1,2-dibromopropane

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Structural formula
Structure of 1,2-dibromopropane
Structural formula without stereochemistry
General
Surname 1,2-dibromopropane
other names
  • ( RS ) -1,2-dibromopropane
  • ( R ) -1,2-dibromopropane
  • ( S ) -1,2-dibromopropane
  • (±) -1,2-dibromopropane
  • rac -1,2-dibromopropane
Molecular formula C 3 H 6 Br 2
Brief description

light yellow liquid

External identifiers / databases
CAS number 78-75-1 ( racemate )
EC number 201-139-1
ECHA InfoCard 100.001.036
PubChem 6553
ChemSpider 6305
Wikidata Q161469
properties
Molar mass 201.89 g · mol -1
Physical state

liquid

density

1.93 g cm −3

Melting point

−55.49 ° C

boiling point

141.9 ° C

Vapor pressure
  • 10.5 h Pa (25 ° C)
  • 14 hPa (30 ° C)
  • 38 hPa (50 ° C)
solubility

poor in water (1.43 g l −1 at 20 ° C)

Refractive index

1.5201 (20 ° C)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 07 - Warning

Caution

H and P phrases H: 226-302-332
P: ?
Thermodynamic properties
ΔH f 0

−113.6 kJ / mol

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1,2-Dibromopropane is an organic chemical compound. It is an aliphatic and the simplest chiral hydrocarbon compound that contains bromine .

Extraction and presentation

1,2-Dibromopropane is formed when propene reacts with bromine :

Propene 1

This is an addition reaction in which racemic 1,2-dibromopropane is formed.

properties

1,2-Dibromopropane is a flammable, volatile, light yellow liquid that is sparingly soluble in water. It has a refractive index of 1.5201 (20 ° C)

Stereoisomerism

1,2-Dibromopropane has a stereocenter , so there are two enantiomers, ( S ) -1,2-Dibromopropane and ( R ) -1,2-Dibromopropane.

Enantiomers of 1,2-dibromopropane
( S ) -1,2-dibromopropane (top) and
( R ) -1,2-dibromopropane (bottom)

If 1,2-dibromopropane is spoken of without further prefixes , the racemate is usually [( RS ) -1,2-dibromopropane] - a 1: 1 mixture of ( S ) -1,2-dibromopropane and ( R ) -1 , 2-dibromopropane - meant.

use

1,2-Dibromopropane is an intermediate for the synthesis of drugs and other organic compounds. It is also used as a solvent .

safety instructions

The vapors of 1,2-dibromopropane can form an explosive mixture with air ( flash point 35 ° C).

Related links

Individual evidence

  1. a b c d e f g h i j k Entry on 1,2-dibromopropane in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
  2. a b David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-146.
  3. David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-24.