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B1334 Sigma-Aldrich

Benzaldehyde

ReagentPlus®, ≥99%

Synonym: Bitter almond

  • CAS Number 100-52-7

  • Linear Formula C6H5CHO

  • Molecular Weight 106.12

  •  Beilstein/REAXYS Number 471223

  •  EC Number 202-860-4

  •  MDL number MFCD00003299

  •  eCl@ss 39023701

  •  PubChem Substance ID 57653918

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Properties

Related Categories Aldehydes, Aspalathus linearis (Rooibos tea), Building Blocks, C7, Carbonyl Compounds,
Quality Level   200
vapor density   3.7 (vs air)
vapor pressure   4 mmHg ( 45 °C)
product line   ReagentPlus®
assay   ≥99%
form   liquid
autoignition temp.   374 °F
expl. lim.   1.4 %, 20 °F
refractive index   n20/D 1.545 (lit.)
pH   5.9 (20 °C)
bp   178-179 °C (lit.)
mp   −26 °C (lit.)
density   1.044 g/cm3 at 20 °C (lit.)
storage temp.   room temp
SMILES string   O=Cc1ccccc1
InChI   1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H
InChI key   HUMNYLRZRPPJDN-UHFFFAOYSA-N

Description

General description

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.

Application

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.

Packaging

1, 3 kg in glass bottle

18 kg in steel drum

2, 5, 100 g in glass bottle

Quality

Chlorine-free

Legal Information

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

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Target organs 
Respiratory system
RIDADR 
UN 1990 9 / PGIII
WGK Germany 
WGK 1
RTECS 
CU4375000
Flash Point(F) 
145.4 °F
Flash Point(C) 
63 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

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 1872.1 In an aldol condensation, an enolate ion reac...
Keywords: Addition reactions, Aldol condensation, Aldol reaction, Alkylations, Antibiotics, Asymmetric synthesis, Catalysis, Condensations, Dehydration reaction, Eliminations, Etherifications, Iodinations, Michael Addition, Rearrangements, Suzuki coupling

Knoevenagel Condensation Reaction

The Knoevenagel Condensation Reaction is a classic organic synthesis, described by Emil Knoevenagel in the 1890’s. The Knoevenagel reaction is a modified Aldol Condensation with a nucleophilic additi...
Keywords: Aldol condensation, C-C bond formation, Condensations, Dehydration reaction, Knoevenagel Condensation, Nucleophilic additions, Organic synthesis

Peer-Reviewed Papers
15

References

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