1,3-Dichloropropan-2-ol

1,3-Dichloropropan-2-ol
Names
	IUPAC name 1,3-Dichloropropan-2-ol
	Other names 1,3-Dichloropropanol; 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[1]
Odor	Phenol-like[1]
Density	1.39 g/cm3 (20 °C)[1]
Melting point	−4 °C (25 °F; 269 K)[1]
Boiling point	175 °C (347 °F; 448 K)[1]
Solubility in water	110 g/L (20 °C)[1]
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H301, H301, H311, H312, H336, H350, H370, H373
GHS precautionary statements	P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+310, P302+352, P304+340, P307+311, P308+313, P312, P314, P321, P322, P330, P361, P363, P403+233, P405, P501
Flash point	74 °C (165 °F; 347 K)[1]
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	110 mg/kg (oral, rat)[1]; 1080 mg/kg (dermal, rabbit)[1]
	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.[2][3]

1,3-DCP is a believed to be a carcinogen and mutagen.[4] The International Agency for Research on Cancer classifies it as a Group 2B carcinogen ("possibly carcinogenic to humans").[5]

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.[6][7][8]

References

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.
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.
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. 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. doi:10.1080/02652030110098580. PMID 11962691.
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". Comprehensive Reviews in Food Science and Food Safety. 14: 48. doi:10.1111/1541-4337.12120.

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[GESTIS-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.

[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. 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. doi:10.1080/02652030110098580. PMID 11962691.

[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". Comprehensive Reviews in Food Science and Food Safety. 14: 48. doi:10.1111/1541-4337.12120.