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Home> Encyclopedia >   /  Organic Intermediate  /  Dyestuffs and Pigments  /  Acid Dyes
FUCHSIN BASIC structure
FUCHSIN BASIC structure

FUCHSIN BASIC

Iupac Name:4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydrochloride
CAS No.: 632-99-5
Molecular Weight:337.8459
Modify Date.: 2022-11-29 07:50
Introduction: Dark green powder. A dye derived from triphenylmethane. View more+
1. Names and Identifiers
1.1 Name
FUCHSIN BASIC
1.2 Synonyms

4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylaniline hydrochloride (1:1) 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline,hydrochloride AFB STAIN Basic fuchsine Basic magenta Basic violet 14 Benzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-, hydrochloride (1:1) C.I. Basic Violet 14 EINECS 211-189-6 Fuchsin FUCHSIN RAL22 COLD AFB STAIN FUCHSIN SOLUTION, DECOLORIZED R Fuchsine MAGENTA magenta powder MFCD00012569 P-ROSANILINE HYDROCHLORIDE RASANILINE HYDROCHLORIDE ROSANILINE ROSANILINE CHLORIDE ROSANILINE HCL Rosaniline hydrochloride

1.3 CAS No.
632-99-5
1.4 CID
12447
1.5 EINECS(EC#)
211-189-6
1.6 Molecular Formula
C20H20ClN3 (isomer)
1.7 Inchi
InChI=1S/C20H19N3.ClH/c1-13-12-16(6-11-19(13)23)20(14-2-7-17(21)8-3-14)15-4-9-18(22)10-5-15;/h2-12,23H,21-22H2,1H3;1H
1.8 InChkey
AXDJCCTWPBKUKL-UHFFFAOYSA-N
1.9 Canonical Smiles
CC1=CC(=C(C2=CC=C(C=C2)N)C3=CC=C(C=C3)N)C=CC1=N.Cl
1.10 Isomers Smiles
CC1=CC(=C(C2=CC=C(C=C2)N)C3=CC=C(C=C3)N)C=CC1=N.Cl
2. Properties
3.1 Density
0.999?g/mL?at 20?°C
3.1 Melting point
250℃
3.1 Boiling point
589.3 °C at 760 mmHg
3.1 Refractive index
n20/D 1.334
3.1 Flash Point
200℃
3.1 Precise Quality
337.13500
3.1 PSA
75.89000
3.1 logP
6.17120
3.1 Solubility
H2O: soluble1mg/mL
3.2 Λmax
543 nm
3.3 Appearance
Green to dark green liquid
3.4 Storage
Ambient temperatures.
3.5 Chemical Properties
Green crystal powder
3.6 Color/Form
METALLIC GREEN LUSTROUS CRYSTALS
3.7 PH
5-6 (1g/l, H2O, 25°C)
3.8 Water Solubility
H2O: 4 G/L (25 oC)
3.9 Spectral Properties
MAX ABSORPTION (ETHANOL): 543 NM (E= 93,000)
3.10 Stability
EASILY REDUCED TO COLORLESS LEUCO-BASES
3.11 StorageTemp
2-8°C
3. Use and Manufacturing
4.1 Definition
ChEBI: 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.
4.2 General Description
Dark green powder. A dye derived from triphenylmethane.
4.3 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
4.4 Purification Methods
Purify the dye by dissolving it in EtOH, filtering and adding H2O. Filter or centrifuge it and wash the precipitate with Et2O and dry it in air. It has also been recrystallised from water and dried in vacuo at 40o. The crystals have a metallic green lustre. It has UV max in EtOH at 543nm ( 93,000). Its solubility in H2O is 0.26%. A carmine red colour is obtained in EtOH. It is paraRosaniline with a methyl group. [Scalan J Am Chem Soc 57 887 1937.] FUCHSIN BASIC Preparation Products And Raw materials Raw materials
4.5 Usage
As a dye or in manufacture of other dyes.
4. Safety and Handling
5.1 Hazard Codes
Xn
5.1 Risk Statements
R22;R40
5.1 Safety Statements
S36/37
5.1 Fire Hazard
Flash point data for FUCHSIN BASIC are not available, but FUCHSIN BASIC is probably combustible.
5.2 Other Preventative Measures
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/
5.3 Hazard Declaration
H351
5.3 Cleanup Methods
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%.
5.4 RIDADR
Not regu
5.4 Caution Statement
P201, P202, P281, P308+P313, P405, P501
5.4 Formulations/Preparations
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).
5.5 WGK Germany
3
5.5 RTECS
CX9850000
5.5 Report

IARC Cancer Review: Group 3 IMEMDT ?? IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 238.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.:?) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT ?? IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 4 ,1974,p. 57.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.:?) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT ?? IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 4 ,1974,p. 57.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.:?) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

5.6 Specification

The IUPAC name of?Magenta is?4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline hydrochloride?. With the?CAS registry number 632-99-5, it is also named as?Benzeneamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2-methyl-, monohydrochloride ; Fuchsin, basic ;?Astra fuchsine B ; Basic Fuchsine (VAN) ;?Diabasic magenta ;?Orient basic magenta ;?Rosaniline chloride ; Rosaniline hydrochloride ;?Fuchsine SBP .

The?Magenta is?green crystal powder?which is slightly soluble in water.?It is?a dye derived from triphenylmethane.?As a dye, it can?be used?for dyeing of?cotton, acrylic, silk and?leather.?It is also used for coloring of?paper, feathers, straw, bamboo and?wood.?Magenta may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. It can neutralize acids in exothermic reactions to form salts plus water.?In addition, it?may generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. It also can easily reduced to colorless leuco-bases .

The?Magenta is probably combustible.?When heated to decomposition it emits very toxic fumes of HCl and NOx. It is harmful if swallowed. There is limited evidence of a carcinogenic effect. Keep container tightly closed and?keep away from sources of ignition.?If you want to contact this product, you must wear suitable protective clothing and gloves.

The Magenta?can be obtained by the following mwthod. 1. Melting aniline, p-toluidine and o-toluidine and nitrobenzene, ferrous chloride together; 2. Oxidation?and?condensation; 3. Using sulfate extraction; 4.?Neutralize, salting-out, filtration and drying; 5.?Getting?the product.

The other characteristics of this product can be summarized as:?(1)ACD/LogP: 0.88 ; (2)# of Rule of 5 Violations: 1 ; (3)#H bond acceptors: 3 ; (4)#H bond donors: 5 ; (5)#Freely Rotating Bonds: 4 ; (6)Enthalpy of Vaporization: 89.58 kJ/mol ; (7)Vapour Pressure: 3.55E-14 mmHg at 25°C ; (8)Rotatable Bond Count: 2 ; (9)Tautomer Count: 7 ; (10)Exact Mass: 337.134575 ; (11)MonoIsotopic Mass: 337.134575 ; (12)Topological Polar Surface Area: 75.9 ; (13)Heavy Atom Count: 24 ; (14)Complexity: 515.

People can use the following data to convert to the molecule structure.?SMILES: Cl.Nc1ccc(cc1)C(c2cc(C)c(N)cc2)=C3C=CC(=N)C=C3;?InChI: InChI=1/C20H19N3.ClH/c1-13-12-16(6-11-19(13)23)20(14-2-7-17(21)8-3-14)15-4-9-18(22)10-5-15;/h2-12,21H,22-23H2,1H3;1H.

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Carcinogenicity, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H351 Suspected of causing cancer

Precautionary statement(s)
Prevention

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

Response

P308+P313 IF exposed or concerned: Get medical advice/ attention.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

7. Other Information
7.0 Storage Conditions
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
7.1 Experimental Properties
DECOMPOSES @ 186 °C /MAGENTA BASE/|DECOMPOSES ABOVE 200 °C|BROWNISH-RED CRYSTALS /MAGENTA BASE/
7.2 Reactive Group
Amines, Phosphines, and Pyridines
7.3 Reactivity Profile
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).
7.4 Storage features
Warehouse low temperature, ventilated, dry
7.5 Special Reports
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)]
7.6 Fire Hazards
Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)
7.7 Nonfire Spill Response
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)
7.8 Personal Protective Equipment
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)
7.9 Cleanup Methods
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%.
7.10 Preventive Measures
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/
7.11 Human Exposure
...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.
7.12 Absorption
...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/
7.13 First Aid
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)
7.14 Human Toxicity Excerpts
...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.
7.15 Mesh Entry Terms
2-methyl-4,4'-((4-imino-2,5-cyclohexadien-1-ylidene)methylene)dianiline
7.16 Production
(1972) PROBABLY GREATER THAN 4.5X10+5 GRAMS /MAGENTA BASE/|(1975) PROBABLY GREATER THAN 4.5X10+5 GRAMS /MAGENTA BASE/
7.17 Consumption Patterns
ESSENTIALLY 100% AS A DYE /MAGENTA BASE/
7.18 Formulations
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).
7.19 Manufacturing Info
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.
7.20 Use Classification
Cosmetics -> Cosmetic colorant; Hair dyeing
7.21 Merck
14,5652
7.22 BRN
4166684
7.23 Chemical Properties
Green crystal powder
7.24 Uses
As a dye or in manufacture of other dyes.
7.25 Definition
ChEBI: 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.
7.26 General Description
Dark green powder. A dye derived from triphenylmethane.
7.27 Air & Water Reactions
Slightly soluble in water.
7.28 Reactivity Profile
FUCHSIN BASIC 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 .
7.29 Fire Hazard
Flash point data for FUCHSIN BASIC are not available, but FUCHSIN BASIC is probably combustible.
7.30 Clinical Use
Basic fuchsin is a mixture of the chlorides of rosaniline andp-rosaniline. It exists as a green crystalline powder with ametallic appearance. The compound is soluble in water andin alcohol but insoluble in ether. Basic fuchsin is a componentof carbol–fuchsin solution (Castellani’s paint), which isused topically in the treatment of fungal infections, notablyringworm and athlete’s foot.
7.31 TEST ITEMS

SPECIFICATION

7.32 APPEARANCE

VIOLET

7.33 LIGHTING

4-5

7.34 FRICTION(WET)

4

7.35 RESIDUE ON 80 MESH

5.0% max

7.36 WATER SOLUBLE

1.0% max

7.37 TINTING STRENGTH

100-105 %

7.38 WEIGHT METAL TOTAL

50ppm max

7.39 Purification Methods
Purify the dye by dissolving it in EtOH, filtering and adding H2O. Filter or centrifuge it and wash the precipitate with Et2O and dry it in air. It has also been recrystallised from water and dried in vacuo at 40o. The crystals have a metallic green lustre. It has UV max in EtOH at 543nm ( 93,000). Its solubility in H2O is 0.26%. A carmine red colour is obtained in EtOH. It is paraRosaniline with a methyl group. [Scalan J Am Chem Soc 57 887 1937.]
7.40 Usage
Biological stain for distinguishing coli and aerogene bacteriaBasic Fuchsin is useful for Ziehl-Neelson staining to detect acid-fast bacilli. It is also used to stain tubercle bacillus and bacterial flagella. It plays an important role for tissue sections to visualize elastic fibers, cardiac and skeletal muscle tissue. It also acts as bacterial and histological stains. Further, it is used to stain cellular elements, certain tissues, bacteria and also acts as a local anti-infective.
8. Computational chemical data
  • Molecular Weight: 337.8459g/mol
  • Molecular Formula: C20H20ClN3
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 337.1345753
  • Monoisotopic Mass: 337.1345753
  • Complexity: 515
  • Rotatable Bond Count: 2
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 3
  • Topological Polar Surface Area: 75.9
  • Heavy Atom Count: 24
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 2
  • CACTVS Substructure Key Fingerprint: AAADceB7AAAEAAAAAAAAAAAAAAAAAAAAAAAwYIAAAAAAAAABQAAAHAAQAAAADAiBGAAywIBAAACgAyRiQACCAAAgAgAIiAAwZJgIICKAkZGAIABgkAAIyAcQgMAOCAAAAAAAAAAQAAAAAAAAAAAAAAAAAA==
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10. Realated Product Infomation