Brilliant Green (dye)

Brilliant Green (dye)

Names
Other names Malachite green G, Emerald green, Solid green JJO, Diamond green G, Aniline green, Benzaldehyde green, Fast green J
Identifiers
CAS Number	633-03-4 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:88173 N
ChEMBL	ChEMBL1181633 N
ChemSpider	11941 Y
ECHA InfoCard	100.010.174
PubChem	12449
UNII	G0L543D370 Y
InChI InChI=1S/C27H33N2.H2O4S/c1-5-28(6-2)25-18-14-23(15-19-25)27(22-12-10-9-11-13-22)24-16-20-26(21-17-24)29(7-3)8-4;1-5(2,3)4/h9-21H,5-8H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1 Y Key: NNBFNNNWANBMTI-UHFFFAOYSA-M Y InChI=1/C27H33N2.H2O4S/c1-5-28(6-2)25-18-14-23(15-19-25)27(22-12-10-9-11-13-22)24-16-20-26(21-17-24)29(7-3)8-4;1-5(2,3)4/h9-21H,5-8H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1 Key: NNBFNNNWANBMTI-REWHXWOFAJ
SMILES [O-]S(=O)(=O)O.[N+](=C/1\C=C/C(C=C\1)=C(/c2ccccc2)c3ccc(N(CC)CC)cc3)(\CC)CC
Properties
Chemical formula	C27H33N2.HO4S
Molar mass	482.64 g/mol
Melting point	210 °C (410 °F; 483 K) (decomposes)
Solubility in water	100 g/L a 20 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Brilliant Green is one of the triarylmethane dyes. It is closely related to malachite green.^[1]

Uses

Russian "Zelyonka"

Brilliant Green has been used to color silk and wool.

In Eastern Europe and Russia (and formerly the USSR) the dilute alcoholic solution of Brilliant Green is sold as a topical antiseptic, also known under a Latin name Viridis nitentis spirituosa and a Russian colloquial name зелёнка [zelyonka, lit. an informal colloqialism for "the green"].^[2]

Brilliant Green is effective against gram-positive bacteria. The main advantage of Brilliant Green over the more common antiseptics such as iodine is that it does not irritate mucous membranes as harshly on accidental contact (Soviet medical doctrine deemed it "not for use on mucosa" and cautions that it can cause eye damage and ophthalmic chemical burns, at least in the typical formulations produced for medical use).

Safety and toxicity

Brilliant green induces vomiting when swallowed and is toxic when ingested.^[3] The compound may lead to serious injuries if it comes to contact with the eye, even result in bilateral blindness due to corneal opacification ^[4]

References

1. ↑ Gessner, T.; Mayer, U. (2002), "Triarylmethane and Diarylmethane Dyes", Ullmann's Encyclopedia of Industrial Chemistry 6th Edition, Weinheim: Wiley-VCH, doi:10.1002/14356007.a27_179 
2. ↑ M. Balabanova, L. Popova, R. Tchipeva, Disease-a-Month, 50(6), 2004, 270–279. link
3. ↑ Joseph K. Narat, Brilliant Green: A Clinical Study of its Value as a Local Antiseptic" Annals of Surgery 1931 December; 94(6): 1007–1012. BRILLIANT GREEN
4. ↑ PubChem

Other reading

• FICHA DE SEGURANÇA – Verde brilhante (in Portuguese)