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3-chloro-1,2-propane diol
3-chloro-1,2-propanediol

Supplier Sponsors

CAS Number: 96-24-2Picture of molecule3D/inchi
Other(deleted CASRN):52340-46-2
ECHA EINECS - REACH Pre-Reg:202-492-4
FDA UNII: QGS78A3T6P
Nikkaji Web:J3.965I
Beilstein Number:0635684
MDL:MFCD00004712
XlogP3-AA:-0.50 (est)
Molecular Weight:110.53919000
Formula:C3 H7 Cl O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.32200 @ 25.00 °C.
Boiling Point: 213.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.200000 mmHg @ 20.00 °C. (est)
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): -0.760 (est)
Soluble in:
 water, 1.00E+06 mg/L @ 20 °C (exp)
 water, 3.06e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Achiewell
For experimental / research use only.
3-Chloro-1,2-propanediol
Sigma-Aldrich: Aldrich
For experimental / research use only.
(±)-3-Chloro-1,2-propanediol 98%
TCI AMERICA
For experimental / research use only.
3-Chloro-1,2-propanediol >98.0%(GC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-bird - wild LD50 23700 ug/kg
Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

oral-mammal (species unspecified) LD50 82 mg/kg
BEHAVIORAL: GENERAL ANESTHETIC AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Annals of Applied Biology. Vol. 113, Pg. 307, 1988.

intraperitoneal-mouse LD50 73 mg/kg
Journal of Medicinal Chemistry. Vol. 18, Pg. 116, 1975.

oral-mouse LD50 160 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956.

oral-rat LD50 26 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
International Pest Control. Vol. 24, Pg. 20, 1982.

intraperitoneal-rat LDLo 10 mg/kg
National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 9, 1953.

Dermal Toxicity:
skin-rabbit LD50 800 uL/kg
SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: ATAXIA BEHAVIORAL: TREMOR
National Technical Information Service. Vol. OTS0543607

skin-rat LD50 1057 mg/kg
BEHAVIORAL: TREMOR SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0543607

Inhalation Toxicity:
inhalation-mouse LC50 > 90 ppm/4H
GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956.

inhalation-rat LCLo 125 ppm/4H
Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 343, 1949.

 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for 3-chloro-1,2-propane diol usage levels up to:
 not for fragrance use.
 
Recommendation for 3-chloro-1,2-propane diol flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Report of ESCO WG on non-plastic Food Contact Materials
View page or View pdf

Analysis of occurrence of 3-monochloropropane-1,2-diol (3-MCPD) in food in Europe in the years 2009-2011 and preliminary exposure assessment
View page or View pdf

Development and validation of analytical methods for the analysis of 3-MCPD (both in free and ester form) and glycidyl esters in various food matrices and performance of an ad-hoc survey on specific food groups in support to a scientific opinion on comprehensive risk assessment on the presence of 3-MCPD and glycidyl esters in food
View page or View pdf

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
View page or View pdf

Update of the risk assessment on 3-monochloropropane diol and its fatty acid esters
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):96-24-2
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7290
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-chloropropane-1,2-diol
Chemidplus:0000096242
EPA/NOAA CAMEO:hazardous materials
RTECS:TY4025000 for cas# 96-24-2
 
References:
 3-chloropropane-1,2-diol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):7290
Pubchem (sid):134972375
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
UM BBD:Search
KEGG (GenomeNet):C18676
HMDB (The Human Metabolome Database):HMDB31334
FooDB:FDB003397
Export Tariff Code:2905.59.9000
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
technical
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
1-chloro-1-deoxyglycerol
3-chloro-1,2-dihydroxypropane
(±)-3-chloro-1,2-propanediol
3-chloro-1,2-propanediol
3-chloro-1,2-propylene glycol
1-chloro-2,3-dihydroxypropane
1-chloro-2,3-propanediol
a-chlorohydrin
a-monochlorohydrin
a-chlorohydrine
3-chloropropane-1,2-diol
3-monochloropropane-1,2-diol
1-chloropropane-2,3-diol
3-chloropropylene glycol
3-chlorpropan-1,2-diol
(±)-2,3-dihydroxychloropropane
2,3-dihydroxypropyl chloride
 glycerin a-monochlorhydrin
 glycerin epichlorohydrin
 glycerine a-monochlorohydrin
 glycerol 3-chlorohydrin
 glycerol a-monochlorohydrin
 glycerol a-monochlorohydrin [UN2689] [Keep away from food]
 glycerol chlorohydrin
a-glycerol chlorohydrin
 glyceryl a-chlorohydrin
 glyceryl-a-chlorohydrin
1,2-propanediol, 3-chloro-
 

Articles:

PubMed:A novel approach of periodate oxidation coupled with HPLC-FLD for the quantitative determination of 3-chloro-1,2-propanediol in water and vegetable oil.
PubMed:Metabonomic analysis of urine from rats after low-dose exposure to 3-chloro-1,2-propanediol using UPLC-MS.
PubMed:A new, direct analytical method using LC-MS/MS for fatty acid esters of 3-chloro-1,2-propanediol (3-MCPD esters) in edible oils.
PubMed:Absorption and metabolism of the food contaminant 3-chloro-1,2-propanediol (3-MCPD) and its fatty acid esters by human intestinal Caco-2 cells.
PubMed:Migration studies of 3-chloro-1,2-propanediol (3-MCPD) in polyethylene extrusion-coated paperboard food packaging.
PubMed:Carcinogenicity study of 3-monochloropropane-1, 2-diol (3-MCPD) administered by drinking water to B6C3F1 mice showed no carcinogenic potential.
PubMed:Novel biomarkers of 3-chloro-1,2-propanediol exposure by ultra performance liquid chromatography/mass spectrometry based metabonomic analysis of rat urine.
PubMed:Mixed sorbent phases for thick film open tubular traps.
PubMed:Hydrolysis and H2O2-assisted UV photolysis of 3-chloro-1,2-propanediol.
PubMed:Rational design of solid catalysts for the selective use of glycerol as a natural organic building block.
PubMed:Occurrence of 3-MCPD fatty acid esters in human breast milk.
PubMed:Esters of 3-chloro-1,2-propanediol (3-MCPD) in vegetable oils: significance in the formation of 3-MCPD.
PubMed:A reinvestigation of the synthesis of arsonolipids (2,3-diacyloxypropylarsonic acids).
PubMed:Evaluation of certain food additives and contaminants.
PubMed:The selective neurotoxicity produced by 3-chloropropanediol in the rat is not a result of energy deprivation.
PubMed:[Study on elimination of 3-chloro-1,2-propanediol in hydrolyzed vegetable protein by capillary electrophoresis with electrochemical detection].
PubMed:Removal of 1,3-dichloro2-propanol and 3-chloro1,2-propanediol by the whole cell system of pseudomonas putida DSM 437.
PubMed:Determination of rate constants and activation energy of 3-chloro-1,2-propanediol hydrolysis by capillary electrophoresis with electrochemical detection.
PubMed:Biodegradation of 3-chloro-1,2-propanediol with Saccharomyces cerevisiae.
PubMed:Model studies on the formation of monochloropropanediols in the presence of lipase.
PubMed:[Study on the toxicological effect of chloropropanols on rats].
PubMed:Evaluation of certain food additives and contaminants.
PubMed:Determination of 3-chloro-1,2-propanediol in foods and food ingredients by gas chromatography with mass spectrometric detection: collaborative study.
PubMed:Conformational features of reduced and disulfide intact forms of hen egg white lysozyme in aqueous solution in presence of 3-chloro-1, 2-propanediol and dioxane: implications for protein folding intermediates.
PubMed:Determination of halogenated mono-alcohols and diols in water by gas chromatography with electron-capture detection.
PubMed:Analytical methods for the determination of 3-chloro-1,2-propandiol and 2-chloro-1,3-propandiol in hydrolysed vegetable protein, seasonings and food products using gas chromatography/ion trap tandem mass spectrometry.
PubMed:Biochemical characterization of a haloalcohol dehalogenase from Arthrobacter erithii H10a.
PubMed:The vicinal chloroalcohols 1,3-dichloro-2-propanol (DC2P), 3-chloro-1,2-propanediol (3CPD) and 2-chloro-1,3-propanediol (2CPD) are not genotoxic in vivo in the wing spot test of Drosophila melanogaster.
PubMed:Antifertility potential of ornidazole analogues in rats.
PubMed:Toxicity to transferred rat embryos after aspirin treatment during preimplantation stage in vivo.
PubMed:Purification and Characterization of Two Epoxide Hydrolases from Corynebacterium sp. Strain N-1074.
PubMed:Utilization of a short-term male reproductive toxicity study design to examine effects of alpha-chlorohydrin (3-chloro-1,2-propanediol).
PubMed:Production of (R)-3-Chloro-1,2-Propanediol from Prochiral 1,3-Dichloro-2-Propanol by Corynebacterium sp. Strain N-1074.
PubMed:Resolution and some properties of enzymes involved in enantioselective transformation of 1,3-dichloro-2-propanol to (R)-3-chloro-1,2-propanediol by Corynebacterium sp. strain N-1074.
PubMed:Identification and quantitative analysis of urinary metabolites of dichloropropanols in rats.
PubMed:Purification and characterization of haloalcohol dehalogenase from Arthrobacter sp. strain AD2.
PubMed:Malignant transformation of mouse M2-fibroblasts by glycerol chlorohydrines contained in protein hydrolysates and commercial food.
PubMed:NTP Toxicology and Carcinogenesis Studies of Glycidol (CAS No. 556-52-5) In F344/N Rats and B6C3F1 Mice (Gavage Studies).
PubMed:Genotoxicity, metabolism and blood kinetics of epichlorohydrin in mice.
PubMed:The comparative effects of 1,2-dibromo-3-chloropropane (DBCP) and its metabolites, 3-chloro-1,2-propaneoxide (epichlorohydrin), 3-chloro-1,2-propanediol (alphachlorohydrin), and oxalic acid, on the urogenital system of male rats.
PubMed:Mutagenicity of glycerol chlorohydrines and of their esters with higher fatty acids present in protein hydrolysates.
PubMed:Measurement of Metabolites Associated with Nonaqueously Isolated Starch Granules from Immature Zea mays L. Endosperm.
PubMed:A Nonaqueous Procedure for Isolating Starch Granules with Associated Metabolites from Maize (Zea mays L.) Endosperm.
PubMed:Antifertility activity of alpha-chlorohydrin (3-chloro-1, 2 propanediol, U-5897) on the female rats.
PubMed:Effect of alpha-chlorohydrin on the male reproductive organs of the Indian langur.
PubMed:DNA synthesis in HeLa cell nuclei isolated in a non-aqueous medium.
PubMed:Chemical sterilization: effects of a single high dose of 3-chloro-1,2-propanediol on the testes and epididymides of dog.
PubMed:Biochemical changes in the female genital tract of the hedgehog following 3-chloro-1,2-propanediol administration.
PubMed:Observations of the effects of 3-chloro-1,2-propanediol on the female reproductive tract and pituitary gonadotrophs of the gerbil (Meriones hurrianae).
PubMed:Studies on the male anti-fertility drug 3-chloro-1,2-propanediol.
PubMed:[Effect of 3-chloro-1,2-propanediol on the tests and seminal vesicles in rats. Histochemical study].
PubMed:New developments in contraceptive agents.
PubMed:Bulk isolation in nonaqueous media of nuclei from lyophilized cells.
PubMed:Antifertility activity of 3-chloro-1, 2-propanediol (U-5897) on male rats.
PubMed:Nature and site of action of 3-chloro-1,2-propanediol--an oral antifertility agent for the male.
PubMed:Possible mechanism of posttesticular antifertility action of 3-chloro-1,2-propanediol.
 
Notes:
a chlorinated propanediol compound that has shown anti-fertility activity in males and has been used as a chemosterilant in rodents. By-product of vegetable protein hydrolysed by HCl. Identified in some soy sauce products
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