1,3-Dichloropropan-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	96-23-1;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:18917;
ChEMBL	ChEMBL468581;
ChemSpider	21106535;
ECHA InfoCard	100.002.266
EC Number	202-491-9;
KEGG	C14399;
PubChem CID	7289;
RTECS number	UB1400000;
UNII	0F4P2VQC07;
UN number	2750
CompTox Dashboard (EPA)	DTXSID6025010 ;
	InChI InChI=1S/C3H6Cl2O/c4-1-3(6)2-5/h3,6H,1-2H2 Key: DEWLEGDTCGBNGU-UHFFFAOYSA-N;
	SMILES C(C(CCl)O)Cl;
Properties
Chemical formula	C3H6Cl2O
Molar mass	128.98 g·mol−1
Appearance	Colorless liquid
Odor	Phenol-like
Density	1.39 g/cm3 (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
Signal word	Danger
Hazard statements	H301, H311, H312, H336, H350, H370, H373
Precautionary statements	P201, P202, P260, 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 [77 °F], 100 kPa). Infobox references

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 2 3 4 5 6 7 8 9 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
↑ "1,3-Dichloro-2-propanol". Some Chemicals Present in Industrial and Consumer Products, Food and Drinking-Water. International Agency for Research on Cancer. 2013.
↑ 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.
↑ "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.
↑ "List of Classifications". International Agency for Research on Cancer. Archived from the original on 2017-06-10. Retrieved 2018-03-13.
↑ 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.
↑ 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.
↑ 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.

[GESTIS-1] 1 2 3 4 5 6 7 8 9 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. Archived from the original on 2017-06-10. Retrieved 2018-03-13.

[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.

1,3-Dichloropropan-2-ol

See also

References