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Black 7984

From Wikipedia, the free encyclopedia
(Redirected from E152)
Black 7984[1]
Names
IUPAC name
Tetrasodium 6-amino-4-hydroxy-3-[[7-sulfonato-4-[(4-sulfonatophenyl)azo]-1-naphthyl]azo]naphthalene-2,7-disulfonate
Other names
  • Food Black 2
  • C.I. 27755
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.016.661 Edit this at Wikidata
EC Number
  • 218-326-9
UNII
  • InChI=1S/C26H19N5O13S4.4Na/c27-20-12-18-13(9-23(20)47(39,40)41)10-24(48(42,43)44)25(26(18)32)31-30-22-8-7-21(17-6-5-16(11-19(17)22)46(36,37)38)29-28-14-1-3-15(4-2-14)45(33,34)35;;;;/h1-12,30H,27H2,(H,33,34,35)(H,36,37,38)(H,39,40,41)(H,42,43,44);;;;/q;4*+1/p-4/b29-28?,31-25-;;;;
    Key: XAOPCPOUYMCJFA-PEEPPZCGSA-J
  • acid: InChI=1S/C26H19N5O13S4/c27-20-12-18-13(9-23(20)47(39,40)41)10-24(48(42,43)44)25(26(18)32)31-30-22-8-7-21(17-6-5-16(11-19(17)22)46(36,37)38)29-28-14-1-3-15(4-2-14)45(33,34)35/h1-12,32H,27H2,(H,33,34,35)(H,36,37,38)(H,39,40,41)(H,42,43,44)/b29-28+,31-30+
    Key: DUUHLAZWLLCPSP-DUJDKOHPSA-N
  • [O-]S(C(C=C4)=CC=C4/N=N/C(C=C2)=C3C(C=C(S([O-])(=O)=O)C=C3)=C2/N=N/C1=C(S([O-])(=O)=O)C=C(C=C(S([O-])(=O)=O)C(N)=C5)C5=C1O)(=O)=O.[Na+].[Na+].[Na+].[Na+]
  • acid: Nc1cc2c(O)c(/N=N/c3ccc(/N=N/c4ccc(S(=O)(=O)O)cc4)c4ccc(S(=O)(=O)O)cc34)c(S(=O)(=O)O)cc2cc1S(=O)(=O)O
Properties
C26H15N5Na4O13S4
Molar mass 825.63 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Black 7984, Food Black 2, or C.I. 27755, is a brown-to-black synthetic diazo dye. It is often used as the tetrasodium salt.

Production

[edit]

In the synthesis of Food Black 2, sulfanilic acid 1 is first reacted with sodium nitrite under acid diazotization conditions, and the resulting diazonium salt 2 is subjected to azo coupling with 8-aminonaphthalene-2-sulfonic acid 3. The monoazo dye 4 is subsequently diazotized to form the diazonium compound 5 and then reacted with 3-amino-5-hydroxynaphthalene-2,7-disulfonic acid 6 to yield the diazo dye 7.[2] synthesis of C.I. Food Black 2

Use

[edit]

Under the designation E 152, Food Black 2 was approved in the EU as a food colorant by Directive 62/2645/EEC until the end of 1976.[3][4]

Food Black 2 is approved in the EU under Regulation (EC) No 1223/2009 as a colorant in cosmetics.[5] Its use as a hair dye is not permitted.[6]

Together with Acid Yellow 23 and Acid Red 52, Food Black 2 is used in inks for inkjet printing.[7]

Black 7984 is also used in cosmetics.

See also

[edit]

References

[edit]
  1. ↑ European chemical Substances Information System[permanent dead link]
  2. ↑ "Food Black 2". World dye variety. Retrieved 2022-01-27.
  3. ↑ Aufgenommen durch die EU-Richtlinie 1962 2645.
  4. ↑ Gestrichen durch die EU-Richtlinie 1976 399.
  5. ↑ EU-Verordnung 2009 1223, Anhang IV: Liste der in kosmetischen Mitteln zugelassene Farbstoffe, Laufende Nummer 52.
  6. ↑ EU-Verordnung 2013 344, Anhang II: Liste der Stoffe, die in kosmetischen Mitteln verboten sind, Laufende Nummer 1354.
  7. ↑ Ingo Klöckl (2015), Chemie der Farbmittel (In der Malerei), Berlin, München, Boston: De Gruyter, pp. 437 f., doi:10.1515/9783110374537, ISBN 978-3-11-037453-7
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