Skip to main content

N1,N4-di-sec-butylbenzene-1,4-diamine

ADVERTISEMENT
Identification
Molecular formula
C14H24N2
CAS number
101-96-2
IUPAC name
N1,N4-disec-butylbenzene-1,4-diamine
State
State

The compound is a liquid at room temperature with low volatility. It might flow slowly due to its viscosity and may emit a slight odor characteristic of aromatic amines.

Melting point (Celsius)
-40.00
Melting point (Kelvin)
233.20
Boiling point (Celsius)
371.40
Boiling point (Kelvin)
644.50
General information
Molecular weight
220.36g/mol
Molar mass
220.3580g/mol
Density
0.9709g/cm3
Appearence

N1,N4-di-sec-butylbenzene-1,4-diamine is typically a colorless to light yellow liquid. It may darken upon exposure to air or light over time. The compound can be slightly viscous, depending on the temperature.

Comment on solubility

Solubility of N1,N4-disec-butylbenzene-1,4-diamine

N1,N4-disec-butylbenzene-1,4-diamine, owing to its unique molecular structure, exhibits intriguing solubility characteristics. The solubility of this compound can be influenced by several factors:

  • Hydrophobic Nature: Given the presence of bulky sec-butyl groups, the compound is predominantly hydrophobic. As such, it tends to be insoluble in polar solvents such as water.
  • Solvent Compatibility: This compound shows improved solubility in organic solvents such as:
    • Hexane
    • Toluene
    • Dichloromethane
  • Amine Behavior: The amine functional groups present can engage in hydrogen bonding, which may enhance solubility in some polar protic solvents, albeit to a limited extent.
  • Temperature Influence: Like many organic compounds, increased temperature can result in higher solubility in organic solvents due to increased kinetic energy.

In summary, while N1,N4-disec-butylbenzene-1,4-diamine shows limited solubility in water, it is more soluble in non-polar organic solvents. This dual character underlines the fascinating interplay between structure and solubility properties.

Interesting facts

Exploring N1,N4-disec-butylbenzene-1,4-diamine

N1,N4-disec-butylbenzene-1,4-diamine is a fascinating compound with diverse applications in various fields. This aromatic amine features a unique structure that includes two sec-butyl groups attached to a benzene ring, offering a combination of hydrophobic character and chemical reactivity. Below are some interesting facts about this compound:

  • Chemical Reactivity: The presence of amine functional groups makes it a versatile compound in organic synthesis. It can readily participate in various chemical reactions such as acylation, alkylation, and coupling reactions.
  • Application in Polymers: N1,N4-disec-butylbenzene-1,4-diamine is often utilized as a curing agent or hardener in thermosetting plastics, enhancing their mechanical properties and thermal stability.
  • Biological Activity: Compounds containing aromatic amines are of great interest in medicinal chemistry. N1,N4-disec-butylbenzene-1,4-diamine may exhibit biological activity, making it a subject of research for potential pharmaceutical applications.
  • Structural Diversity: The branched sec-butyl groups contribute to the steric hindrance, influencing the compound’s interactions and potential reactivity with other molecules.

As a scientist or student delving into the complexities of organic compounds, understanding the structure and reactivity of N1,N4-disec-butylbenzene-1,4-diamine can offer insights into broader chemical principles and inspire innovation in materials science. Its unique properties exemplify how modifications to molecular architecture can lead to significant changes in chemical behavior and application.

Synonyms
101-96-2
N,N'-Di-sec-butyl-p-phenylenediamine
N1,N4-Di-sec-butylbenzene-1,4-diamine
Antioxidant 22
Topanol M
Kerobit BPD
Tenamene 2
Santoflex 44
N,N'-DI-SEC-BUTYL-P-PHENYLDIAMINE
N,N'-Di-sec-butyl-1,4-phenylenediamine
N,N'-Di-sec-butylparaphenylenediamine
N,N'-Di-s-butyl-p-phenylenediamine
1,4-Benzenediamine, N,N'-bis(1-methylpropyl)-
Du Pont Gasoline Antioxidant No. 22
UOP 5
p-Phenylenediamine, N,N'-di-sec-butyl-
NSC 68417
CCRIS 4603
HSDB 5343
N,N'-Bis(1-methylpropyl)-1,4-benzenediamine
DTXSID7024956
N,N'-Bis(1-methylpropyl)-1,4-phenylenediamine
N,N'-Di-sek.butyl-p-fenylendiamin
EINECS 202-992-2
1-N,4-N-di(butan-2-yl)benzene-1,4-diamine
Naugalube 403
BRN 2805827
CP 40182
N,N'-Di-sek.butyl-p-fenylendiamin [Czech]
NSC-68417
76251WU9I2
1,4-Benzenediamine, N1,N4-bis(1-methylpropyl)-
N,N'-di-sec-butylbenzene-1,4-diamine dihydrochloride
DTXCID104956
1,4-bis-(sec-butylamino)benzene
EC 202-992-2
4-13-00-00111 (Beilstein Handbook Reference)
n,n'-di-2-butyl-p-phenylenediamine
N,N'-DI-SEC-BUTYL-N-PHENYLENEDIAMINE
N1,N4-bis(butan-2-yl)benzene-1,4-diamine
N,N/'-Bis(1-methylpropyl)-1,4-phenylenediamine
N,N'-DI-S-BUTYL-P-PHENYLENEDIAMINE [HSDB]
N,N'-di-sec-butylbenzene-1,4-diamine
UNII-76251WU9I2
NN'-Di-sec-butyl-p-phenylenediamine
MFCD00043658
N,N'-1,4-Bis(sec-butylamino)benzene
SUMILIZER BPAM 1
N,N'Disecbutylpphenyldiamine
N,N'Disbutylpphenylenediamine
SCHEMBL49805
UNILINK 4100
MLS002454420
N,N'Disek.butylpfenylendiamin
1,4-Bis(sec-butylamino)benzene
CHEMBL1409985
FSWDLYNGJBGFJH-UHFFFAOYSA-
N,N'Disecbutylparaphenylenediamine
pPhenylenediamine, N,N'disecbutyl
1, N,N'-bis(1-methylpropyl)-
KUC107773N
ALBB-024364
KSC-09-264A
NSC68417
STR09249
Tox21_200371
p-Phenylenediamine,N'-di-sec-butyl-
AKOS015888191
CS-W014246
SB80405
N,N'-Di-sec-butyl-1,4-benzenediamine
N,N'-di-sec-butyl-benzene-1,4-diamine
NCGC00091814-01
NCGC00091814-02
NCGC00091814-03
NCGC00091814-04
NCGC00257925-01
WLN: 2Y1 & MR DMY2 & 1
CAS-101-96-2
SMR001372014
N,N'-di(butan-2-yl)benzene-1,4-diamine
1,4Benzenediamine, N,N'bis(1methylpropyl)
DB-080853
DU PONT GASOLINE ANTIOXIDANT NO 22
D2268
N,N'-Di-sec-butyl-p-phenylenediamine, 95%
NS00003277
D97466
NN'-Bis(1-methylpropyl)-1,4-phenylenediamine
N1,N4-BIS(SEC-BUTYL)BENZENE-1,4-DIAMINE
Q6951318
1,4-benzenediamine, N,N'-bis(1-methylpropyl)-, dihydrochloride
202-992-2
InChI=1/C14H24N2/c1-5-11(3)15-13-7-9-14(10-8-13)16-12(4)6-2/h7-12,15-16H,5-6H2,1-4H3