N-Ethyl-N-(2-chloroethyl)aniline

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N-Ethyl-N-(2-chloroethyl)aniline
PhNEt(C2H4Cl).png
Names
Preferred IUPAC name
N-(2-Chloroethyl)-N-ethylaniline
Other names
Ethyl(chloroethyl)aniline
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.964 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 202-159-3
PubChem CID
UNII
  • InChI=1S/C10H14ClN/c1-2-12(9-8-11)10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3
    Key: DBDNQNARCHWMSP-UHFFFAOYSA-N
  • CCN(CCCl)C1=CC=CC=C1
Properties
C10H14ClN
Molar mass 183.68 g·mol−1
AppearanceColorless or white solid
Melting point 45.5–46.5 °C (113.9–115.7 °F; 318.6–319.6 K)
Hazards
GHS labelling:
GHS-pictogram-skull.svg
Danger
H301, H311
P264, P270, P280, P301+P310, P302+P352, P312, P321, P322, P330, P361, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N-Ethyl-N-(2-chloroethyl)aniline is the organic compound with the formula C6H5N(Et)(CH2CH2Cl) (Et = ethyl). It is a low-melting colorless solid that is an alkylating agent. The compound is a precursor to several cationic azo dyes via reaction of the chloroethyl group with tertiary amines or pyridine followed by azo coupling. Examples of derived dyes include C. I. Basic Red 18, Maxilon Red 2GL, and Yoracryl Red 2G. [1]

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<span class="mw-page-title-main">Nitrous acid</span> Chemical compound

Nitrous acid is a weak and monoprotic acid known only in solution, in the gas phase and in the form of nitrite salts. Nitrous acid is used to make diazonium salts from amines. The resulting diazonium salts are reagents in azo coupling reactions to give azo dyes.

<span class="mw-page-title-main">Azo compound</span> Organic compounds with a diazenyl group (–N=N–)

Azo compounds are organic compounds bearing the functional group diazenyl.

In organic chemistry, the diazo group is an organic moiety consisting of two linked nitrogen atoms at the terminal position. Overall charge-neutral organic compounds containing the diazo group bound to a carbon atom are called diazo compounds or diazoalkanes and are described by the general structural formula R2C=N+=N. The simplest example of a diazo compound is diazomethane, CH2N2. Diazo compounds should not be confused with azo compounds or with diazonium compounds.

<span class="mw-page-title-main">Methyl yellow</span> Chemical compound

Methyl yellow, or C.I. 11020, is an organic compound with the formula C6H5N2C6H4N(CH3)2. It is an azo dye derived from dimethylaniline. It is a yellow solid. According to X-ray crystallography, the C14N3 core of the molecule is planar.

<span class="mw-page-title-main">Sudan I</span> Chemical compound

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<span class="mw-page-title-main">Azo dye</span> Class of organic compounds used as dye

Azo dyes are organic compounds bearing the functional group R−N=N−R′, in which R and R′ are usually aryl and substituted aryl groups. They are a commercially important family of azo compounds, i.e. compounds containing the C-N=N-C linkage. Azo dyes are synthetic dyes and do not occur naturally. Most azo dyes contain only one azo group, but some dyes contain two or three azo groups, called "diazo dyes" and "triazo dyes" respectively. Azo dyes comprise 60-70% of all dyes used in food and textile industries. Azo dyes are widely used to treat textiles, leather articles, and some foods. Chemically related derivatives of azo dyes include azo pigments, which are insoluble in water and other solvents.

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<span class="mw-page-title-main">Sudan Red 7B</span> Chemical compound

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Sulfanilic acid (4-aminobenzenesulfonic acid) is an organic compound with the formula H3NC6H4SO3. It is an off-white solid. It is a zwitterion, which explains its high melting point. It is a common building block in organic chemistry.

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Azo violet (Magneson I; p-nitrobenzeneazoresorcinol) is an azo compound with the chemical formula C12H9N3O4. It is used commercially as a violet dye and experimentally as a pH indicator, appearing yellow below pH 11, and violet above pH 13. It also turns deep blue in the presence of magnesium salt in a slightly alkaline, or basic, environment. Azo violet may also be used to test for the presence of ammonium ions. The color of ammonium chloride or ammonium hydroxide solution will vary depending upon the concentration of azo violet used. Magneson I is used to test Be also; it produces an orange-red lake with Be(II) in alkaline medium.

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Acid red 88 is an azo dye. Due to its intense colour, solid samples appear almost black. It is used to dye cotton textiles red. A closely related acid dye is Acid Red 13.

Basic Red 18 is a cationic azo dye used for coloring textiles. The chromophore is the cation, which contains many functional groups, but most prominently the quaternary ammonium center.

2-Chloroethyl ethyl sulfide is the organosulfur compound with the formula C2H5SC2H4Cl. It is a colorless liquid. The compound is part of the family of vesicant compounds known as half mustards, has been heavily investigated because of its structural similarity to the sulfur mustard S(C2H4Cl)2. The LD50s of the half and full mustard are 252 and 2.4 mg/kg (oral, rats).

References

  1. Klaus Hunger; Peter Mischke; Wolfgang Rieper; et al. (2005). "Azo Dyes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_245. ISBN   3-527-30673-0..