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3-Bromothiophene

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Identification
Molecular formula
C4H3BrS
CAS number
872-31-1
IUPAC name
3-bromothiophene
State
State

3-Bromothiophene is a liquid at room temperature. It has moderate volatility which is a characteristic feature of many brominated aromatic compounds.

Melting point (Celsius)
-7.00
Melting point (Kelvin)
266.15
Boiling point (Celsius)
153.00
Boiling point (Kelvin)
426.15
General information
Molecular weight
162.03g/mol
Molar mass
162.0210g/mol
Density
1.6596g/cm3
Appearence

3-Bromothiophene typically appears as a colorless to pale yellow liquid. It may darken upon exposure to light and air. It is commercially available and is often used in organic synthesis as a brominated heterocyclic compound.

Comment on solubility

Solubility of 3-bromothiophene

3-bromothiophene, with the chemical formula C4H3BrS, exhibits interesting solubility behavior. It is known to be:

  • Moderately soluble in organic solvents such as ethanol, diethyl ether, and chloroform.
  • Insoluble in water due to its nonpolar characteristics and the presence of the bromine atom, which influences its overall polarity.

These solubility properties can be attributed to its structural features:

  • The thiophene ring contributes to a degree of aromaticity, enhancing solubility in organic mediums.
  • The presence of the bromine substituent affects both solubility and reactivity, making it more compatible with organic solvents rather than aqueous solutions.

As a result, 3-bromothiophene can be utilized in organic synthesis where a low level of solubility in water is advantageous, especially in reactions requiring **nonpolar** conditions.

Interesting facts

Interesting Facts about 3-Bromothiophene

3-Bromothiophene is an intriguing compound that falls under the category of heterocyclic aromatic compounds. Here are some remarkable insights about this compound:

  • Structure and Characteristics: The molecule features a five-membered ring composed of four carbon atoms and one sulfur atom, making it part of the thiophene family. The presence of a bromine atom at the third position gives it unique chemical properties.
  • Reactivity: Due to the electron-withdrawing effect of the bromine atom, 3-bromothiophene is an excellent candidate for various substitution reactions, making it valuable in organic synthesis.
  • Applications: This compound is utilized in the field of materials science and organic electronics. It is particularly interesting for the development of conductive polymers and small organic light-emitting diodes (OLEDs).
  • Biological Relevance: Research indicates that brominated thiophenes may possess biological activity, and they are studied for their potential antibacterial and antifungal properties.
  • Synthesis: 3-Bromothiophene can be synthesized through various methods, including the bromination of thiophene under controlled conditions, making it a fascinating subject for chemical experimentation.

In the world of chemistry, compounds like 3-bromothiophene emphasize the delicate balance between structure and reactivity. As one scientist aptly put it: "The beauty of organic chemistry lies in the vast possibilities that arise from a single atom's position." This compound serves as a perfect example of how subtle changes can lead to profound implications in both structure and function.

Synonyms
3-BROMOTHIOPHENE
3-Thienyl bromide
Thiophene, 3-bromo-
3-Bromothiofuran
beta-Bromothiophene
.beta.-Bromothiophene
EINECS 212-821-3
NSC 96612
G818Z74YV0
NSC-96612
UNII-G818Z74YV0
DTXSID2022129
DTXCID602129
212-821-3
inchi=1/c4h3brs/c5-4-1-2-6-3-4/h1-3
xcmisapcwhtvng-uhfffaoysa-n
872-31-1
3-bromo-thiophene
MFCD00005464
3-BROMO THIOPHENE
3-bromothiphene
3-bromthiophene
NSC96612
3-Bromothiophene, 97%
SCHEMBL7276
BIDD:GT0802
AKOS005257789
AC-4899
CS-W009226
FB15221
PB48063
PS-5773
HY-59299
DB-006386
B1067
NS00039176
EN300-36196
P20051
Q927001
F0001-2168
; 3-Bromothiophene; 3-Thienyl bromide; NSC 96612; beta-Bromothiophene; 3-Bromothiphene
84928-93-8