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418099

Sigma-Aldrich

Benzaldehyde

purified by redistillation, ≥99.5%

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Synonym(s):
Bitter almond
Linear Formula:
C6H5CHO
CAS Number:
Molecular Weight:
106.12
Beilstein/REAXYS Number:
471223
EC Number:
MDL number:
eCl@ss:
39023701
PubChem Substance ID:

vapor density

3.7 (vs air)

Quality Level

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

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1 of 4

This Item
B1334PHR1203Y0001064
Benzaldehyde purified by redistillation, ≥99.5%

418099

Benzaldehyde

Benzaldehyde ReagentPlus®, ≥99%

B1334

Benzaldehyde

Benzaldehyde Pharmaceutical Secondary Standard; Certified Reference Material

PHR1203

Benzaldehyde

Benzaldehyde European Pharmacopoeia (EP) Reference Standard

Y0001064

Benzaldehyde

assay

≥99.5%

assay

≥99%

assay

-

assay

-

form

liquid

form

liquid

form

-

form

-

expl. lim.

1.4 %, 20 °F

expl. lim.

1.4 %, 20 °F

expl. lim.

1.4 %, 20 °F

expl. lim.

1.4 %, 20 °F

bp

178-179 °C (lit.)

bp

178-179 °C (lit.)

bp

178-179 °C (lit.)

bp

178-179 °C (lit.)

density

1.044 g/cm3 at 20 °C (lit.)

density

1.044 g/cm3 at 20 °C (lit.)

density

1.044 g/cm3 at 20 °C (lit.)

density

1.044 g/cm3 at 20 °C (lit.)

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


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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)
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