2-MCPD

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]

2-MCPD

Names
Other names 2-monochloropropane-1,3-diol
Identifiers
CAS Number	497-04-1
3D model (JSmol)	Interactive image
ChemSpider	9913
ECHA InfoCard	100.007.123
EC Number	207-834-6
PubChem CID	10337
UNII	N6ZZ93MWJ4
CompTox Dashboard (EPA)	DTXSID7073191
InChI InChI=1S/C3H7ClO2/c4-3(1-5)2-6/h3,5-6H,1-2H2 Key: DYPJJAAKPQKWTM-UHFFFAOYSA-N
SMILES C(C(CO)Cl)O
Properties
Chemical formula	C3H7ClO2
Molar mass	110.54 g·mol−1
Appearance	colorless 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). Infobox references

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

• Kuhlmann, Jan (2019). "2-Monochloropropanediol (2-MCPD), 3-Monochloropropanediol (3-MCPD), and Glycidol in Infant and Adult/Pediatric Nutritional Formula: Single-Laboratory Validation, First Action 2018.12". Journal of AOAC International. 102 (4): 1205–1220. doi:10.5740/jaoacint.19-0026. PMID 30992094.
• Buhrke, T.; Frenzel, F.; Kuhlmann, J.; Lampen, A. (2015). "2-Chloro-1,3-propanediol (2-MCPD) and its fatty acid esters: Cytotoxicity, metabolism, and transport by human intestinal Caco-2 cells". Archives of Toxicology. 89 (12): 2243–2251. doi:10.1007/s00204-014-1395-3. PMID 25354796.