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4'-Bromoacetanilide

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Identification
Molecular formula
C8H8BrNO
CAS number
103-88-8
IUPAC name
N-(4-bromophenyl)acetamide
State
State

At room temperature, 4'-Bromoacetanilide exists as a solid. It remains stable under standard laboratory conditions and is typically handled as a powder or crystalline material in chemical laboratories.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
307.70
Boiling point (Kelvin)
580.85
General information
Molecular weight
214.06g/mol
Molar mass
214.0550g/mol
Density
1.6513g/cm3
Appearence

4'-Bromoacetanilide appears as an off-white to light brown crystalline solid. It may exhibit a slight aromatic odor and can be characterized by its needle-like crystals. The compound is relatively stable when kept dry and is often used in organic synthesis and chemical research.

Comment on solubility

Solubility of N-(4-bromophenyl)acetamide

N-(4-bromophenyl)acetamide, with a chemical structure reflecting both aromatic and amide characteristics, exhibits limited solubility in various solvents, which is quite characteristic of many organic compounds.

Here's a breakdown of its solubility properties:

  • Non-polar Solvents: Generally, N-(4-bromophenyl)acetamide shows low solubility in non-polar solvents due to its polar amide functional group, which affects the overall interactions.
  • Polar Solvents: This compound is more soluble in polar protic and aprotic solvents, albeit the solubility may still be classified as moderate. Solvents such as ethanol and methanol can dissolve it to some extent.
  • Water Solubility: The overall water solubility is expected to be low, given the size and hydrophobic nature of the bromophenyl moiety.

In general, the solubility profile of N-(4-bromophenyl)acetamide aligns with the principle of "like dissolves like," suggesting that it is more compatible with solvents that have similar polar characteristics. This underlies the importance of solvent selection in chemical reactions and applications involving this compound.

As a reminder, the *temperature*, *pH*, and *purity of the solvents* can significantly influence the solubility behavior of this organic compound, making experimental determinations essential for practical applications.

Interesting facts

Interesting Facts about N-(4-bromophenyl)acetamide

N-(4-bromophenyl)acetamide is a fascinating organic compound that provides insights into various fields of chemistry, especially medicinal and synthetic fields. Here are some noteworthy aspects:

  • Chemical Structure: This compound features a bromine atom that is attached to a phenyl group. The presence of the 4-bromo substituent significantly influences the compound’s reactivity and properties.
  • Medicinal Chemistry: N-(4-bromophenyl)acetamide serves as a pivotal intermediate in the synthesis of various pharmaceuticals. Its structural features help in the development of compounds with potentially useful biological activities.
  • Research Applications: Scientists frequently utilize this compound in research aimed at understanding mechanisms of action in biological systems. Its derivatives may demonstrate enhanced efficacy against specific diseases.
  • Versatile Reactions: It is known for participating in various chemical reactions, including acylation and cross-coupling reactions, making it a valuable building block in synthetic organic chemistry.
  • Industrial Uses: Beyond research, N-(4-bromophenyl)acetamide is utilized in the development of agrochemicals, dyes, and other industrial applications due to its chemical properties.

Overall, N-(4-bromophenyl)acetamide exemplifies how a single compound can bridge the gap between basic research and practical applications, demonstrating the beauty and complexity of chemical science.

Synonyms
4'-Bromoacetanilide
103-88-8
N-(4-Bromophenyl)acetamide
4-BROMOACETANILIDE
p-Bromoacetanilide
Bromoanilide
Acetamide, N-(4-bromophenyl)-
Bromoantifebrin
Antisepsin
Asepsin
N-Acetyl-4-bromoaniline
p-Bromo-N-acetanilide
1-Bromo-4-acetamidobenzene
Acetanilide, p-bromo-
Acetanilide, 4'-bromo-
USAF DO-40
N-Acetyl-p-bromoaniline
monobromoacetanilide
4-Bromo acetanilide
N-(4-Bromo-phenyl)-acetamide
NSC 105442
N-(p-Bromophenyl)acetamide
EINECS 203-154-9
4`-Bromacetanilide
BRN 2208091
AI3-01799
4KB44F25A3
1-(N-Acetylamino)-4-bromobenzene
MFCD00000092
NSC-105442
P-BROMOACETANILIDE [MI]
DTXSID6059283
4-(ACETYLAMINO)-1-BROMOBENZENE
4 inverted exclamation mark -Bromoacetanilide
WLN: ER DMV1
Bromoanalide
UNII-4KB44F25A3
p-Bromacetanilid
p-Bromoacetanalide
4'-bromoacetoanilide
4/'-Bromoacetanilide
4\'-Bromoacetanilide
Maybridge4_002362
4-Bromoacetanilide, 98%
SCHEMBL9674
NCIOpen2_007075
N-(4-bromophenyl)-acetamide
CHEMBL59019
F1962-0210
Acetamide, N-(p-bromophenyl)-
DTXCID6032772
NSC8048
HMS1527L08
NSC-8048
STR01944
NSC105442
STL089501
AKOS000201828
NCGC00176635-01
AC-18809
SY049651
TS-03575
DB-040493
B0534
CS-0076525
NS00014402
EN300-15537
10.14272/MSLICLMCQYQNPK-UHFFFAOYSA-N
D71238
10.14272/MSLICLMCQYQNPK-UHFFFAOYSA-N.1
AG-205/03191041
doi:10.14272/MSLICLMCQYQNPK-UHFFFAOYSA-N
doi:10.14272/MSLICLMCQYQNPK-UHFFFAOYSA-N.1
BRD-K54936524-001-01-0
BRD-K54936524-001-02-8
Q27259868
Z27786822
203-154-9
IJX