1,2-Dibromopropane

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1,2-Dibromopropane
1,2-Dibrompropane Structural Formulae.png
1,2-Dibromopropane-3D-balls.png
Names
Preferred IUPAC name
1,2-Dibromopropane [1]
Other names
Propylene dibromide [2]
Identifiers
3D model (JSmol)
1718884
ChemSpider
ECHA InfoCard 100.001.036 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 201-139-1
MeSH 1,2-dibromopropane
PubChem CID
RTECS number
  • TX8574000
UNII
UN number 1993
  • InChI=1S/C3H6Br2/c1-3(5)2-4/h3H,2H2,1H3 Yes check.svgY
    Key: XFNJYAKDBJUJAJ-UHFFFAOYSA-N Yes check.svgY
  • CC(Br)CBr
Properties
C3H6Br2
Molar mass 201.889 g·mol−1
AppearanceColourless liquid
Density 1.937 g mL−1
Melting point −55.5 °C; −67.8 °F; 217.7 K
Boiling point 139 to 143 °C; 282 to 289 °F; 412 to 416 K
6.7 μmol Pa−1 kg−1
1.519
Thermochemistry
172.8 J K mol−1
Hazards
GHS pictograms GHS-pictogram-flamme.svg GHS-pictogram-exclam.svg
GHS Signal word Warning
H226, H302, H332
Flash point 50 °C (122 °F; 323 K)
Lethal dose or concentration (LD, LC):
741 mg kg−1(oral, rat)
Related compounds
Related alkanes
Related compounds
Mitobronitol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1,2-Dibromopropane, also known as propylene dibromide, is an organic compound with the formula CH3CHBrCH2Br. It is the simplest chiral hydrocarbon containing two bromine atoms:

(S)-1,2-Dibrompropane (above) and (R)-1,2-Dibrompropane (below) 1,2-Dibrompropane Enantiomers (Structural Formulae).png
(S)-1,2-Dibrompropane (above) and (R)-1,2-Dibrompropane (below)

Related Research Articles

A Ziegler–Natta catalyst, named after Karl Ziegler and Giulio Natta, is a catalyst used in the synthesis of polymers of 1-alkenes (alpha-olefins). Two broad classes of Ziegler–Natta catalysts are employed, distinguished by their solubility:

Acetophenone Chemical compound

Acetophenone is the organic compound with the formula C6H5C(O)CH3 (also represented by the pseudoelement symbols PhAc or BzMe). It is the simplest aromatic ketone. This colorless, viscous liquid is a precursor to useful resins and fragrances.

Ethylene glycol Chemical compound

Ethylene glycol (IUPAC name: ethane-1,2-diol) is an organic compound with the formula (CH2OH)2. It is mainly used for two purposes, as a raw material in the manufacture of polyester fibers and for antifreeze formulations. It is an odorless, colorless, sweet-tasting, viscous liquid.

Epoxide

An epoxide is a cyclic ether with a three-atom ring. This ring approximates an equilateral triangle, which makes it strained, and hence highly reactive, more so than other ethers. They are produced on a large scale for many applications. In general, low molecular weight epoxides are colourless and nonpolar, and often volatile.

A diol is a chemical compound containing two hydroxyl groups. An aliphatic diol is also called a glycol. This pairing of functional groups is pervasive, and many subcategories have been identified.

Propylene oxide Chemical compound

Propylene oxide is an organic compound with the molecular formula CH3CHCH2O. This colourless volatile liquid with an odour resembling ether, is produced on a large scale industrially. Its major application is its use for the production of polyether polyols for use in making polyurethane plastics. It is a chiral epoxide, although it is commonly used as a racemic mixture.

In organic chemistry a halohydrin is a functional group in which a halogen and a hydroxyl are bonded to adjacent carbon atoms, which otherwise bear only hydrogen or hydrocarbyl groups. The term only applies to saturated motifs, as such compounds like 2-chlorophenol would not normally be considered halohydrins. Megatons of some chlorohydrins, e.g. propylene chlorohydrin, are produced annually as precursors to polymers.

Panthenol Pair / mixture of stereoisomers

Panthenol (also called pantothenol) is the alcohol analog of pantothenic acid (vitamin B5), and is thus a provitamin of B5. In organisms it is quickly oxidized to pantothenic acid. It is a viscous transparent liquid at room temperature. Panthenol is used as a moisturizer and to improve wound healing in pharmaceutical and cosmetic products.

Trimethylsilyldiazomethane Chemical compound

Trimethylsilyldiazomethane is the organosilicon compound with the formula (CH3)3SiCHN2. It is classified as a diazo compound. Trimethylsilyldiazomethane is a commercially available reagent used in organic chemistry as a methylating agent and as a source of CH2 group. Its behavior is akin to the less convenient reagent diazomethane.

Carbonate ester

A carbonate ester (organic carbonate or organocarbonate) is an ester of carbonic acid. This functional group consists of a carbonyl group flanked by two alkoxy groups. The general structure of these carbonates is R1O(C=O)OR2 and they are related to esters R1O(C=O)R, ethers R1OR2 and also to the inorganic carbonates.

Cyclopropanation

Cyclopropanation refers to any chemical process which generates cyclopropane rings. It is an important process in modern chemistry as many useful compounds bear this motif; for example pyrethroids and a number of quinolone antibiotics. However the high ring strain present in cyclopropanes makes them challenging to produce and generally requires the use of highly reactive species, such as carbenes, ylids and carbanions. Many of the reactions proceed in a cheletropic manner.

Propylene carbonate Chemical compound

Propylene carbonate (often abbreviated PC) is an organic compound with the formula C4H6O3. It is a cyclic carbonate ester derived from propylene glycol. This colorless and odorless liquid is useful as a polar, aprotic solvent. Propylene carbonate is chiral, but is used as the racemic mixture in most contexts.

1,3-Propanediol is the organic compound with the formula CH2(CH2OH)2. This three-carbon diol is a colorless viscous liquid that is miscible with water.

1,3-Dibromopropane is an organobromine compound with the formula (CH2)3Br2. It is a colorless liquid with sweet odor. It is used in organic synthesis to form C3-bridged compounds such as through C-N coupling reactions.

Dimethyl carbonate Chemical compound

Dimethyl carbonate (DMC) is an organic compound with the formula OC(OCH3)2. It is a colourless, flammable liquid. It is classified as a carbonate ester. This compound has found use as a methylating agent and more recently as a solvent that is exempt from the restrictions placed on most volatile organic compounds (VOCs) in the US. Dimethyl carbonate is often considered to be a green reagent.

Ethylene carbonate Chemical compound

Ethylene carbonate (sometimes abbreviated EC) is the organic compound with the formula (CH2O)2CO. It is classified as the cyclic carbonate ester of ethylene glycol and carbonic acid. At room temperature (25 °C) ethylene carbonate is a transparent crystalline solid, practically odorless and colorless, and somewhat soluble in water. In the liquid state (m.p. 34-37 °C) it is a colorless odorless liquid.

Acetone cyanohydrin (ACH) is an organic compound used in the production of methyl methacrylate, the monomer of the transparent plastic polymethyl methacrylate (PMMA), also known as acrylic. It liberates hydrogen cyanide easily, so it is used as a source of such. For this reason, this cyanohydrin is also highly toxic.

2-Ethylhexanoic acid Chemical compound

2-Ethylhexanoic acid is the organic compound with the formula CH3(CH2)3CH(C2H5)CO2H. It is a carboxylic acid that is widely used to prepare lipophilic metal derivatives that are soluble in nonpolar organic solvents. 2-Ethylhexanoic acid is a colorless viscous oil. It is supplied as a racemic mixture.

Cyclam Chemical compound

Cyclam (1,4,8,11-tetraazacyclotetradecane) is an organic compound with the formula (NHCH2CH2NHCH2CH2CH2)2. Classified as an aza-crown ether, it is a white solid that is soluble in water. As a macrocyclic ligand, it binds strongly to many transition metal cations. The compound was first prepared by the reaction of 1,3-dibromopropane and ethylenediamine.

Propylene chlorohydrin Chemical compound

Propylene chlorohydrin usually refers to the organic compound with the formula CH3CH(OH)CH2Cl. A related compound, an isomer, is CH3CH(Cl)CH2OH. Both isomers are colorless liquids that are soluble in organic solvents. They are classified as chlorohydrins. Both are generated on a large scale as intermediates in the production of propylene oxide.

References

1,2-Dibromo Propane also known as Propylene bromide is a naturally occurring organic compound. It is part of the Vicinal Dihalide family; it is highly unstable due to both torsional strain and it's highly electrophilic nature.

  1. "1,2-dibromopropane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification. Retrieved 21 June 2012.
  2. "PubChem". pubchem.ncbi.nlm.nih.gov.