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| 3-Chloro-1-propanol Basic information |
| 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) | | form | Liquid | | pka | 14.73±0.10(Predicted) | | Specific Gravity | 1.14 | | color | Clear colorless to yellow | | PH | 3-4 (100g/l, H2O, 20℃) | | Water Solubility | 300 g/L (20 ºC) | | BRN | 773655 | | Exposure limits | No 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. | | InChIKey | LAMUXTNQCICZQX-UHFFFAOYSA-N | | CAS DataBase Reference | 627-30-5(CAS DataBase Reference) | | NIST Chemistry Reference | 1-Propanol, 3-chloro-(627-30-5) | | EPA Substance Registry System | 3-Chloro-1-propanol (627-30-5) |
| 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 |
| 3-Chloro-1-propanol Usage And Synthesis |
| Chemical Properties | Colorless to pale-yellow liquid; characteristic
odor. Soluble in water, alcohols, and
ethers; insoluble in hydrocarbons. Combustible. | | Uses | 3-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. | | Preparation | 3-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/ja01013a033The Journal of Organic Chemistry, 55, p. 2968, 1990 DOI: 10.1021/jo00296a078Organic Syntheses, Coll. Vol. 1, p. 533, 1941 | | General Description | 3-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 Profile | 3-Chloro-1-propanol may be sensitive to prolonged exposure to light. 3-Chloro-1-propanol may react with oxidizing agents. . | | Health Hazard | 3-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 Hazard | Combustible 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 Profile | Moderately 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 Disposal | Trimethylene chlorohydrin is burned in achemical incinerator equipped with an afterburner and scrubber. |
| 3-Chloro-1-propanol Preparation Products And Raw materials |
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