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N,N-Diethylaniline

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Identification
Molecular formula
C10H15N
CAS number
91-66-7
IUPAC name
N,N-diethylaniline
State
State

At room temperature, N,N-Diethylaniline is a liquid. It is slightly denser than water and is not miscible with water due to its non-polar aromatic structure. The compound is typically handled as a liquid under normal conditions of temperature and pressure.

Melting point (Celsius)
-38.00
Melting point (Kelvin)
235.15
Boiling point (Celsius)
216.00
Boiling point (Kelvin)
489.15
General information
Molecular weight
149.23g/mol
Molar mass
149.2330g/mol
Density
0.9342g/cm3
Appearence

N,N-Diethylaniline is a slightly yellow to brownish liquid with an aromatic amine odor. It is typically clear or faintly yellow, and can darken upon exposure to light and air due to oxidation.

Comment on solubility

Solubility of N,N-Diethylaniline

N,N-Diethylaniline (C12H17N) is an organic compound characterized by its unique solubility properties. It is known to be:

  • Partially soluble in water, which can be attributed to its hydrophobic nature due to the long ethyl groups attached to the aniline structure.
  • Readily soluble in organic solvents such as ethanol, ether, and benzene, making it a useful compound in various chemical syntheses and reactions.

When considering the solubility of N,N-Diethylaniline:

  • Its hydrophobic regions dominate over hydrophilic interactions, thus leading to limited solubility in aqueous environments.
  • Temperature can also play a significant role; an increase in temperature generally enhances its solubility in organic solvents.

As a result, N,N-Diethylaniline finds various applications in organic chemistry where its solubility in non-polar solvents is advantageous for synthesis purposes.

Interesting facts

Interesting Facts About N,N-Diethylaniline

N,N-diethylaniline is a fascinating organic compound with a rich history and versatile applications in various fields of chemistry. Here are some intriguing aspects of this compound:

  • The compound belongs to the class of anilines, which are derivatives of aniline, a fundamental building block in organic chemistry.
  • N,N-diethylaniline is primarily used as a building block in the synthesis of dyes, pharmaceuticals, and agrochemicals, showcasing its utility in industrial chemistry.
  • In research settings, it serves as a reagent in various organic reactions, particularly in the field of spectroscopy for identifying functional groups.
  • The presence of two ethyl groups in the structure lends it distinct electronic properties, making it a subject of study for its reactivity and interactions with other compounds.
  • Compared to other anilines, N,N-diethylaniline exhibits relatively lower toxicity, which can be advantageous in applications that require handling safety.
  • This compound also finds importance in the manufacturing of polymers and rubber chemicals, expanding its role beyond just dye production.

As stated by chemist James K. H. C. Leung, "The study of compounds like N,N-diethylaniline reveals the dynamic interplay of structure and reactivity in organic chemistry, informing our understanding of materials and their properties." This highlights the significance of this compound in both academic research and industrial applications.

Ultimately, N,N-diethylaniline exemplifies how organic compounds can bridge multiple domains, emphasizing their crucial role in the advancement of materials science and chemical synthesis.

Synonyms
N,N-DIETHYLANILINE
91-66-7
Diethylaniline
N,N-Diethylanilin
Benzenamine, N,N-diethyl-
Diethylphenylamine
N,N-Diethyl aniline
Diaethylanilin
Aniline, N,N-diethyl-
Phenyldiethylamine
N,N-Diethylaminobenzene
N-Phenyldiethylamine
N,N-Diethylbenzenamine
diethyl aniline
Diaethylanilin [German]
N,N-Diethylaniline-4-D
N,N-Diethylanilin [Czech]
NSC 7205
CCRIS 2847
HSDB 1639
UNII-1WR1HJ2PGW
Benzamine, N,N-diethyl-
EINECS 202-088-8
UN2432
diethyl-phenyl-amine
(diethylamino)benzene
N, N-Diethylaniline
DTXSID8021800
AI3-52227
NSC-7205
1WR1HJ2PGW
DIETHYLANILINE [MI]
DIETHYL ANILINE, N,N-
DTXCID701800
EC 202-088-8
N,N-DIETHYLANILINE [HSDB]
2065185-74-0
UN 2432
N,N-DI(ETHYL-1,1-D2)ANILINE
DIAETHYLANILIN (GERMAN)
N,N-DIETHYLANILIN (CZECH)
CAS-91-66-7
MFCD00009042
N,NDiethylanilin
NPhenyldiethylamine
N,N-diethyianiline
diethylamino benzene
Et2NPh
PhNEt2
N,N-diethyl-aniline
N,NDiethylbenzenamine
Aniline, N,Ndiethyl
N,NDiethylaminobenzene
Benzenamine, N,Ndiethyl
N,N-DEA
N,N-Diethylaniline, 98%
SCHEMBL17594
MLS002303040
BIDD:GT0823
N,N-Diethyl-N-phenylamine #
ANILINE, 2,6-DIETHYL
N,N-Diethylaniline, >=99%
CHEMBL252071
WLN: 2N2&R
NSC7205
HMS3039C12
BENZENEAMINE, 2,6-DIETHYL-
Tox21_201496
Tox21_300569
MFCD31699978
STL263867
AKOS000119089
FD46365
PS-6141
NCGC00091331-01
NCGC00091331-02
NCGC00091331-03
NCGC00254308-01
NCGC00259047-01
N,N-Diethylaminobenzene;Diethylphenylamine
SMR001307329
SY246295
BENZENEAMINE, 2,6-DIETHYL-(9CI)
D0475
N, N-Diethylaniline [UN2432] [Poison]
NS00003372
EN300-18282
N,N-Diethylaniline, purum, >=98.0% (GC)
N,N-Diethylaniline 100 microg/mL in Methanol
N,N-Diethylaniline, puriss. p.a., >=99.5%
Q1482984
Z57770738
F0001-2220