4-Methylbenzaldehyde

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4-Methylbenzaldehyde
4-Methylbenzaldehyde.svg
4-Methylbenzaldehyde-3D-balls.png
Names
Preferred IUPAC name
4-Methylbenzaldehyde
Other names
p-Tolualdehyde; p-Tolylaldehyde
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.952 OOjs UI icon edit-ltr-progressive.svg
KEGG
PubChem CID
UNII
  • InChI=1S/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3 Yes check.svgY
    Key: FXLOVSHXALFLKQ-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3
    Key: FXLOVSHXALFLKQ-UHFFFAOYAK
  • CC1=CC=C(C=C1)C=O
  • O=Cc1ccc(C)cc1
Properties
C8H8O
Molar mass 120.14852
Appearancecolorless liquid
Density 1.019 g/mL (25 °C)
Melting point −6.00 °C (21.20 °F; 267.15 K)
Boiling point 204 to 205 °C (399 to 401 °F; 477 to 478 K)
1.545 (20 °C)
Hazards
Safety data sheet (SDS)
Related compounds
Related compounds
Benzaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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4-Methylbenzaldehyde is the aromatic aldehyde with the formula CH3C6H4CHO. It is a colorless liquid. Commercially available, it may be prepared from the Friedel-Crafts formylation of toluene with carbon monoxide and hydrogen chloride under Gattermann-Koch conditions. [1] 4-Methylbenzaldehyde has a cherry-like scent similar to benzaldehyde, and finds some use in the fragrance industry.

4-Methylbenzaldehyde is a precursor to terephthalic acid, which is used to make various plastics. [2]

Related Research Articles

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In organic chemistry, an aldehyde is an organic compound containing a functional group with the structure R−CH=O. The functional group itself can be referred to as an aldehyde but can also be classified as a formyl group. Aldehydes are a common motif in many chemicals important in technology and biology.

Benzonitrile is the chemical compound with the formula C6H5(CN), abbreviated PhCN. This aromatic organic compound is a colorless liquid with a sweet bitter almond odour. It is mainly used as a precursor to the resin benzoguanamine.

<span class="mw-page-title-main">Benzyl alcohol</span> Aromatic alcohol

Benzyl alcohol (also known as α-cresol) is an aromatic alcohol with the formula C6H5CH2OH. The benzyl group is often abbreviated "Bn" (not to be confused with "Bz" which is used for benzoyl), thus benzyl alcohol is denoted as BnOH. Benzyl alcohol is a colorless liquid with a mild pleasant aromatic odor. It is useful as a solvent for its polarity, low toxicity, and low vapor pressure. Benzyl alcohol has moderate solubility in water (4 g/100 mL) and is miscible in alcohols and diethyl ether. The anion produced by deprotonation of the alcohol group is known as benzylate or benzyloxide.

<span class="mw-page-title-main">Cinnamic acid</span> Chemical compound

Cinnamic acid is an organic compound with the formula C6H5-CH=CH-COOH. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. It exists as both a cis and a trans isomer, although the latter is more common.

<span class="mw-page-title-main">Terephthalic acid</span> Chemical compound

Terephthalic acid is an organic compound with formula C6H4(CO2H)2. This white solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Several million tons are produced annually. The common name is derived from the turpentine-producing tree Pistacia terebinthus and phthalic acid.

<span class="mw-page-title-main">Benzoin (organic compound)</span> Chemical compound

Benzoin ( or ) is an organic compound with the formula PhCH(OH)C(O)Ph. It is a hydroxy ketone attached to two phenyl groups. It appears as off-white crystals, with a light camphor-like odor. Benzoin is synthesized from benzaldehyde in the benzoin condensation. It is chiral and it exists as a pair of enantiomers: (R)-benzoin and (S)-benzoin.

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Hippuric acid is a carboxylic acid and organic compound. It is found in urine and is formed from the combination of benzoic acid and glycine. Levels of hippuric acid rise with the consumption of phenolic compounds. The phenols are first converted to benzoic acid, and then to hippuric acid and excreted in urine.

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Benzylideneacetone is the organic compound described by the formula C6H5CH=CHC(O)CH3. Although both cis- and trans-isomers are possible for the α,β-unsaturated ketone, only the trans isomer is observed. Its original preparation demonstrated the scope of condensation reactions to construct new, complex organic compounds. Benzylideneacetone is used as a flavouring ingredient in food and perfumes.

<span class="mw-page-title-main">Benzilic acid</span> Chemical compound

Benzilic acid is an organic compound with formula C
14
H
12
O
3
or (C
6
H
5
)2(HO)C(COOH). It is a white crystalline aromatic acid, soluble in many primary alcohols.

<span class="mw-page-title-main">Erlenmeyer–Plöchl azlactone and amino-acid synthesis</span>

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α-Phenylcinnamic acid Chemical compound

α-Phenylcinnamic acid is a phenylpropanoid, or, more specifically, a derivative of cinnamic acid. It has the formula C15H12O2 and appears as an off-white crystalline solid.

References

  1. Coleman, G. H.; Craig, David (1932). "p-Tolualdehyde". Org. Synth. 12: 80. doi:10.15227/orgsyn.012.0080 ; Coll. Vol., vol. 2, 1943, p. 583.
  2. Brühne, Friedrich; Wright, Elaine (2011). "Benzaldehyde". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a03_463.pub2. ISBN   978-3-527-30385-4.