p-Tolualdehyde Chemical Properties

Melting point:

-6 °C

Boiling point:

204-205 °C (lit.) 82-85 °C/11 mmHg (lit.)

Density 

1.019 g/mL at 25 °C (lit.)

vapor pressure 

0.33 hPa (25 °C)

FEMA 

3068 | TOLUALDEHYDES (MIXED O,M,P)

refractive index 

n20/D 1.545(lit.)

Flash point:

176 °F

storage temp. 

Store below +30°C.

solubility 

water: soluble0.25 g/L at 25°C

form 

Liquid

color 

Clear colorless to yellow

Odor

at 5.00 % in dipropylene glycol. fruity cherry deep phenolic

Odor Type

fruity

explosive limit

0.9-5.6%(V)

Water Solubility 

0.25 g/L (25 ºC)

Sensitive 

Air Sensitive

BRN 

385772

InChIKey

FXLOVSHXALFLKQ-UHFFFAOYSA-N

LogP

2.25

CAS DataBase Reference

104-87-0(CAS DataBase Reference)

NIST Chemistry Reference

Benzaldehyde, 4-methyl-(104-87-0)

EPA Substance Registry System

4-Methylbenzaldehyde (104-87-0)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38-36/38

Safety Statements 

26-36-37/39

RIDADR 

NA 1993 / PGIII

WGK Germany 

1

RTECS 

CU7034500

F 

9-23

Autoignition Temperature

395 °C DIN 51794

TSCA 

Yes

HS Code 

29122900

Hazardous Substances Data

104-87-0(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 1600 mg/kg

MSDS

• Language:English Provider:p-Tolualdehyde
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

p-Tolualdehyde Usage And Synthesis

Chemical Properties

Clear colorless to pale yellow liquid. Soluble in alcohol and oils. Sweet-herbaceous, Bitter-almond-like moderately tenacious odor. Not as pungent as Benzaldehyde, but more herbaceous-warm. Intensely sweet, warm-fruity and Bitteralmond-like taste in concentrations lower than 500 ppm.

Uses

p-Tolualdehyde is made by the Vilsmeier reaction employing toluene and dimethylformamide or the Guttermann–Koch reaction employing toluene and carbon monoxide.

Uses

p-Tolualdehyde is used as an intermediate for the synthesis of pharmaceuticals, dyes perfumes and agrochemicals. It is also used as a fixative of flavorings. It is also used as an important organic intermediates, used for spices, triphenylmethane dye synthesis, etc.

Uses

p-Tolualdehyde may be used as an analytical reference standard for the quantification of the analyte in the following:

• Air samples using high-performance liquid chromatography with UV detection (HPLC-UV).
• Mango cultivars using gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS).

Definition

ChEBI: A tolualdehyde compound with the methyl substituent at the 4-position.

Preparation

p-Tolualdehyde is prepared by oxidation of mixed Tolylalcohols.

Synthesis Reference(s)

Journal of the American Chemical Society, 105, p. 7175, 1983 DOI: 10.1021/ja00362a028
Tetrahedron Letters, 29, p. 6265, 1988 DOI: 10.1016/S0040-4039(00)82321-7

General Description

p-Tolualdehyde (4-Methylbenzaldehyde) is an aromatic aldehyde. It has been generated as major oxygenated product during the UV light irradiated oxygenation of p-xylene, via photoinduced electron transfer mechanism. It undergoes condensation reaction with diiron μ-ethylidyne complex to afford μ-vinylcarbyne complex (92% yield).

Flammability and Explosibility

Not classified

Purification Methods

Steam distil the aldehyde, dry it with CaSO4, then fractionally distil it. [Beilstein 7 IV 672.]

p-Tolualdehyde(104-87-0)Related Product Information

• p-Toluoyl chloride
• 4-Hydroxybenzaldehyde
• p-Anisaldehyde
• 4-Formylbenzoic acid
• 4-Dimethylaminobenzaldehyde
• 2,3-Dimethylbenzaldehyde
• 3,4-Dimethylbenzaldehyde
• 4-tert-Butylbenzaldehyde
• 4-Methylsulphonyl benzaldehyde
• p-Toluic acid
• 4'-Methylpropiophenone
• Methyl 3-M-tolylacrylate
• Ozagrel Impurity 43
• (E)-methyl 3-(4-((1H-imidazol-1-yl)methyl)phenyl)acrylate
• Ozagrel hydrochloride
• Ozagrel-015
• Ozagrel sodium
• METHYL 4-METHYLCINNAMATE