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Crystal violet lactone

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CAS:1552-42-7
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CAS:1552-42-7
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  • CAS:1552-42-7
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  • Crystal violet lactone
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  • 2025-08-08
  • CAS:1552-42-7
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Crystal violet lactone Basic information
Product Name:Crystal violet lactone
Synonyms:3,3-bis(p-Dimethylaminophenyl)-6-dimethylaminophthalate;6-(dimethylamino)-3,3-bis[4-(dimethylamino)phenyl]-1(3h)-isobenzofuranon;Copikem I;6-(Dimethylamino)-3,3-bis[4-(dimethylamino)phenyl]phthalide;Pergascript Blue I 2R;6-(dimethylamino)-3,3-bis(4-(dimethylamino)phenyl)-1(3h)-isobenzofuranone;6-(DIMETHYLAMINO)-3,3-BIS[P-(DIMETHYLAMINO)PHENYL]PHTHALIDE;3,3-BIS(P-DIMETHYLAMINOPHENYL)-6-DIMETHYLAMINOPHTHALIDE
CAS:1552-42-7
MF:C26H29N3O2
MW:415.53
EINECS:216-293-5
Product Categories:Pharmaceutical intermediates;Organics;Color Former;Color Former & Related Compounds;Functional Materials;C;Stains and Dyes;Stains&Dyes, A to;john's
Mol File:1552-42-7.mol
Crystal violet lactone Structure
Crystal violet lactone Chemical Properties
Melting point 180-183°C
Boiling point 534.12°C (rough estimate)
density 1.1424 (rough estimate)
vapor pressure 0Pa at 25℃
refractive index 1.7120 (estimate)
storage temp. Sealed in dry,Room Temperature
form Powder
pka4.73±0.24(Predicted)
color White to Light yellow
Water Solubility <0.1 g/100 mL at 22.5 ºC
λmax354 nm
InChIInChI=1S/C26H29N3O2/c1-27(2)20-11-7-18(8-12-20)26(19-9-13-21(14-10-19)28(3)4)24-16-15-22(29(5)6)17-23(24)25(30)31-26/h7-17H,1-6H3
InChIKeyIPAJDLMMTVZVPP-UHFFFAOYSA-N
SMILESC1(=O)C2=C(C=CC(N(C)C)=C2)C(C2=CC=C(N(C)C)C=C2)(C2=CC=C(N(C)C)C=C2)O1
LogP4.95 at 25℃
CAS DataBase Reference1552-42-7(CAS DataBase Reference)
EPA Substance Registry SystemCrystal violet lactone (1552-42-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
TSCA Yes
HS Code 29322090
MSDS Information
ProviderLanguage
Pergascript Blue I 2R English
ALFA English
Crystal violet lactone Usage And Synthesis
Chemical PropertiesLight yellow solid
UsesCrystal Violet lactone is an important functional dye for the production of pressure sensitive materials. It is a chemical intermediate , intermediates for thermal/carbonless Paper, used in medicine and biochemical research, a leuco dye..
DefinitionChEBI: Crystal violet lactone is a member of benzofurans.
General DescriptionBlue-green crystals or pale green powder.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileCrystal violet lactone may be sensitive to excessive light and heat.
Health HazardSYMPTOMS: Symptoms of exposure to Crystal violet lactone may include irritation.
Fire HazardFlash point data for Crystal violet lactone are not available; however, Crystal violet lactone is probably combustible.
Flammability and ExplosibilityNon flammable
Synthesis
2-[bis[4-(dimethylamino)phenyl]methyl]-5-(dimethylamino)benzoic acid

1255-69-2

Crystal violet lactone

1552-42-7

Example 1: 21.5 g (97.0% purity) of 2-[4,4'-bis(dimethylamino)diphenylmethyl]-5-dimethylaminobenzoic acid was added to a 500 mL three-necked flask, followed by 250 mL of deionized water. The resulting suspension was stirred with the addition of 21.5 g of activated carbon (Model: SHIRASAGI-C, manufactured by Takeda Chemical Industries) and 2.0 g of 49% NaOH aqueous solution. The reaction system was heated to 90-95°C and maintained in this temperature range. During the reaction, air was passed into the reaction system at a rate of 400 mL/min for 9 hours. Upon completion of the reaction, the reaction mixture was filtered while hot, the filter cake was collected and re-slurried with deionized water. 19.5 g of 36% HCl aqueous solution was slowly added to the slurried solution until the solid was completely dissolved. Subsequently, the activated carbon was removed by filtration. The pH of the filtrate was adjusted to 7.0 with 49% NaOH aqueous solution and crystals of the target product were precipitated. The crystals were collected by filtration, washed with cold water and dried under vacuum to give 20.1 g of 3,3-bis(4-dimethylaminophenyl)-6-dimethylaminophthalide in 95.4% yield. Analyzed by HPLC, the by-product generation rate was 1.5% and the reaction selectivity was 98.4%.

References[1] Patent: US5973168, 1999, A
[2] Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 10, p. 2012 - 2014
[3] Zhurnal Organicheskoi Khimii, 1986, vol. 22, # 10, p. 2240 - 2241
[4] Patent: US4595768, 1986, A
[5] Patent: US4271075, 1981, A
Tag:Crystal violet lactone(1552-42-7) Related Product Information
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