2-MCPD
{{Chembox
| ImageFile = 2-mcpd.svg
| ImageSize = 120
| ImageAlt =
| IUPACName =
| OtherNames = 2-monochloropropane-1,3-diol
|Section1={{Chembox Identifiers
| CASNo = 497-04-1
| ChemSpiderID = 9913
| EC_number = 207-834-6
| PubChem = 10337
| UNII = N6ZZ93MWJ4
| StdInChI=1S/C3H7ClO2/c4-3(1-5)2-6/h3,5-6H,1-2H2
| StdInChIKey = DYPJJAAKPQKWTM-UHFFFAOYSA-N
| SMILES = C(C(CO)Cl)O
}}
|Section2={{Chembox Properties
| C = 3|H = 7|O=2|Cl=1
| MolarMass =
| Appearance = colorless liquid
| Density =
| MeltingPt =
| MeltingPt_notes =
| BoilingPtF = 295
| BoilingPt_notes =18 mmHg
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}
2-MCPD (2-chloropropane-1,3-diol) is an organic chemical compound with the formula {{chem2|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.{{cite journal|doi=10.1021/es903383a|pmid=20163179|title=Identifying New Persistent and Bioaccumulative Organics Among Chemicals in Commerce|journal=Environmental Science & Technology|volume=44|issue=7|pages=2277–2285|year=2010|last1=Howard|first1=Philip H.|last2=Muir|first2=Derek C. G.|bibcode=2010EnST...44.2277H|doi-access=free}} It is suspected to be carcinogenic in humans.{{cite journal |doi=10.2903/j.efsa.2016.4426 |title=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 |journal=EFSA Journal |date=2016 |volume=14 |issue=5 |hdl=2164/7793 |hdl-access=free }}
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
- {{cite journal |doi=10.5740/jaoacint.19-0026 |title=2-Monochloropropanediol (2-MCPD), 3-Monochloropropanediol (3-MCPD), and Glycidol in Infant and Adult/Pediatric Nutritional Formula: Single-Laboratory Validation, First Action 2018.12 |date=2019 |last1=Kuhlmann |first1=Jan |journal=Journal of AOAC International |volume=102 |issue=4 |pages=1205–1220 |pmid=30992094 }}
- {{cite journal |pmid=25354796 |date=2015 |last1=Buhrke |first1=T. |last2=Frenzel |first2=F. |last3=Kuhlmann |first3=J. |last4=Lampen |first4=A. |title=2-Chloro-1,3-propanediol (2-MCPD) and its fatty acid esters: Cytotoxicity, metabolism, and transport by human intestinal Caco-2 cells |journal=Archives of Toxicology |volume=89 |issue=12 |pages=2243–2251 |doi=10.1007/s00204-014-1395-3 }}
References
{{reflist|30em}}
External links
- {{Commonscatinline|3-Chloro-1,2-propandiol}}
- [http://www.inchem.org/documents/jecfa/jecmono/v32je17.htm Chloropropanols (WHO Food Additive Series 32)]
{{Consumer Food Safety}}
{{DEFAULTSORT:MCPD}}