Skip to main content

Acetaldehyde

C2H4O organic

Properties

StateLiquid at room temperature (volatile)
ColorColorless
SolubilityMiscible with water
Melting Point-123.4 °C
Boiling Point20.2 °C

About Acetaldehyde

Acetaldehyde is the two-carbon aldehyde that sits one oxidation step above ethanol and one step below acetic acid, and most of its chemistry — biochemical and industrial — flows from that middle position. In the liver, alcohol dehydrogenase oxidizes ethanol to acetaldehyde, then aldehyde dehydrogenase oxidizes that to acetate. The hangover lives in the gap: when ALDH can't keep up, acetaldehyde accumulates, and the headache, nausea, and facial flushing that follow are the body running into a metabolite it doesn't tolerate well. About 40% of people of East Asian descent carry an ALDH2 variant that slows the second step dramatically, which is the genetic basis for the alcohol flush reaction and, paradoxically, a real protective effect against alcohol use disorder. Industrially, the molecule is the workhorse intermediate behind the Wacker process — ethylene plus oxygen over Pd(II)/Cu(II) gives acetaldehyde — which historically fed straight into acetic acid manufacture before methanol carbonylation took over that role. Molar mass works out to 44.05 g/mol, low enough that it boils at 20 °C and behaves more like a refrigerant than a typical liquid reagent.

Where you'll encounter it

If you smell ripe apples, a fresh pour of coffee, or warm bread, you're picking up acetaldehyde — it's a common volatile in plant metabolism and one of the dominant aroma compounds in fermenting fruit. In a teaching lab, it's the molecule that gives a positive Tollens silver-mirror test, since the aldehyde reduces Ag(I) to elemental silver while being oxidized to acetate. In the analytical chemistry literature, it shows up as the IARC Group 1 designation tied specifically to alcohol-derived exposure — the same biochemistry that produces hangovers also produces the carcinogenic dose, which is why alcohol-flush carriers face elevated upper-aerodigestive cancer risk if they drink heavily.

Common Uses

  • Feedstock for acetic acid via stepwise oxidation
  • Intermediate for pyridine derivatives and pentaerythritol
  • Tollens-test reagent for silvering glassware
  • Trace flavor compound in food and beverage processing
  • Reference aldehyde for teaching nucleophilic addition reactions

Safety Information

Flammable with a flash point of -39 °C — ignites readily at room temperature. Vapors irritate the eyes and respiratory tract; chronic inhalation exposure raises cancer risk, with IARC classifying it as Group 1 in the context of alcohol-related exposure. Handle in a fume hood with appropriate gloves and eye protection; keep away from oxidizers and ignition sources.

This safety summary is for educational reference only and may not be complete. It is not a substitute for Safety Data Sheets (SDS), medical advice, or professional chemical safety guidance. Always consult appropriate SDS and qualified professionals before handling chemicals.

Constituent Elements

Frequently Asked Questions

What is the molar mass of acetaldehyde?
44.053 g/mol. The arithmetic: 2(12.011) for the two carbons, 4(1.008) for the four hydrogens, and 15.999 for the lone oxygen, summing to 44.05 within rounding. The low value is why it boils near room temperature and evaporates so quickly out of an open flask.
How does acetaldehyde relate to alcohol hangovers?
Ethanol gets oxidized in two steps in the liver — first to acetaldehyde by alcohol dehydrogenase, then to acetate by aldehyde dehydrogenase. When the second enzyme can't clear acetaldehyde fast enough, the metabolite accumulates and produces the headache, flushing, and nausea associated with hangovers. ALDH2 variants common in East Asian populations slow that second step and make the effect much more pronounced.
What is the Wacker process?
Direct oxidation of ethylene to acetaldehyde using a PdCl2/CuCl2 catalyst couple in aqueous solution: CH2=CH2 + ½ O2 → CH3CHO. Pd(II) does the C–H functionalization and is reduced to Pd(0); Cu(II) reoxidizes the palladium and is itself reoxidized by O2, which is what makes the whole cycle catalytic. It was the dominant industrial route to acetaldehyde for decades until methanol-based acetic acid synthesis displaced most of the downstream demand.