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Home > Encyclopedia > 5-Chloro-2-(4-chlorophenoxy)benzenamine

5-Chloro-2-(4-chlorophenoxy)benzenamine

5-Chloro-2-(4-chlorophenoxy)benzenamine structure

5-Chloro-2-(4-chlorophenoxy)benzenamine 

structure
  • CAS No:

    121-27-7

  • Formula:

    C12H9Cl2NO

  • Chemical Name:

    5-Chloro-2-(4-chlorophenoxy)benzenamine

  • Synonyms:

    Benzenamine,5-chloro-2-(4-chlorophenoxy)-;Aniline,5-chloro-2-(p-chlorophenoxy)-;5-Chloro-2-(4-chlorophenoxy)benzenamine;5-Chloro-2-(p-chlorophenoxy)aniline;4,4′-Dichloro-2-aminodiphenyl ether;2-Amino-4,4′-dichlorodiphenyl ether;Fast Red FR Base;5-Chloro-2-(4-chlorophenoxy)aniline;Red FR Base;NSC 42129;56646-10-7

  • Categories:

    Dyes and Pigments  >  Dye

5-Chloro-2-(4-chlorophenoxy)benzenamine Basic Attributes

254.11

254.11

204-460-5

42129

DTXSID6059520

2922299090

Characteristics

35.2

3.94

1.4±0.1 g/cm3

67 °C

234°C/27mmHg(lit.)

167.9±25.1 °C

1.636

3.46E-05mmHg at 25°C

Safety Information

IRRITANT

Xi

Irritant

P264, P280, P305+P351+P338, P33, P313

H319

|Warning|H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P280, P305+P351+P338, and P337+P313|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

5-Chloro-2-(4-chlorophenoxy)benzenamine Use and Manufacturing

Methods of Manufacturing

Using 2, 5-dichloronitrobenzene and sodium p-chlorophenol as raw materials, the two are first condensed, then the nitro group is reduced, and the product is obtained by salting with hydrochloric acid. After filtering, drying and crushing, the finished product is obtained. Add 900kg of chlorobenzene and 421kg of sodium p-chlorophenol to the condensation pot, stir, heat up to 95℃, add 550kg of molten 2, 5-dichloronitrobenzene, add within 8h, maintain 100℃, until the condensation reaction is complete . After neutralization, steaming chlorobenzene, filtering and washing with water, a condensate is obtained. Add 200L of water, 100kg of iron filings, and 30kg of formic acid to the reduction pot, heat to boiling, add 600kg of molten condensate within 3h, and at the same time add 250kg of iron filings, and heat until the reaction is complete. Cool, let stand, separate the water layer, extract the oil layer with benzene multiple times, combine the benzene layer, distill under reduced pressure, recover the chlorophenol, and then distill out the reduced product (245-260℃/3.33kPa). Cool, the product crystallizes ( About 61°C). Add 1000L water and 1000kg hydrochloric acid (30%) into the salt-forming pot, heat it to 40℃, add 500kg 70℃ reduction product within 2-3h, and protect the pot with nitrogen. After the reaction, it is cooled to 15-20°C, and the product precipitates out, filtered, washed, and vacuum dried to obtain the finished product. The total yield is about 86%.

Uses

The red base FR can be coupled with a variety of naphthol to get red, so it is a commonly used red primer, used for dyeing cotton, viscose fiber, silk, nylon, acetate fiber and cotton cloth printing. The coupling ability is medium and the coupling speed is medium. Commonly used coupling chromols chromophenols AS, AS-BO, AS-SW, AS-RL, AS-ITR, AS-SG, AS-OL, etc.

Benzenamine, 5-chloro-2-(4-chlorophenoxy)-: INACTIVE

Computed Properties

Molecular Weight:254.11
XLogP3:4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:253.0061193
Monoisotopic Mass:253.0061193
Topological Polar Surface Area:35.2
Heavy Atom Count:16
Complexity:219
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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