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1-Bromo-3-chloropropane

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CAS:109-70-6
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CAS:109-70-6
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1-Bromo-3-chloropropane Basic information
Product Name:1-Bromo-3-chloropropane
Synonyms:1-bromo-3-chloro-propan;omega-Chlorobromopropane;Propane,1-bromo-3-chloro-;Trimethylene bromide chloride;trimethylenebromidechloride;TRIMETHYLENE CHLOROBROMIDE;TRIMETHYLENE BROMOCHLORIDE;BROMOCHLOROPROPANE-1,3
CAS:109-70-6
MF:C3H6BrCl
MW:157.44
EINECS:203-697-1
Product Categories:API Intermediate;Pharmaceutical intermediates;BROMO CHLORO;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;omega-Haloalkyl Chlorides;Organics;109-70-6;K00001
Mol File:109-70-6.mol
1-Bromo-3-chloropropane Structure
1-Bromo-3-chloropropane Chemical Properties
Melting point -59 °C
Boiling point 144-145 °C (lit.)
density 1.592 g/mL at 25 °C (lit.)
vapor pressure 7.5 hPa (20 °C)
refractive index n20/D 1.486(lit.)
Fp 81 °C
storage temp. room temp
solubility 2.24g/l insoluble
form liquid
color Clear liquid
explosive limit3.2-8.6%(V)
Water Solubility insoluble
BRN 605278
Stability:Volatile
CAS DataBase Reference109-70-6(CAS DataBase Reference)
IARC2B (Vol. 125)
NIST Chemistry ReferencePropane, 1-bromo-3-chloro-(109-70-6)
EPA Substance Registry SystemPropane, 1-bromo-3-chloro- (109-70-6)
Safety Information
Hazard Codes Xn
Risk Statements 10-22-36/37/38-20/21/22-20/22-68-52/53-37
Safety Statements 16-45-36/37/39-26
RIDADR UN 2688 6.1/PG 3
WGK Germany 3
RTECS TX4113000
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29034980
Hazardous Substances Data109-70-6(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 1100 - 1200 mg/kg LD50 dermal Rat > 2000 mg/kg
MSDS Information
ProviderLanguage
1-Chloro-3-bromopropane English
SigmaAldrich English
ACROS English
ALFA English
1-Bromo-3-chloropropane Usage And Synthesis
Description1-Bromo-3-chloropropane is a halogenated alkane compound containing one bromine atom and one chlorine atom in its structure. Due to the high electronegativity of halogens, the molecule of 1-Bromo-3-chloropropane is highly electrophilic and is easily attacked by electrophilic reagents such as nucleophilic reagents, Lewis acid, etc., which undergoes nucleophilic substitution reactions. The compound is relatively stable at room temperature, but is susceptible to elimination reactions at high temperatures or in the presence of strong acids or bases. In addition, prolonged exposure to air should be avoided because 1-Bromo-3-chloropropane molecules contain halogen atoms that are susceptible to reaction by oxygen and moisture in the air to produce products such as alcohols and aldehydes.
Chemical PropertiesIt is a clear and colorless liquid that is soluble in ethanol, ether, and chloroform but insoluble in water.
Uses1-Bromo-3-chloropropane is used in the preparation active pharmaceutical ingredient intermediate such as gemfibrozil and reproterol. It is also involved in the preparation of cardiovascular diseases and analgesic drugs materials. It is utilized as a phase separation reagent for the isolation of ribonucleic acid (RNA) in high quality. It is considered as a replacement of chloroform in nucleic acid separations.
DefinitionChEBI: 1-Bromo-3-chloropropane (I-BCP or 109-70-6) is an organochlorine compound that can be used as a safer and equally effective alternative to chloroform. It serves as a phase-separation agent for the one-step method of RNA isolation from biological samples like animal and plant tissue. I-BCP can replace CHCl3 in RNA phase separations.
PreparationThe most common method for producing 1-Bromo-3-chloropropane is through the free-radical addition of anhydrous hydrogen bromide to allyl chloride. Alternatively, it can be prepared by reacting ethylene with methylene chlorobromide.
General Description1-bromo-3-chloropropane appears as a colorless liquid. Insoluble in water and denser than water. May be toxic by inhalation, ingestion or skin absorption. Used to make pharmaceuticals and other chemicals.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileHalogenated aliphatic compounds, such as 1-Bromo-3-chloropropane, are moderately or very reactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
Health HazardInhalation of vapors or dust is extremely irritating. May cause burning of eyes and flow of tears. May cause coughing, difficult breathing and nausea. Brief exposure effects last only a few minutes. Exposure in an enclosed area may be very harmful. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may cause pollution.
Fire HazardSome of these materials may burn, but none ignite readily. Containers may explode when heated.
Safety ProfileModerately toxic by ingestion. When heated to decomposition it emits toxic fumes of Cland Br-. See also CHLORINATED HYDROCARBONS, ALIPHATIC; and BROMIDES.
Purification MethodsWash it with conc H2SO4, water, 10% Na2CO3 solution, water again and then dry with CaCl2 and fractionally distil it just before use [Akagi et al. J Am Chem Soc 78 4034 1956]. [Beilstein 1 H 109, 1 IV 212.]
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