2-MCPD

Last updated
2-MCPD
2-mcpd.svg
Names
Other names
2-monochloropropane-1,3-diol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.123 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 207-834-6
PubChem CID
UNII
  • InChI=1S/C3H7ClO2/c4-3(1-5)2-6/h3,5-6H,1-2H2
    Key: DYPJJAAKPQKWTM-UHFFFAOYSA-N
  • C(C(CO)Cl)O
Properties
C3H7ClO2
Molar mass 110.54 g·mol−1
Appearancecolorless liquid
Boiling point 146 °C; 295 °F; 419 K 18 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-MCPD (2-chloropropane-1,3-diol) is an organic chemical compound with the formula ClCH(CH2(OH))2. It is a colorless liquid. The compound has attracted notoreity as a food contaminant. Together with the 3-MCPD, it is one of two chloropropanols food contaminants. [1] It is suspected to be carcinogenic in humans. [2]

Contents

2-MCPD, together with its isomer 3-MCPD, is thought to be produced when fat-containing foods are treated at high temperatures with hydrochloric acid. Such treatments are sometimes used to accelerate protein hydrolysis, making food more digestable. In such a treatment chloride is thought to react with the glycerol backbone of lipids to produce 2- and 3-MCPD.

Further reading

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3-MCPD (3-monochloropropane-1,2-diol or 3-chloropropane-1,2-diol) is an organic chemical compound with the formula HOCH2CH(OH)CH2Cl. It is a colorless liquid. The compound has attracted notoreity as the most common member of chemical food contaminants known as chloropropanols. It is suspected to be carcinogenic in humans.

Chloropropanols are chlorohydrins related to propanols containing chloride functional group. Eight isomers are possible. Two of these derivatives, 1,3-dichloropropanol (1,3-DCP) and 3-chloropropane-1,2-diol (3-MCPD), are carcinogenic contaminants in processed foods. Several isomers are encountered in industrial chemistry.

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References

  1. Howard, Philip H.; Muir, Derek C. G. (2010). "Identifying New Persistent and Bioaccumulative Organics Among Chemicals in Commerce". Environmental Science & Technology. 44 (7): 2277–2285. Bibcode:2010EnST...44.2277H. doi: 10.1021/es903383a . PMID   20163179.
  2. "Risks for human health related to the presence of 3- and 2-monochloropropanediol (MCPD), and their fatty acid esters, and glycidyl fatty acid esters in food". EFSA Journal. 14 (5). 2016. doi:10.2903/j.efsa.2016.4426.