Merck
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B1334

Sigma-Aldrich

Benzaldehyde

ReagentPlus®, ≥99%

Sinônimo(s):
Bitter almond
Fórmula linear:
C6H5CHO
Número CAS:
Peso molecular:
106.12
Beilstein:
471223
Número EC:
Número MDL:
eCl@ss:
39023701
ID de substância PubChem:

Nível de qualidade

200

densidade de vapor

3.7 (vs air)

pressão de vapor

4 mmHg ( 45 °C)

linha de produto

ReagentPlus®

teor

≥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.)

SMILES string

O=Cc1ccccc1

InChI

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

InChI key

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.

Embalagem

1, 3 kg in glass bottle
18 kg in steel drum
2, 5, 100 g in glass bottle

Qualidade

Chlorine-free

Informações legais

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

10 - Combustible liquids

WGK

WGK 1

Ponto de fulgor (ºF)

145.4 °F

Ponto de fulgor (ºC)

63 °C

Equipamento de proteção individual

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

Certificado de análise

Insira o número de lote para pesquisar o Certificado de análise (COA).

Certificado de origem

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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)
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)
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)
N-Heterocyclic Carbene-Catalyzed Oxidative Amidation of Aldehydes with Amines.
Alanthadka A and Maheswari CU.
Advanced Synthesis & Catalysis, 357(6), 1199-1203 (2015)

Artigos

Aldol Condensation Reaction

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 Reaction

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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