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Fuchsin

Fuchsin structure

Fuchsin 

structure
  • CAS No:

    632-99-5

  • Formula:

    C20H19N3.ClH

  • Chemical Name:

    Fuchsin

  • Synonyms:

    Benzenamine,4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-,hydrochloride (1:1);C.I. Basic Violet 14,monohydrochloride;Rosaniline;Benzenamine,4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-,monohydrochloride;12418 Red;Aizen Magenta;Astra Fuchsine B;Basic Magenta E 200;Calcozine Fuchsine HO;Calcozine Magenta RTN;Calcozine Magenta XX;Cerise B;Diabasic Magenta;Diamond Fuchsine;Fuchsine;Fuchsine A;Fuchsine G;Fuchsine N;Fuchsine Y;Fuchsine CS;Fuchsine HO;Fuchsine RTN;Magenta E;Magenta G;Magenta S;Magenta DP;Magenta PN;Magenta Powder N;Magenta superfine;Orient Basic Magenta;Rosaniline chloride;Rosaniline hydrochloride;Magenta I;Basic Magenta;C.I. Basic Violet 14;Rosanilinium chloride;Basic Fuchsine;Fuchsin basic;Basic fuchsin;Fuchsin;Fuchsine SBP;C.I. 42510;Basic Violet 14;C-WR Violet 8;Lowacryl Violet 14;RGN 10;RGB 20;RGN 10 (dye);8053-09-6;18634-80-5;147299-78-3;884244-75-1

  • Categories:

    Cosmetic Ingredient  >  Cosmetic Colorant

Description

Green crystal powder


C.i. basic violet 14 is a dark green powder. A dye derived from triphenylmethane.


C.i. basic violet 14 is a dark green powder. A dye derived from triphenylmethane.|Rosanilin is a hydrochloride that is the monohydrochloride of 4-[(4-aminophenyl)(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]-2-methylaniline. One of the major constituents of Basic fuchsin, together with pararosanilin, magenta II and new fuchsin. It has a role as a fluorochrome, a histological dye and a carcinogenic agent. It contains a rosanilin(1+).

Fuchsin Basic Attributes

337.85

337.135

4166684

211-189-6

8UUC89LHB2

93739|10466

DTXSID6021246|DTXSID90110041

METALLIC GREEN LUSTROUS CRYSTALS

32041300

Characteristics

75.9

6.17120

Green to dark green liquid

0.999 g/mL at 20 °C

200 °C (decomp)

589.3ºC at 760 mmHg

48 °F

n20/D 1.334

H2O: 4 G/L (25 ºC)

2-8°C

Combustible; Fire site decomposes toxic nitrogen oxides and chloride fumes

DECOMPOSES @ 186 °C /MAGENTA BASE/|DECOMPOSES ABOVE 200 °C|BROWNISH-RED CRYSTALS /MAGENTA BASE/

Slightly soluble in water.

Amines, Phosphines, and Pyridines

C.I. BASIC VIOLET 14 neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. Easily reduced to colorless leuco-bases (NTP, 1992).

Safety Information

UN 2924 3/PG 2

3

40-22

7-16-36/37

CX9850000

F,Xn

Warehouse low temperature, ventilated, dry

EASILY REDUCED TO COLORLESS LEUCO-BASES

P201, P202, P281, P308+P313, P405, P501

H351

A REVIEW & DISCUSSION WITH 14 REFERENCES ON THE CANCER RISK OF MAGENTA & RELATED DYES IN LAB USE.[HOWE JR; IS THERE A CANCER RISK IN THE LABORATORY USE OF MAGENTA AND RELATED DYES?; LAB PRACT 26(2) 87 (1977)]

Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)

|Warning|H302 (33.58%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P273, P280, P281, P301+P312, P302+P352, P305+P351+P338, P308+P313, P321, P330, P332+P313, P337+P313, P362, P391, P405, and P501|Aggregated GHS information provided by 142 companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, and P501|Aggregated GHS information provided by 40 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H351: Suspected of causing cancer [Warning Carcinogenicity]|P201, P202, P281, P308+P313, P405, and P501|Not Classified

Fires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

ADSORPTION OF ORGANIC COMPOUNDS IN WASTEWATER BY AN ACTIVATED CLAY WAS STUDIED. THE MIXTURE OF ORGANIC COMPOUNDS, KAOLIN (AS SUSPENDED SOLIDS 100 PPM), & ACTIVATED CLAY (0.8-5.0 G/L) WAS STIRRED FOR 2 HR & THE SUSPENSION WAS FLOCCULATED WITH AL2(SO4)3 & AN ANIONIC FLOCCULANT (4 PPM). COD REMOVALS WERE: POLY(VINYL ALCOHOL) 92.7, METHYLENE BLUE 97.7, & FUCHSINE 96.9%.

1. COMPETENT ENGINEERING... 2. ADEQUATE VENTILATION; 3. DAILY CHANGES OF FRESHLY LAUNDERED CLOTHING...& SHOWER BATH...@ END OF...WORK PERIOD; 4. ...MEDICAL DEPT FOR INSPECTION @ END OF...SHIFT; 5. INDIVIDUALS SHOWING GROSS EVIDENCE OF CYANOSIS...KEPT UNDER OBSERVATION. /AROMATIC AMINO COMPD/|6. WORKMEN SHOULD NEVER BE PERMITTED TO ENTER A VESSEL... UNTIL DEGREE OF ATMOSPHERIC CONCN HAS BEEN QUANT EST BY PLANT HYGIENIST; 7. COMPLETE PHYSICAL EXAM INCL HEMOGLOBIN DETERMINATIONS, RED, WHITE, & DIFFERENTIAL COUNTS, & COMPLETE URINALYSIS, EVERY 6 MO OR OFTENER. /AROMATIC AMINO COMPD/

IT MAY BE PRESENT IN THE WASTE STREAMS FROM PLANTS WHERE IT IS MADE OR USED.

Toxicity

...IT IS NOT POSSIBLE TO INDICATE WHETHER INDUSTRIAL BLADDER CANCER FOUND IN MAGENTA WORKERS IS ATTRIBUTABLE TO EXPOSURE TO MAGENTA ITSELF, OR TO ONE OR MORE OF ITS ASSOCIATED INTERMEDIATES & IMPURITIES.|THERE WAS HIGHLY SIGNIFICANT RISK OF CONTRACTING BLADDER CANCER AMONG MEN ENGAGED IN MANUFACTURING, BUT NOT IN PURIFYING OR USING, MAGENTA. ... IT IS KNOWN...THAT THE MODERN PROCESS FOR MANUFACTURING MAGENTA INVOLVES THE REPLACEMENT OF ANILINE BY ORTHO-TOLUIDINE, AND...THAT ORTHO-TOLUIDINE MAY BE IMPLICATED IN THE ETIOLOGY OF THE MAGENTA TUMORS.

Drug Information

...GAVE 12 MG MAGENTA IN ARACHIS OIL TO 60 STOCK MICE BY GASTRIC INSTILLATION FOR 52 WEEKS (TOTAL DOSE, 624 MG). DYE WAS FOUND TO HAVE STAINED THE TISSUES AT AUTOPSY.|CATIONIC DYES ARE WELL KNOWN TO BIND TO NUCLEIC ACIDS. /CATIONIC DYES/|CATIONIC DYES APPEAR TO HAVE SPECIAL ATTRIBUTE OF NITROGEN ATOM WHICH IS PART OF RESONANT SYSTEM RESPONSIBLE FOR COLOR, & WHICH APPEARS TO BE ASSOC WITH PROPENSITY TO VERY STRONG BINDING TO CARBOXYL GROUPS OF CORNEAL MUCOPROTEINS. /CATIONIC DYES/

SYMPTOMS: This compound may cause allergic reactions (e.g. sneezing, coughing, wheezing, runny eyes and nose, itching, skin rashes, hypotension). It may also cause bladder cancer. ACUTE/CHRONIC HAZARDS: This material may cause allergic reactions. When heated to decomposition it emits toxic fumes. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

...IN A SURVEY OF THE BRITISH CHEMICAL INDUSTRY...THERE WAS A HIGHLY SIGNIFICANT RISK OF CONTRACTING BLADDER CANCER AMONG MEN ENGAGED IN MANUFACTURING, BUT NOT IN PURIFYING OR USING, MAGENTA. OF 85 MEN KNOWN TO HAVE BEEN ENGAGED IN MANUFACTURING MAGENTA, BUT NOT EXPOSED TO 1- OR 2-NAPHTHYLAMINE OR BENZIDINE, THERE WERE 5 CASES OF BLADDER CANCER. THREE OF THESE WERE RECORDED AS DYING OF BLADDER CANCER, WHEREAS ONLY 0.13 CASES WOULD HAVE BEEN EXPECTED (RELATIVE RISK= 23.0; P LESS THAN 0.005).|THE MFR OF MAGENTA HAS CARRIED A CARCINOGENIC SUBSTANCES REGULATIONS 1967, BUT THERE APPEARS TO BE NO FIRM EVIDENCE THAT MAGENTA ITSELF IS CARCINOGENIC.

2-methyl-4,4'-((4-imino-2,5-cyclohexadien-1-ylidene)methylene)dianiline

Fuchsin Use and Manufacturing

Methods of Manufacturing

Aniline, p-toluidine and o-toluidine are melted together with nitrobenzene and ferrous chloride for oxidative condensation, then dissolved and extracted with sulfuric acid, and then neutralized, salted out, filtered and dried to obtain the finished product. Raw material consumption (kg/t) p-toluidine 635 hydrochloric acid (31%) 210 o-toluidine 1170 sulfuric acid 1900 aniline 470 zinc chloride (98%) 785 nitrobenzene 1000 sodium hydroxide (100%) 970 p-nitrotoluene 360 Calcium carbonate 330 Ferrous chloride (98%) 800

Uses

As a dye or in manufacture of other dyes.

Production

(1972) PROBABLY GREATER THAN 4.5X10+5 GRAMS /MAGENTA BASE/|(1975) PROBABLY GREATER THAN 4.5X10+5 GRAMS /MAGENTA BASE/

ESSENTIALLY 100% AS A DYE /MAGENTA BASE/

A SYNTHETIC ROSANILINE DYESTUFF, A MIXTURE OF ROSANILINE AND PARAROSANILINE HYDROCHLORIDES...GRADE NF.|MAGENTA IS A MIXTURE OF THREE CLOSELY RELATED 4,4',4"-TRIAMINOTRIARYL-METHANE DYES IN THE FORM OF THEIR MONOHYDROCHLORIDE SALTS.|MAGENTA, AS COMMMERCIAL MATERIAL, IS MIXTURE OF...MAGENTA I, PARA-MAGENTA, & SMALL AMT OF MAGENTA II. MAGENTA...AVAILABLE IN US AS BASIC FUCHSIN NF... /CONTAINING/ A MAX LIMIT OF 8 PPM OF ARSENIC & 30 PPM OF LEAD (AMERICAN PHARMACEUTICAL ASSOC, 1970).

Benzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-, hydrochloride (1:1): ACTIVE|THE GRADE OF MAGENTA USED IN MEDICINE, BASIC FUCHSIN, NF, IS APPROVED FOR USE IN CARBOL-FUCHSIN SOLUTION, NF, AN ANTIFUNGAL AGENT CONTAINING PHENOL AND RESORCINOL.|BASIC FUCHSIN...IS STILL MARKETED IN MIXT CONTAINING 0.3% BASIC FUCHSIN FOR TREATMENT OF TINEA PEDIS & TINEA CAPITIS.

SPECTROPHOTOMETRIC METHODS ARE DESCRIBED...BUT ABSORPTION MAXIMA DIFFER SLIGHTLY FOR THE INDIVIDUAL COMPONENTS OF MAGENTA. ...DETERMINATION IN PHARMACEUTICAL PREPN...DESCRIBED BY SUKHLITSKAYA YM, & BELEVITCH NA; FUCHSIN DETERMINATION IN DRUGS; APTECHN DELO 12: 75 (1963).

Cosmetics -> Cosmetic colorant; Hair dyeing

Computed Properties

Molecular Weight:337.8
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:337.1345753
Monoisotopic Mass:337.1345753
Topological Polar Surface Area:75.9
Heavy Atom Count:24
Complexity:515
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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