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B1334

Sigma-Aldrich

Benzaldehyde

Benzaldehyde

ReagentPlus®, ≥99%

Synonym(s):

Bitter almond

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2 G
$44.40
5 G
$95.80
100 G
$101.00
1 KG
$161.00
3 KG
$267.00
18 KG
$1,070.00

$44.40

Estimated to ship on20 March 2025

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2 G
$44.40
5 G
$95.80
100 G
$101.00
1 KG
$161.00
3 KG
$267.00
18 KG
$1,070.00

About This Item

Linear Formula:
C6H5CHO
CAS Number:
100-52-7
Molecular Weight:
106.12
Beilstein:
471223
EC Number:
202-860-4
MDL number:
MFCD00003299
UNSPSC Code:
12352100
eCl@ss:
39023701
PubChem Substance ID:
57653918
NACRES:
NA.21

$44.40

Estimated to ship on20 March 2025

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vapor density

3.7 (vs air)

Quality Level

200

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.)

functional group

aldehyde
phenyl

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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General description

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]

Application

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]

Quality

Chlorine-free

Legal Information

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

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

145.4 °F - closed cup

Flash Point(C)

63 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV7776
SDBB0503
MKCS8607
STBK6361
STBK9355

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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)
Hydrogenation of benzaldehyde over palladium intercalated bentonite catalysts: Kinetic studies.
Divakar D, et al.
Catalysis Letters, 125(3-4), 277-282 (2008)
Activation of Mg-Al hydrotalcite catalysts for aldol condensation reactions.
Rao KK, et al.
J. Catal., 173(1), 115-121 (1998)
Benzaldehyde hydrogenation over supported nickel catalysts.
Saadi A, et al.
J. Mol. Catal. A: Chem., 253(1), 79-85 (2006)
View All Related Papers

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.

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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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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