Crystal Violet

Base Information

• Chemical Name: Crystal Violet
• CAS No.: 548-62-9
• Deprecated CAS: 23355-47-7,7077-31-8,7077-31-8
• Molecular Formula: C25H30ClN3
• Molecular Weight: 407.986
• Hs Code.: 32041300
• European Community (EC) Number: 208-953-6,238-398-5,616-846-4
• NSC Number: 757050,3090
• UNII: J4Z741D6O5
• DSSTox Substance ID: DTXSID5020653
• Wikipedia: Crystal_violet
• Wikidata: Q420705
• NCI Thesaurus Code: C61776
• RXCUI: 4778
• Pharos Ligand ID: VRZZAG3A4WC3
• ChEMBL ID: CHEMBL64894
• Mol file: 548-62-9.mol

Synonyms:Hexamethyl-p-rosaniline hydrochloride;NCI-C55969;Bismuth Violet;Genapax (TN);PYOVERM;Methylrosanilinium chloride;Paper Blue R;Crystal Violet AON;Crystal Violet 6BO;[4-[bis(4-dimethylaminophenyl)methylidene]-1-cyclohexa-2,5-dienylidene]-dimethyl-azanium;Methyl Violet 6B (biological stain);Violet CP;Crystal Violet 10B;Meroxylan-Wander;Crystal Violet Extra Pure APN;12416 Violet;Methylrosanilinium chloride (JP14);Pyoktanin;Crystal Violet SS;Crystal Violet chloride;CI 42555;Crystal Violet FN;Crystal Violet BP;[4-[bis(4-dimethylaminophenyl)methylidene]-1-cyclohexa-2,5-dienylidene]-dimethyl-azanium chloride;Methyl Violet 10BO;Crystal Violet Extra Pure;Aizen Crystal Violet Extra Pure;Oxycolor;Crystal Violet chloride salt;C.I. 42555;Crystal Violet AO;Violet XXIII;Crystal Violet USP;Methyl Violet 6B;Crystal Violet HL2;Pararosaniline, N,N,N,N,N,N-hexamethyl-, chloride;Ammonium, [4-[bis[p-(dimethylamino)phenyl]methylene]-2, 5-cyclohexadien-1-ylidene]dimethyl-, chloride;Gentersal;Crystal Violet Pure DSC Brilliant;Crystal violet (C.I. 42555);Gentian violet (USP);Hexamethylpararosaniline chloride;Viocid;Methyl Violet 10BNS;Vermicid;Adergon;Methyl Violet 10BK;Avermin;Mitsui Crystal Violet;Axuris;KRISTALL-VIOLETT;Crystal Violet BPC;Methyl Violet 5BO;Atmonil;Plastoresin Violet 5BO;Oxyozyl;Crystal Violet Pure DSC;Aizen Crystal Violet;Badil;

Chemical Property of Crystal Violet

Chemical Property:

• Appearance/Colour: dark green powder or crystals
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 205 °C (dec.)(lit.)
• Refractive Index: 1.6010 (estimate)
• Boiling Point: 560.86°C (rough estimate)
• PKA: 9.4(at 25℃)
• Flash Point: 40 °C
• PSA: 9.49000
• Density: 1.19 g/cm3 (20oC)
• LogP: 1.46360
• Storage Temp.: Store at RT.
• Solubility.: water: soluble50g/L at 27°C
• Water Solubility.: 16 g/L (25 ºC)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 407.2128257
• Heavy Atom Count: 29
• Complexity: 542

Purity/Quality:

96%, ^*data from raw suppliers

Crystal Violet, USP ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N, T, C
• Hazard Codes: Xn,N,T,C
• Statements: 52/53-50/53-45-41-22-40-34-10-36/37/38-23/25-51/53-68
• Safety Statements: 61-60-53-45-46-36/37/39-26-39-36/37-16-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Di- and Triaryl Dyes
• Canonical SMILES: CN(C)C1=CC=C(C=C1)C(=C2C=CC(=[N+](C)C)C=C2)C3=CC=C(C=C3)N(C)C.[Cl-]
• Recent ClinicalTrials: Gentian Violet Treatment for Hidradenitis Suppurativa
• Recent NIPH Clinical Trials: The study of effect of gentian violet in chronic prurigo.
• Description: Crystal Violet is light sensitive. May react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release gaseous hydrogen. Anti-infective (topical). Has been used as anthelmintic (Nematodes), as indicator for copper salts.
• Uses: Crystal Violet is used as an acid-base indicator, an alcohol denaturant, a biological stain, a textile dye and an indicator for copper salts. It is a component of gram staining in microorganisms and cell lines. As dye for wood, silk, paper; in inks; as biological stain. Gentian Violet is the primary stain used in the Gram stain technique for differentiation of Gram-negative versus Gram-postive bacteria. Used as a component of CV cytotoxicity assays.
• Clinical Use: Gentian violet is variously known as hexamethyl-p-rosanilinechloride, crystal violet, methyl violet, and methylrosanilinechloride. It occurs as a green powder or greenflakes with a metallic sheen. The compound is soluble inwater (1:35) and alcohol (1:10) but insoluble in nonpolar organicsolvents. Gentian violet is available in vaginal suppositoriesfor the treatment of yeast infections. It is also used asa 1% to 3% solution for the treatment of ringworm and yeastinfections. Gentian violet has also been used orally as an anthelminticfor strongyloidiasis (threadworm) and oxyuriasis.

Technology Process of Crystal Violet

There total 59 articles about Crystal Violet which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.7%

4,4'-methylene-bis(N,N-dimethylaniline) (101-61-1) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → crystal violet (548-62-9)

Guidance literature:

With hydrogenchloride; chloranil; In ethanol; water; at 65 ℃; for 5h; Reagent/catalyst;

Reference yield: 86.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) + 4-dimethylamino-benzaldehyde (100-10-7) → crystal violet (548-62-9)

Guidance literature:

With aniline hydrochloride; at 90 ℃; for 0.05h; Irradiation;

DOI:10.1016/j.tetlet.2004.12.091

Reference yield: 35.0%

aniline (62-53-3) + bis(p-dimethylaminophenyl)methanone (90-94-8) → 4,4'-bis(dimethylamino)benzhydrol (119-58-4) + N-methylene>aniline (26514-42-1) + crystal violet (548-62-9)

Guidance literature:

bis(p-dimethylaminophenyl)methanone; With potassium; In tetrahydrofuran;

aniline; In tetrahydrofuran; for 24h;

DOI:10.1007/s11178-005-0100-7

upstream raw materials:

tris[4-(dimethylamino)phenyl]methane

crystal violet carbinol base

chlorothio-trichloro-methane

N,N-dimethyl-aniline

Downstream raw materials:

tris[4-(dimethylamino)phenyl]methane

crystal violet carbinol base

tris(4',4'',4'''-N,N-dimethylaminophenyl) acetonitrile

4,4',4''-tris-dimethylamino-trityl-amine

Refernces

• 1、 Kaur, Paramjit,Sareen, Divya,Singh, Kamaljit. "Chemodosimeter for CN- - Interplay between experiment and theory". supporting information; experimental part. p. 9607 - 9610. Retrieved 2012/08/28.
• 2、 Guzmán-Lucero,Guzmán,Likhatchev,Martínez-Palou. "Microwave-assisted synthesis of 4,4′-diaminotriphenylmethanes". . p. 1119 - 1122. Retrieved 2007/10/03.