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3-Chloro-1-propanol

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CAS:627-30-5
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3-Chloro-1-propanol Basic information
Product Name:3-Chloro-1-propanol
Synonyms:1-Chloro-3-propanol;3-Chloro-1-hydroxypropane;3-chloro-1-propano;3-Chloropropane-1-ol;3-Chloropropanol-1;3-Chlorpropan-1-ol;Propanol, 3-chloro-;LABOTEST-BB LT01690209
CAS:627-30-5
MF:C3H7ClO
MW:94.54
EINECS:210-992-9
Product Categories:Cyclomethycaine;Piperocaine;omega-Chloroalkanols;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;Alcohols;Building Blocks;C2 to C6;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;API Intermediate
Mol File:627-30-5.mol
3-Chloro-1-propanol Structure
3-Chloro-1-propanol Chemical Properties
Melting point -20 °C
Boiling point 160-162 °C(lit.)
density 1.131 g/mL at 25 °C(lit.)
refractive index n20/D 1.445(lit.)
Fp 164 °F
storage temp. 0-6°C
solubility 50g/l (slow decomposition)
pka14.73±0.10(Predicted)
form Liquid
Specific Gravity1.14
color Clear colorless to yellow
PH3-4 (100g/l, H2O, 20℃)
Water Solubility 300 g/L (20 ºC)
BRN 773655
Exposure limitsNo exposure limit is set. A TLV-TWA air value of 100 ppm (approximately 400 mg/m3) is suggested for this compound.
Stability:Stability Stable, but light-sensitive. Combustible. Incompatible with strong oxidizing agents.
InChIKeyLAMUXTNQCICZQX-UHFFFAOYSA-N
CAS DataBase Reference627-30-5(CAS DataBase Reference)
NIST Chemistry Reference1-Propanol, 3-chloro-(627-30-5)
EPA Substance Registry System3-Chloro-1-propanol (627-30-5)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-36-36/37/39
RIDADR UN 2849 6.1/PG 3
WGK Germany 3
RTECS UA8930000
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29055910
MSDS Information
ProviderLanguage
1-Chloro-3-hydroxypropane English
SigmaAldrich English
ACROS English
ALFA English
3-Chloro-1-propanol Usage And Synthesis
Chemical PropertiesColorless to pale-yellow liquid; characteristic odor. Soluble in water, alcohols, and ethers; insoluble in hydrocarbons. Combustible.
Uses3-Chloro-1-propanol is used in organicsynthesis to produce cyclopropane andtrimethylene oxide. It is an intermediate inthe synthesis of pharmaceuticals, agrochemicals, antiseptic agents, and dyes. It is an inhibitor of triosephosphate isomerase and glyceraldehyde 3-phosphate dehydrogenase.
Preparation3-Chloro-1-propanol is synthesized by the reaction of 1, 3-propanediol and hydrochloric acid, using benzene sulfonic acid as the catalyst.
Reaction: 250 g of trimethylene glycol are shaken with 450 g of sulfur chloride, the mixture becoming warm, sulfur dioxide being rapidly evolved, and sulfur deposited. This reaction continues for 1 hours without heating, whereafter the mixture is heated for a further 6 hours on the water-bath and then for 30 min, over a free flame. When no more sulfur dioxide is evolved, the mixture is allowed to cool, then extracted several times with ether. The sulfur is washed with ether, and the united ethereal layers are shaken with sodium carbonate solution to remove sulfur dioxide, dried over sodium sulfate, and freed from ether. The residue is fractionated and the fraction of b.p. 140-180° C is redistilled, giving 60% (160 g) of 3-chloro-1-propanol, b.p. 160-164°C/760 mm, 60-64° C/10 mm.
J. Amer. Chem. Soc, 38, 2481 (1916)
J. Chem. Soc, 1928, 2439
Synthesis Reference(s)Journal of the American Chemical Society, 90, p. 2927, 1968 DOI: 10.1021/ja01013a033
The Journal of Organic Chemistry, 55, p. 2968, 1990 DOI: 10.1021/jo00296a078
Organic Syntheses, Coll. Vol. 1, p. 533, 1941
General Description3-Chloro-1-propanol appears as a colorless liquid with a mild odor. Slightly denser than water. Toxic by ingestion and inhalation . Flash point 270°F. Used to make plastics, resins and other chemicals.
Reactivity Profile3-Chloro-1-propanol may be sensitive to prolonged exposure to light. 3-Chloro-1-propanol may react with oxidizing agents. .
Health Hazard3-Chloro-1-propanol also know as Trimethylene chlorohydrin, is a moderatelytoxic compound. Skin contact can cause irritation.Ingestion can result in CNSdepression, muscle contraction, gastrointesti nal pain, and ulceration or stomach bleed ing. High dosage can cause liver injury. Thetoxicity of this compound, however, is lesssevere than that of its isomer, propylene β-chlorohydrin.
LD50 value, oral (mice): 2300 mg/kg
Fire HazardCombustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Safety ProfileModerately toxic by ingestion. Mutation data reported. Chloropropanols have mutagenic and carcinogenic properties. The 3-monochloropropanol (3-MCPD) is the main chloropropanol found in hydrolyzates of vegetable protein (HVP) made by acid hydrolysis.
Waste DisposalTrimethylene chlorohydrin is burned in achemical incinerator equipped with an afterburner and scrubber.
Tag:3-Chloro-1-propanol(627-30-5) Related Product Information
1-Propanol PROPYL-D7 ALCOHOL Amino-2-propanol Triisopropanolamine Isopropyl alcohol Chloroiodomethane Cyclopentene Cyclopentyl chloride 3-Chloropropyl acetate Chloranilic acid chlorthenoxazine CHLOROSUCCINIC ACID Methyl 2,3-dichloropropionate 3-Chloropropionaldehyde diethylacetal 3-CHLORO-2,2-DIMETHYLPROPIONIC ACID 3-Chloropropionic acid Ethyl 3-chloropropionate 3-Chloro-1,2-propanediol