1,2,3-Tribromopropane

Last updated
1,2,3-Tribromopropane
S-Tribromopropane.svg
Names
Preferred IUPAC name
1,2,3-Tribromopropane [1]
Other names
  • Glyceryl tribromohydrin
  • sym-Tribromopropane
Identifiers
3D model (JSmol)
1732082
ChEBI
ChemSpider
ECHA InfoCard 100.002.254 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 202-478-8
101184
PubChem CID
RTECS number
  • TZ8300000
UNII
  • InChI=1S/C3H5Br3/c4-1-3(6)2-5/h3H,1-2H2 Yes check.svgY
    Key: FHCLGDLYRUPKAM-UHFFFAOYSA-N Yes check.svgY
  • BrCC(Br)CBr
Properties
C3H5Br3
Molar mass 280.785 g·mol−1
AppearanceColorless liquid
Density 2.398 g mL−1 [2]
Melting point 16.2 °C; 61.1 °F; 289.3 K
Boiling point 220.1 °C; 428.1 °F; 493.2 K
-117.9·10−6 cm3/mol
1.584
Thermochemistry
166.5 J K−1 mol−1
Hazards
GHS labelling:
GHS-pictogram-exclam.svg GHS-pictogram-silhouette.svg
Warning
H302, H312, H315, H319, H332, H335, H351
P261, P280, P305+P351+P338
Flash point 93 °C (199 °F; 366 K) [3]
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

1,2,3-Tribromopropane (TBP) is a toxic organic compound. [4] It is a clear colorless to light yellow liquid. [5]

Related Research Articles

Organic compound Chemical compound with carbon-hydrogen bonds

In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen bonds. Due to carbon's ability to catenate, millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds, along with a few other exceptions, are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive.

Fluorocarbon Class of chemical compounds

Fluorocarbons, sometimes referred to as perfluorocarbons or PFCs, are organofluorine compounds with the formula CxFy, i.e., they contain only carbon and fluorine. The terminology is not strictly followed and many fluorine-containing organic compounds are called fluorocarbons. Compounds with the prefix perfluoro- are hydrocarbons, including those with heteroatoms, wherein all C-H bonds have been replaced by C-F bonds. Fluorocarbons includes perfluoroalkanes, fluoroalkenes, fluoroalkynes, and perfluoroaromatic compounds. Fluorocarbons and their derivatives are used as fluoropolymers, refrigerants, solvents, and anesthetics.

Aromaticity Phenomenon providing chemical stability in resonating hybrids of cyclic organic compounds

In chemistry, aromaticity is a property of cyclic (ring-shaped), typically planar (flat) structures with pi bonds in resonance that gives increased stability compared to other geometric or connective arrangements with the same set of atoms. Aromatic rings are very stable and do not break apart easily. Organic compounds that are not aromatic are classified as aliphatic compounds—they might be cyclic, but only aromatic rings have enhanced stability.

Adamantane Molecule with three connected cyclohexane rings arranged in the "armchair" configuration

Adamantane is an organic compound with a formula C10H16 or, more descriptively, (CH)4(CH2)6. Adamantane molecules can be described as the fusion of three cyclohexane rings. The molecule is both rigid and virtually stress-free. Adamantane is the most stable isomer of C10H16. The spatial arrangement of carbon atoms in the adamantane molecule is the same as in the diamond crystal. This similarity led to the name adamantane, which is derived from the Greek adamantinos (relating to steel or diamond). It is a white solid with a camphor-like odor. It is the simplest diamondoid.

The diazogroup is an organic moiety consisting of two linked nitrogen atoms (azo) at the terminal position. Overall charge neutral organic compounds containing the diazo group bound to a carbon atom are called diazo compounds or diazoalkanes and are described by the general structural formula R2C=N+=N. The simplest example of a diazo compound is diazomethane, CH2N2. Diazo compounds (R2C=N2) should not be confused with azo compounds of the type R-N=N-R or with diazonium compounds of the type R-N2+.

Organoboron chemistry

Organoborane or organoboron compounds are chemical compounds of boron and carbon that are organic derivatives of BH3, for example trialkyl boranes. Organoboron chemistry or organoborane chemistry is the chemistry of these compounds.

Organosulfur compounds are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature abounds with organosulfur compounds—sulfur is essential for life. Of the 20 common amino acids, two are organosulfur compounds, and the antibiotics penicillin and sulfa drugs both contain sulfur. While sulfur-containing antibiotics save many lives, sulfur mustard is a deadly chemical warfare agent. Fossil fuels, coal, petroleum, and natural gas, which are derived from ancient organisms, necessarily contain organosulfur compounds, the removal of which is a major focus of oil refineries.

Pyrazole is an organic compound with the formula C3H3N2H. It is a heterocycle characterized by a 5-membered ring of three carbon atoms and two adjacent nitrogen atoms. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C). Pyrazoles are also a class of compounds that have the ring C3N2 with adjacent nitrogen atoms. Notable drugs containing a pyrazole ring are celecoxib (Celebrex) and the anabolic steroid stanozolol.

PubChem is a database of chemical molecules and their activities against biological assays. The system is maintained by the National Center for Biotechnology Information (NCBI), a component of the National Library of Medicine, which is part of the United States National Institutes of Health (NIH). PubChem can be accessed for free through a web user interface. Millions of compound structures and descriptive datasets can be freely downloaded via FTP. PubChem contains multiple substance descriptions and small molecules with fewer than 100 atoms and 1000 bonds. More than 80 database vendors contribute to the growing PubChem database.

Spiro compound

Spiro compounds have at least two molecular rings with only one common atom. The simplest spiro compounds are bicyclic, or have a bicyclic portion as part of the larger ring system, in either case with the two rings connected through the defining single common atom. The one common atom connecting the participating rings distinguishes spiro compounds from other bicyclics: from isolated ring compounds like biphenyl that have no connecting atoms, from fused ring compounds like decalin having two rings linked by two adjacent atoms, and from bridged ring compounds like norbornane with two rings linked by two non-adjacent atoms.

Potassium hydride Chemical compound

Potassium hydride, KH, is the inorganic compound of potassium and hydrogen. It is an alkali metal hydride. It is a white solid, although commercial samples appear gray. A powerful superbase that is useful in organic synthesis, it is also a dangerously reactive compound. For this reason it is sold commercially as a slurry (~35%) in mineral oil or sometimes paraffin wax to facilitate dispensing.

Cycloocta-1,5-diene is a cyclic hydrocarbon with the chemical formula C8H12; specifically [–(CH
2
)
2
–CH=CH–]2.

Organosilicon Organometallic compound containing carbon–silicon bonds

Organosilicon compounds are organometallic compounds containing carbon–silicon bonds. Organosilicon chemistry is the corresponding science of their preparation and properties. Most organosilicon compounds are similar to the ordinary organic compounds, being colourless, flammable, hydrophobic, and stable to air. Silicon carbide is an inorganic compound.

1,2-Dibromopropane Chemical compound

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:

Tetraaminoethylene Chemical compound

Tetraaminoethylene is a hypothetical organic compound with formula C2N4H8 or (H2N)2C=C(NH2)2. Like all geminal polyamines, this compound has never been synthesised and is believed to be extremely unstable.

2-Methylhexane Chemical compound

2-Methylhexane (C7H16, also known as isoheptane, ethylisobutylmethane) is an isomer of heptane. It is structurally a hexane molecule with a methyl group attached to its second carbon atom. It exists in most commercially available heptane merchandises as an impurity but is usually not considered as impurity in terms of reactions since it has very similar physical and chemical properties when compared to n-heptane (straight-chained heptane).

3-Hydroxybutanal (acetaldol) is an organic compound with the formula CH3CH(OH)CH2CHO. It is classified as an aldol, formally the product of the dimerization of acetaldehyde. A colorless liquid, it is a versatile and valuable intermediate with diverse impacts. The compound is chiral although this aspect is not often exploited.

3-Methyl-2-butanol is an organic chemical compound. It is used as a solvent and an intermediate in the manufacture of other chemicals.

Propionitrile, also known as ethyl cyanide and propanenitrile, is an organic compound with the formula CH3CH2CN. It is a simple aliphatic nitrile. The compound is a colourless, water-soluble liquid. It is used as a solvent and a precursor to other organic compounds.

References

  1. "1,2,3-TRIBROMOPROPANE - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 22 June 2012.
  2. "1,2,3-tribromopropane". USA: ChemSynthesis. Physical Properties. Retrieved 28 November 2011.
  3. "1,2,3-Tribromopropane". USA: chemBlink Inc. Properties. Retrieved 28 November 2011.
  4. 1,2,3-Tribromopropane Degradation Pathway. UMBBD (2011-08-15). Retrieved on 2011-11-28.
  5. Johnson, J. R.; McEwen, W. L. (1927). "1,2,3-TRIBROMOPROPANE". Organic Syntheses . 5: 99.; Collective Volume, 1, p. 521