Skip to Content
MilliporeSigma
All Photos(1)

Documents

418099

Sigma-Aldrich

Benzaldehyde

purified by redistillation, ≥99.5%

Synonym(s):

Bitter almond

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H5CHO
CAS Number:
100-52-7
Molecular Weight:
106.12
Beilstein/REAXYS Number:
471223
EC Number:
202-860-4
MDL number:
MFCD00003299
UNSPSC Code:
12352100
eCl@ss:
39023701
PubChem Substance ID:
24866203

vapor density

3.7 (vs air)

Quality Level

200

vapor pressure

4 mmHg ( 45 °C)

assay

≥99.5%

form

liquid

autoignition temp.

374 °F

purified by

redistillation

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.)

SMILES string

O=Cc1ccccc1

InChI

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

InChI key

HUMNYLRZRPPJDN-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Benzaldehyde (bitter-almond oil) is an aromatic compound commonly used in the cosmetics and flavor industries. The natural source of benzaldehyde is amygdalin, a glycoside found in apricots, bitter almonds, apples, cherries etc. Benzaldehyde is commercially produced by liquid phase chlorination and oxidation of toluene. Other methods reported to produce benzaldehyde include oxidation of benzyl alcohol, hydrolysis of benzal chloride and carbonylation of benzene.

Application

Benzaldehyde can be used as a precursor to synthesize:
  • Cinnamaldehyde, cinnamic acid, ethyl cinnamate, benzoic acid, benzyl alcohol, benzyl benzoate and hydrobenzamide etc.
  • Triphenylmethane derivatives by condensation with phenols, aromatic amines, and benzene. This reaction is useful for the production of malachite green dyes.
  • Benzoylborane by reacting with borylmagnesium bromides.
  • Multi-benzaldehyde functionalized poly(ethylene glycol) analog which is used as a cross-linker to develop an injectable hydrogel system.

signalword

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

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

wgk_germany

WGK 1

flash_point_f

145.4 °F

flash_point_c

63 °C

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 6

1 of 6

Benzaldehyde natural, FCC, FG

Sigma-Aldrich

W212717

Benzaldehyde

Benzaldehyde SAJ special grade, ≥98.0%

Sigma-Aldrich

03-0745

Benzaldehyde

Acetone HPLC Plus, for HPLC, GC, and residue analysis, ≥99.9%

Sigma-Aldrich

650501

Acetone

Sodium hydroxide BioXtra, ≥98% (acidimetric), pellets (anhydrous)

Sigma-Aldrich

S8045

Sodium hydroxide

Cyclohexane ACS reagent, ≥99%

Sigma-Aldrich

179191

Cyclohexane

Benzaldehyde-α-13C 99 atom % 13C, 99% (CP)

Sigma-Aldrich

488127

Benzaldehyde-α-13C

Synthesis, structure of borylmagnesium, and its reaction with benzaldehyde to form benzoylborane
Yamashita M, et al.
Journal of the American Chemical Society, 129(31), 9570-9571 (2007)
Highly selective oxidation of benzyl alcohol to benzaldehyde catalyzed by bimetallic gold?copper catalyst
Della Pina C, et al.
J. Catal., 260(2), 384-386 (2008)
Benzaldehyde
Bruhne F and Wright E
Ullmann's Encyclopedia of Industrial Chemistry (2000)
An injectable hydrogel formed by in situ cross-linking of glycol chitosan and multi-benzaldehyde functionalized PEG analogues for cartilage tissue engineering
Cao L, et al.
Journal of materials chemistry. B, 3(7), 1268-1280 (2015)
Spacing and site isolation of amine groups in 3-aminopropyl-grafted silica materials: The role of protecting groups.
Hicks JC, et al.
Chemistry of Materials, 18(21), 5022-5032 (2006)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service