Acrolein

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Acrolein
Acrolein
General
Systematic name 2-Propenal
Other names Acraldehyde
Acrylic Aldehyde
Allyl Aldehyde
Ethylene Aldehyde
Molecular formula C3H4O
Molar mass 56.06 g/mol
Appearance Colorless to yellow liquid.
Irritating odor.
CAS number 107-02-8
Properties
Vapor density (air=1) 1.94
Solubility in water Appreciable (> 10%)
Melting point -88 °C (-126 °F)
Boiling point 53 °C (127 °F)
Hazards
MSDS External MSDS[1]
Main hazards Highly poisonous. Causes
severe irritation to exposed
membranes. Extremely
flammable liquid and vapor.
NFPA 704

3
3
2
 
Flash point -26°C
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

In organic chemistry, acrolein or propenal is the simplest unsaturated aldehyde.

Acrolein is described as having a piercing, disagreeable, acrid smell. Skin exposure causes serious damage. Acrolein concentrations of 2 ppm are immediately dangerous to life. Acrolein may be easily produced by the action of approximately 1 part sodium bisulfate on 3 parts glycerine by weight.

Acrolein is such a severe pulmonary irritant and lacrimating agent that it has been used as a chemical weapon during World War I. It is, however, not outlawed by the Chemical Weapons Convention.

When glycerol is heated to 280 °C, it decomposes into acrolein.[2]

Acrolein is also a metabolite of the chemotherapy drug cyclophosphamide, and is associated with hemorrhagic cystitis.

Contents

[edit] Cancer link

Acrolein is a suspected human carcinogen.[3] [4] In October 2006, Dr. Moon-shong Tang, and researchers at New York University, found major connections between acrolein in tobacco cigarettes and certain cooking oils and the risk of lung cancer.

[edit] Acrolein test

Acrolein test is a test for the presence of glycerin or fats. A sample is heated with potassium bisulfate, and acrolein is released if the test is positive.[5] When a fat is heated strongly in the presence of a dehydrating agent such as KHSO4, the glycerol portion of the molecule is dehydrated to form the unsaturated aldehyde, acrolein (CH2=CH-CHO), which has the peculiar odor of burnt grease.

[edit] References

[edit] External links


This article forms part of the series
Chemical warfare
Blood agents: Cyanogen chloride (CK) – Hydrogen cyanide (AC)
Blister agents: Lewisite (L) – Sulfur mustard gas (HD, H, HT, HL, HQ) – Nitrogen mustard gas (HN1, HN2, HN3)
Nerve agents: G-Agents: Tabun (GA) – Sarin (GB) – Soman (GD) – Cyclosarin (GF) – GV | V-Agents: VEVGVMVX | Novichok agents
Pulmonary agents: ChlorineChloropicrin (PS) – Phosgene (CG) – Diphosgene (DP)
Incapacitating agents: Agent 15 (BZ) – KOLOKOL-1
Riot control agents: Pepper spray (OC) – CS gasCN gas (mace) – CR gas
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