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B1334

Sigma-Aldrich

Benzaldehyd

Benzaldehyde

ReagentPlus®, ≥99%

Synonym(e):

Bittermandel

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About This Item

Lineare Formel:
C6H5CHO
CAS-Nummer:
100-52-7
Molekulargewicht:
106.12
Beilstein:
471223
EG-Nummer:
202-860-4
MDL-Nummer:
MFCD00003299
UNSPSC-Code:
12352100
eCl@ss:
39023701
PubChem Substanz-ID:
57653918
NACRES:
NA.21
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Dampfdichte

3.7 (vs air)

Qualitätsniveau

200

Dampfdruck

4 mmHg ( 45 °C)

Produktlinie

ReagentPlus®

Assay

≥99%

Form

liquid

Selbstzündungstemp.

374 °F

Expl.-Gr.

1.4 %, 20 °F

Brechungsindex

n20/D 1.545 (lit.)

pH-Wert

5.9 (20 °C)

bp

178-179 °C (lit.)

mp (Schmelzpunkt)

−26 °C (lit.)

Dichte

1.044 g/cm3 at 20 °C (lit.)

Funktionelle Gruppe

aldehyde
phenyl

SMILES String

O=Cc1ccccc1

InChI

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

InChIKey

HUMNYLRZRPPJDN-UHFFFAOYSA-N

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Allgemeine Beschreibung

Benzaldehyde is an aromatic aldehyde. Rotational transitions in benzaldehyde have been explained based on its microwave absorption spectrum.[1] The conversion of benzaldehyde into reduced compounds in the presence of metal oxides has been studied.[2] SmFeO3 (perovskite-type oxide catalyst) catalyzed cyanosilylation reaction of benzaldehyde with trimethylsilyl cyanide (TMSCN) has been reported.[3]

Anwendung

Benzaldehyde has been used as a standard in the quantification of Achillea ligustica essential oil by GC-MS (Gas Chromatography-Mass Spectrometry).[4]
Benzaldehyde may be used in the following studies:
  • Preparation of optically active 1-phenylpropan-1-ol.[5]
  • Synthesis of meso-tetraphenylporphins and chlorins.[6]
  • As a test compound to study oxidative amidation reaction of aliphatic primary/secondary amines using N-heterocyclic carbine as a catalyst.[7]
  • Synthesis of 2-phenyl-2,3-dihydro-4H-pyran-4-one with high enantioselectivity by hetero-Diels-Alder (HDA) reaction with Danishefsky′s diene.[8]

Qualität

Chlorine-free

Rechtliche Hinweise

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

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

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

WGK

WGK 1

Flammpunkt (°F)

145.4 °F - closed cup

Flammpunkt (°C)

63 °C - closed cup

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCV7776
SDBB0503
MKCS8607
STBK6361
STBK9355

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B Rosche et al.
Applied microbiology and biotechnology, 57(3), 309-315 (2002-01-05)
Extracts of 14 filamentous fungi were examined regarding their potential for production of (R)-phenylacetylcarbinol [(R)-PAC], which is the chiral precursor in the manufacture of the pharmaceuticals ephedrine and pseudoephedrine. Benzaldehyde and pyruvate were transformed at a scale of 1.2 ml
Microwave Spectrum of Benzaldehyde.
Kakar RK, et al.
J. Chem. Phys. , 52(7), 3803-3813 (1970)
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)
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Artikel

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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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