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N,N-bis(2-chloroethyl)naphthalen-2-amine

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Identification
Molecular formula
C14H15Cl2N
CAS number
91-23-6
IUPAC name
N,N-bis(2-chloroethyl)naphthalen-2-amine
State
State
N,N-bis(2-chloroethyl)naphthalen-2-amine is a liquid at room temperature, though it can also be found in a solid state depending on the purity and precise conditions of storage.
Melting point (Celsius)
63.00
Melting point (Kelvin)
336.15
Boiling point (Celsius)
404.00
Boiling point (Kelvin)
677.15
General information
Molecular weight
266.18g/mol
Molar mass
266.1780g/mol
Density
1.2630g/cm3
Appearence

N,N-bis(2-chloroethyl)naphthalen-2-amine typically appears as a colorless to pale yellow oily liquid. It should be handled with care due to its potential as a chemical precursor or intermediate.

Comment on solubility

Solubility of N,N-bis(2-chloroethyl)naphthalen-2-amine

N,N-bis(2-chloroethyl)naphthalen-2-amine is a compound known for its interesting solubility properties. When it comes to its behavior in various solvents, several key points can be highlighted:

  • Polar Solvents: This compound tends to exhibit limited solubility in polar solvents such as water due to its hydrophobic naphthalene structure. The presence of the chloroethyl groups may introduce some degree of polarity, but it is insufficient to enhance solubility in water significantly.
  • Non-Polar Solvents: However, N,N-bis(2-chloroethyl)naphthalen-2-amine shows relatively good solubility in non-polar organic solvents like hexane or toluene. This makes it more favorable for applications in organic synthesis where non-polar environments prevail.
  • Temperature Dependency: The solubility may also be affected by temperature. As temperature increases, the solubility in non-polar solvents can improve due to increased kinetic energy leading to better interaction between solute and solvent.
  • Commercial Considerations: Its solubility profile is an important factor for its use in industrial applications, especially in terms of extraction processes and reaction environments.

In summary, the solubility characteristics of N,N-bis(2-chloroethyl)naphthalen-2-amine are nuanced, reflecting the interplay between its molecular structure and the nature of the solvent. Understanding these interactions is crucial for optimizing its use in various chemical processes.

Interesting facts

Interesting Facts about N,N-bis(2-chloroethyl)naphthalen-2-amine

N,N-bis(2-chloroethyl)naphthalen-2-amine, often referred to as a chlorinated amine, is a compound that is notable for its applications and properties in both industrial and laboratory settings.

Key Characteristics:

  • Versatile Intermediary: This compound serves as an important intermediate in the synthesis of various pharmaceuticals and dyes. Its ability to participate in chemical reactions makes it a valuable asset in organic chemistry.
  • Reactivity: The chlorinated groups within its structure enhance its reactivity, particularly with nucleophiles, making it a participant in substitution reactions. This property is often exploited in synthetic pathways.
  • Toxicity Considerations: Like many chlorinated compounds, it is imperative to handle N,N-bis(2-chloroethyl)naphthalen-2-amine with caution. Safety protocols must be strictly followed due to its potential toxicity and environmental impacts.
  • Application in Research: The compound is used in various fields of research, helping scientists to better understand the behavior of chlorinated amines and their derivatives, and advancing the study of drug formulation.

With a unique combination of chemical properties, N,N-bis(2-chloroethyl)naphthalen-2-amine illustrates the complex interplay between structure and reactivity in organic compounds.

Fun Fact:

Chlorinated compounds, including this amine, have been used in historical contexts, such as in the synthesis of chemical warfare agents during World War I, highlighting the dual-use nature of many chemicals in warfare and medicine.

In summary, N,N-bis(2-chloroethyl)naphthalen-2-amine is more than just a chemical entity; it embodies a fascinating story of synthesis, application, and the careful navigation required when working with potentially hazardous compounds.

Synonyms
Chlornaphazine
Chloronaphthina
Chloronaphthine
Cloronaftina
Chlornaftina
Chlornaphazin
Chlornaphthin
Chloronaftina
Nafticlorina
Aleukon
Erysan
Naphthylamine mustard
Clornafazina
Chlornaphazinum
NSC-62209
CB 1048
Rcra waste number U026
Chlornaphazine [INN:DCF]
2-Naphthylbis(2-chloroethyl)amine
CCRIS 89
Clornafazina [INN-Spanish]
Chlornaphazinum [INN-Latin]
2-Bis(2-chloroethyl)aminonaphthalene
Dichloroethyl-beta-naphthylamine
SK 2406
HSDB 2745
EINECS 207-785-0
Di(2-chloroethyl)-beta-naphthylamine
Bis(2-chloroethyl)-beta-naphthylamine
2,2'-Dichlordiethyl-beta-naphthylamin
2-N,N-Di(2-chloroethyl)naphthylamine
beta-Naphthyl-di-(2-chloroethyl)amine
BRN 3316600
beta-Naphthyl-bis-(beta-chloroethyl)amine
N,N-Di(2-chloroethyl)-beta-naphthylamine
N,N,-Bis(2-chloroethyl)-2-naphthylamine
2-Naphthylamine, N,N-bis(2-chloroethyl)-
UNII-U46E473275
N,N-Bis-(2-chlorethyl)-2-naftylamin [Czech]
CHLORNAPHAZINE [MI]
N,N-Bis-(2-chlorethyl)-2-naftylamin
CB-1048
CHLORNAPHAZINE [INN]
CHLORNAPHAZINE [HSDB]
CHLORNAPHAZINE [IARC]
DTXSID3060087
U46E473275
4-12-00-03126 (Beilstein Handbook Reference)
NSC62209
Clornafazina (INN-Spanish)
Chlornaphazinum (INN-Latin)
CHLORNAPHAZINE (IARC)
chlornaphthazine
DTXCID9040689
BETA-NAPHTHYLDI(2-CHLOROETHYL)AMINE
BETA-NAPHTHYLBIS(BETA-CHLOROETHYL)AMINE
207-785-0
494-03-1
N,N-Bis(2-chloroethyl)-2-naphthylamine
N,N-bis(2-chloroethyl)naphthalen-2-amine
R 48
2-Naphthalenamine, N,N-bis(2-chloroethyl)-
CHEBI:80497
Aleukon; CB 1048; Chloronaphthina; Chloronaphthine
RCRA waste no. U026
Chloronaphthazene
Naphthalenamine, N,N-bis(2-chloroethyl)-
SCHEMBL8399
NCIOpen2_002772
WLN: L66J CN2G2G
CHEMBL2107519
XCDXSSFOJZZGQC-UHFFFAOYSA-N
Dichloroethyl-.beta.-naphthylamine
.beta.-Naphthyldi(2-chloroethyl)amine
AKOS040746698
2-Naphthylamine,N-bis(2-chloroethyl)-
Di(2-chloroethyl)-.beta.-naphthylamine
.beta.-Naphthyl-di-(2-chloroethyl)amine
Bis(2-chloroethyl)-.beta.-naphthylamine
2-Naphthalenamine,N-bis(2-chloroethyl)-
R-48
DS-011706
.beta.-Naphthylbis(.beta.-chloroethyl)amine
NS00031897
.beta.-Naphthyl-bis-(.beta.-chloroethyl)amine
Q5102985