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T35602

Sigma-Aldrich

p-Tolualdehyde

97%

Sinónimos:

4-Methylbenzaldehyde

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About This Item

Fórmula lineal:
CH3C6H4CHO
Número de CAS:
104-87-0
Peso molecular:
120.15
Beilstein/REAXYS Number:
385772
EC Number:
203-246-9
MDL number:
MFCD00006954
UNSPSC Code:
12352100
PubChem Substance ID:
24900149
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.545 (lit.)

bp

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

solubility

water: soluble 0.25 g/L at 25 °C

density

1.019 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1ccc(C)cc1

InChI

1S/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3

InChI key

FXLOVSHXALFLKQ-UHFFFAOYSA-N

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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).

Application

p-Tolualdehyde may be employed as growth substrate in the culture medium of the strains of Pseudomonas putida.
p-Tolualdehyde may be used in the preparation of (E)-3-(4-methyl-phen-yl)-1-(1,3-thia-zol-2-yl)prop-2-en-1-one. It may be used in the preparation of (Z)-trisubstituted allylic alcohols.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

161.6 °F - closed cup

flash_point_c

72 °C - closed cup

ppe

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

Certificados de análisis (COA)

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Ohkubo et al.
Organic letters, 2(23), 3647-3650 (2000-11-14)
The 100% selective oxygenation of p-xylene to p-tolualdehyde is initiated by photoinduced electron transfer from p-xylene to the singlet excited state of 10-methyl-9-phenylacridinium ion under visible light irradiation, yielding p-tolualdehyde exclusively as the final oxygenated product. The reason for the
Young K Chen et al.
Journal of the American Chemical Society, 126(12), 3702-3703 (2004-03-25)
In this Communication, we outline a new one-pot, multicomponent coupling reaction that allows easy access to (Z)-trisubstituted allylic alcohols. Our strategy is based on E to Z isomerization of the 1-bromo-1-dialkylvinylborane upon reaction with dialkylzinc reagents, and subsequent transmetalation to
Annamalai Palaniappan et al.
Acta crystallographica. Section E, Structure reports online, 68(Pt 6), o1875-o1875 (2012-06-22)
In the title chalcone, C(13)H(11)NOS, derived from the condensation of p-tolualdehyde and 1-(1,3-thia-zol-2-yl)ethanone, the olefine group has a trans configuration. No classical hydrogen bonding is present in the crystal structure.
M J Worsey et al.
Journal of bacteriology, 124(1), 7-13 (1975-10-01)
Pseudomonas putida (arvilla) mt-2 carries genes for the catabolism of toluene, m-xylene, and p-xylene on a transmissible plasmid, TOL. These compounds are degraded by oxidation of one of the methyl substituents via the corresponding alcohols and aldehydes to benzoate and
Synthesis of cationic diiron μ-vinylcarbyne complexes.
Casey CP, et al.
Polyhedron, 7(10), 881-992 (1988)
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