1,3-Dibromopropane
Synonym(s):1,3-Dibromopropane;Trimethylene bromide;Trimethylene dibromide
- CAS NO.:109-64-8
- Empirical Formula: C3H6Br2
- Molecular Weight: 201.89
- MDL number: MFCD00000255
- EINECS: 203-690-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-01 18:09:03
What is 1,3-Dibromopropane?
Chemical properties
1,3-Dibromopropane is a colourless to slightly yellow liquid with sweet odor. soluble in ether, acetone and chloroform, insoluble in water. Decomposes when exposed to heat for a long time and is partially converted to 1,2-dibromopropane. Boiling with water produces propylene glycol. It is used substrate specificity of haloalkane dehalogenases.
The Uses of 1,3-Dibromopropane
1,3-Dibromopropane is used to prepare C3-bridged compounds through C-N coupling reactions. It is used in the preparation of 2,3,4,5-tetrahydro-7,7-diphenylimidazo- [2,1-b]-thiazine-6(7H)-one by reacting with potassium salt of 5,5-diphenyl-2-thiohydantoin.
General Description
1,3-Dibromopropane is a dihalogenated propane. It undergoes reduction catalyzed by electrogenerated solution-phase nickel(I) salen and nickel(I) salen confined in a polymer film on the surface of a carbon electrode to afford cyclopropane and propylene, respectively.
Hazard
Colorless liquid; sweet odor. Insoluble in water; soluble in organic solvents. Combustible.
Synthesis
1,3-Dibromopropane can be prepared via the free radical addition between allyl bromide and hydrogen bromide. It can derived from the reaction of propylene glycol with brominated hydrochloric acid.
Chemical properties
1,3-Dibromopropane is a colorless liquid with sweet odor. It was used in the first cyclopropane synthesis in 1881, known as the Freund reaction.
Preparation
1,3-Dibromopropane can be prepared via the free radical addition between allyl bromide and hydrogen bromide.
Purification Methods
1,3-Dibromopropane [109-64-8] M 201.9, f -34.4o, b 63 -63.5o/26mm, 76 -77o/40mm, 9 0o/80mm, 165o/atm, d 4 1.977, n 1.522. Wash the dibromide with dilute aqueous Na2CO3, then water. Dry and fractionally distil it under reduced pressure. [Beilstein 1 IV 216.]
Properties of 1,3-Dibromopropane
Melting point: | -34 °C (lit.) |
Boiling point: | 167 °C (lit.) |
Density | 1.989 g/mL at 25 °C (lit.) |
vapor density | 7 (vs air) |
vapor pressure | 2.6 hPa (20 °C) |
refractive index | n |
Flash point: | 54 °C |
storage temp. | Store below +30°C. |
solubility | 1.68g/l |
form | Liquid |
color | Clear colorless to yellow |
Water Solubility | 1.7 g/L (30 ºC) |
Merck | 14,9713 |
BRN | 635662 |
Dielectric constant | 4.3(20℃) |
Stability: | Stable. Incompatible with strong oxidizing agents, strong bases. Flammable. |
CAS DataBase Reference | 109-64-8(CAS DataBase Reference) |
NIST Chemistry Reference | Propane, 1,3-dibromo-(109-64-8) |
EPA Substance Registry System | Propane, 1,3-dibromo- (109-64-8) |
Safety information for 1,3-Dibromopropane
Signal word | Warning |
Pictogram(s) |
Flame Flammables GHS02 Exclamation Mark Irritant GHS07 Environment GHS09 |
GHS Hazard Statements |
H226:Flammable liquids H302:Acute toxicity,oral H315:Skin corrosion/irritation H411:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P273:Avoid release to the environment. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
Computed Descriptors for 1,3-Dibromopropane
InChIKey | VEFLKXRACNJHOV-UHFFFAOYSA-N |
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