in Surface Science and Catalysis, 174, 1279-1282 (2008)
Cyanosilylation of benzaldehyde with TMSCN over perovskite-type oxide catalyst prepared by thermal decomposition of heteronuclear cyano complex precursors.
Yamaguchi S, et al.
Research on Chemical Intermediates, 41(12), 9551-9560 (2015)
N-Heterocyclic Carbene-Catalyzed Oxidative Amidation of Aldehydes with Amines.
Alanthadka A and Maheswari CU.
Advanced Synthesis & Catalysis, 357(6), 1199-1203 (2015)
Experimental and theoretical studies on the hydrogen-bond-promoted enantioselective hetero-Diels-alder reaction of Danishefsky's diene with benzaldehyde.
Zhang X, et al.
The Journal of Organic Chemistry, 71(7), 2862-2869 (2006)

Artigos

The aldol condensation reaction is an organic reaction introduced by Charles Wurtz, who first prepared the β-hydroxy aldehyde from acetaldehdye in 1872.

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

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