Misplaced Pages

1,3-Dichloropropan-2-ol

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
(Redirected from 1,3-dichloropropane-2-ol)
1,3-Dichloropropan-2-ol
Names
Preferred IUPAC name 1,3-Dichloropropan-2-ol
Other names 1,3-Dichloropropanol-2; 1,3-Dichloroisopropyl alcohol; 1,3-Dichloro-2-propanol; 1,3-Dichloroisopropanol; Glycerol-α,γ-dichlorohydrin; α-Dichlorohydrin; 1,3-DCP; DC2P
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.266 Edit this at Wikidata
EC Number
  • 202-491-9
KEGG
PubChem CID
RTECS number
  • UB1400000
UNII
UN number 2750
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H6Cl2O/c4-1-3(6)2-5/h3,6H,1-2H2Key: DEWLEGDTCGBNGU-UHFFFAOYSA-N
SMILES
  • C(C(CCl)O)Cl
Properties
Chemical formula C3H6Cl2O
Molar mass 128.98 g·mol
Appearance Colorless liquid
Odor Phenol-like
Density 1.39 g/cm (20 °C)
Melting point −4 °C (25 °F; 269 K)
Boiling point 175 °C (347 °F; 448 K)
Solubility in water 110 g/L (20 °C)
Hazards
GHS labelling:
Pictograms GHS06: ToxicGHS07: Exclamation markGHS08: Health hazard
Signal word Danger
Hazard statements H301, H311, H312, H336, H350, H370, H373
Precautionary statements P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P310, P302+P352, P304+P340, P307+P311, P308+P313, P312, P314, P321, P322, P330, P361, P363, P403+P233, P405, P501
Flash point 74 °C (165 °F; 347 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose) 110 mg/kg (oral, rat)
1080 mg/kg (dermal, rabbit)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

1,3-Dichloropropan-2-ol (1,3-DCP) is an organic compound with the formula HOCH2CHClCH2Cl. It is a colorless liquid. It is an intermediate in the production of epichlorohydrin.

1,3-DCP is a believed to be a carcinogen and mutagen. The International Agency for Research on Cancer classifies it as a Group 2B carcinogen ("possibly carcinogenic to humans").

Along with 3-monochloropropane-1,2-diol (3-MCPD), 1,3-DCP is found in some Asian style sauces such as soy sauce and oyster sauce.

References

  1. ^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. "1,3-Dichloro-2-propanol". Some Chemicals Present in Industrial and Consumer Products, Food and Drinking-Water. International Agency for Research on Cancer. 2013.
  3. 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.
  4. "Evidence on the Carcinogenicity of 1,3-Dichloro-2-Propanol (1,3-DCP; α,γ-Dichlorohydrin)" (PDF). Reproductive and Cancer Hazard Assessment Branch Office of Environmental Health Hazard Assessment, California Environmental Protection Agency. June 2010.
  5. "List of Classifications". International Agency for Research on Cancer.
  6. Genualdi, Susan; Nyman, Patricia; Dejager, Lowri (2017). "Simultaneous Analysis of 3-MCPD and 1,3-DCP in Asian Style Sauces Using QuEChERS Extraction and Gas Chromatography–Triple Quadrupole Mass Spectrometry". Journal of Agricultural and Food Chemistry. 65 (4): 981–985. doi:10.1021/acs.jafc.6b05051. PMC 5450852. PMID 28064506.
  7. Crews, C; Lebrun, G; Brereton, P. A (2002). "Determination of 1,3-dichloropropanol in soy sauces by automated headspace gas chromatography-mass spectrometry". Food Additives and Contaminants. 19 (4): 343–349. doi:10.1080/02652030110098580. PMID 11962691. S2CID 28748623.
  8. Lee, Bai Qin; Khor, Sook Mei (2015). "3-Chloropropane-1,2-diol (3-MCPD) in Soy Sauce: A Review on the Formation, Reduction, and Detection of This Potential Carcinogen" (PDF). Comprehensive Reviews in Food Science and Food Safety. 14 (1): 48–66. doi:10.1111/1541-4337.12120. PMID 33401813.
Categories: