| Identification | More | [Name]
Crystal violet lactone | [CAS]
1552-42-7 | [Synonyms]
3,3-BIS-4-DIMETHYLAMINOPHENYL-6-DIMETHYLAMINOPHTHALIDE
3,3-BIS(P-DIMETHYLAMINOPHENYL)-6-DIMETHYLAMINOPHTHALIDE
6-(dimethylamino)-3,3-bis(4-(dimethylamino)phenyl)-1(3h)-isobenzofuranone
6-(DIMETHYLAMINO)-3,3-BIS[P-(DIMETHYLAMINO)PHENYL]PHTHALIDE
CRYSTAL VIOLET LACTONE
CVL
LABOTEST-BB LT00160000
Pergascript Blue I 2R
3,3-bis(p-Dimethylaminophenyl)-6-dimethylaminophthalate
6-(dimethylamino)-3,3-bis[4-(dimethylamino)phenyl]-1(3h)-isobenzofuranon
6-(Dimethylamino)-3,3-bis[4-(dimethylamino)phenyl]phthalide
4-dimethylaminophenyl-6-dimethylaminophthalide
3,3-Bis-4-Dimethylaminophenyl7-6-Dimethylaminophthalide
CVL 3,3-BIS-4-DIMETHYLAMINOPHENYL7-6-DIMETHYLAMINOPHTHALIDE
1(3H)-Isobenzofuranone, 6-(dimethylamino)-3,3-bis4-(dimethylamino)phenyl-
6-Dimethylamino-3,3-bis(4-dimethylaminophenyl)-2-benzofuran-1-one
6-(Dimethylamino)-3,3-bis[4-(dimethylamino)phenyl]isobenzofuran-1(3H)-one
6-Dimethylamino-3,3-bis(p-dimethylaminophenyl)isobenzofuran-1(3H)-one | [EINECS(EC#)]
216-293-5 | [Molecular Formula]
C26H29N3O2 | [MDL Number]
MFCD00070611 | [Molecular Weight]
415.53 | [MOL File]
1552-42-7.mol |
| Chemical Properties | Back Directory | [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 | [pka]
4.73±0.24(Predicted) | [color ]
White to Light yellow | [Water Solubility ]
<0.1 g/100 mL at 22.5 ºC | [λmax]
354 nm | [InChI]
InChI=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 | [InChIKey]
IPAJDLMMTVZVPP-UHFFFAOYSA-N | [SMILES]
C1(=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 | [LogP]
4.95 at 25℃ | [CAS DataBase Reference]
1552-42-7(CAS DataBase Reference) | [EPA Substance Registry System]
Crystal violet lactone (1552-42-7) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3 | [TSCA ]
Yes | [HS Code ]
29322090 |
| Hazard Information | Back Directory | [General Description]
Blue-green crystals or pale green powder. | [Reactivity Profile]
CRYSTAL VIOLET LACTONE(1552-42-7) may be sensitive to excessive light and heat. | [Air & Water Reactions]
Insoluble in water. | [Health Hazard]
SYMPTOMS: Symptoms of exposure to this compound may include irritation. | [Fire Hazard]
Flash point data for this chemical are not available; however, CRYSTAL VIOLET LACTONE is probably combustible. | [Chemical Properties]
Light yellow solid | [Uses]
Crystal 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.. | [Definition]
ChEBI: Crystal violet lactone is a member of benzofurans. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
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 |
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