2-[4,4'-bis-(dimethylamino)-benzhydryl]-5-dimethylaminobenzoic acid
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide In water | 95.4% |
4,4-bis-(p-dimethylaminophenyl)-7-dimethylamino-3,4-dihydro-1(2H)-phthalazinone
A
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
B
3,3-bis-(p-dimethylaminophenyl)-6-dimethylamino-N-aminophthalimidine
Conditions | Yield |
---|---|
With hydrogenchloride for 2h; Heating; | A 0.33 g B 0.70 g |
dimethyl sulfate
6-amino-3,3-bis(4-dimethylaminophenyl)phthalide
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
3,3-bis-p-dimethylaminophenylphthalide
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: nitric acid (d 1.45) / H2SO4 2: Fe / HCl View Scheme |
6-nitro-3,3-bis(4-dimethylaminophenyl)phthalide
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Fe / HCl View Scheme |
phenolphthalein
A
2-[4,4'-bis-(dimethylamino)-benzhydryl]-5-dimethylaminobenzoic acid
B
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
Conditions | Yield |
---|---|
With sodium hydroxide; acetic acid In water; toluene |
(4-dimethylamino-benzyliden)-urea
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 2 h / 80 °C 2.1: water / 2 h / 90 °C 2.2: 50 - 70 °C 3.1: dihydrogen peroxide / water / 2 h View Scheme |
4-dimethylamino-benzaldehyde
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sulfuric acid / water / 2 h / 50 °C 2.1: 2 h / 80 °C 3.1: water / 2 h / 90 °C 3.2: 50 - 70 °C 4.1: dihydrogen peroxide / water / 2 h View Scheme |
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
A
[(η6-crystal violet lactone)RuCp*]PF6
Conditions | Yield |
---|---|
In dichloromethane (inert conditions); stirring mixture of ruthenium compd. and crystal violet lactone in CH2Cl2 at room temp. for 2 h; evapn., chromy. (alumina, CH2Cl2-CH3CN (8:1)) to elute mononuclear complex, eluting with CH3CN to give dinuclear complex, elem. anal.; | A 72% B 8% |
(η6-naphthalene)(η4-1,5-cyclooctadiene)ruthenium(0)
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
[(crystal violet lactone)Ru(η4-cod)]
Conditions | Yield |
---|---|
With CH3CN In tetrahydrofuran (inert conditions); stirring mixture of ruthenium compd., crystal violetlactone and acetonitrile in THF at room temp. for 2 d; concn., filtration through alumina, evapn., chromy. (alumina, toluene, then toluene-THF (25:1)), evapn., (1)H NMR; | 47% |
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
methylhydrazine
2-methyl-4,4-bis-(p-dimethylaminophenyl)-7-dimethylamino-3,4-dihydro-1(2H)-phthalazinone
Conditions | Yield |
---|---|
In ethanol for 10h; Heating; | 34% |
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
4,4-bis-(p-dimethylaminophenyl)-7-dimethylamino-3,4-dihydro-1(2H)-phthalazinone
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 70℃; for 2h; Rate constant; | 3.7 g |
With hydrazine hydrate In ethanol for 2h; Heating; | 3.7 g |
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
nitrobenzene
Conditions | Yield |
---|---|
Mechanism; |
3,3-Bis<-(dimethylamino)phenyl>-6-(dimethylamino)-1(3H)isobenzofuranone
Conditions | Yield |
---|---|
With aluminium trichloride; urea at 135 - 140℃; for 22h; | 1.20 g |
The Molecular Structure of 1(3H)-Isobenzofuranone, 6-(dimethylamino)-3,3-bis(4-(dimethylamino)phenyl)- (CAS NO.1552-42-7):
Empirical Formula: C26H29N3O2
Molecular Weight: 415.5274
Appearance: Blue-green crystals or pale green powder
IUPAC: 6-(dimethylamino)-3,3-bis(4-dimethylaminophenyl)-2-benzofuran-1-one
Nominal Mass: 415 Da
Average Mass: 415.5274 Da
Monoisotopic Mass: 415.225977 Da
Index of Refraction: 1.655
Molar Refractivity: 127.28 cm3
Molar Volume: 346.8 cm3
Surface Tension: 53 dyne/cm
Density: 1.198 g/cm3
Flash Point: 322.4 °C
Enthalpy of Vaporization: 90.52 kJ/mol
Boiling Point: 609.4 °C at 760 mmHg
Vapour Pressure: 8.57E-15 mmHg at 25°C
Water Solubility: <0.1 g/100 mL at 22.5 ºC
InChI
InChI=1/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
Smiles
O=C1OC(c2ccc(N(C)C)cc12)(c1ccc(N(C)C)cc1)c1ccc(N(C)C)cc1
Product Categories: Organics;Color Former;Color Former & Related Compounds;Functional Materials;C;Stains and Dyes;Stains&Dyes, A to
1(3H)-Isobenzofuranone, 6-(dimethylamino)-3,3-bis(4-(dimethylamino)phenyl)- (CAS NO.1552-42-7) is an important functional dye for the production of pressure sensitive materials.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-37/39
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
1(3H)-Isobenzofuranone, 6-(dimethylamino)-3,3-bis(4-(dimethylamino)phenyl)- (CAS NO.1552-42-7) is also called as Crystal violet lactone ; 3,3-Bis(4-dimethylaminophenyl)-6-dimethylaminophthalide ; 3,3-Bis(p-dimethylaminophenyl)-6-dimethylaminophthalate ; 3,3-Bis(p-dimethylaminophenyl)-6-dimethylaminophthalide ; 6-(Dimethylamino)-3,3-bis(4-(dimethylamino)phenyl)phthalide ; AI3-17349 ; Crystal Violet lactone ; EINECS 216-293-5 ; NSC 32991 ; NSC 3562 ; Phthalide, 6-(dimethylamino)-3,3-bis(p-(dimethylamino)phenyl)- ; 1(3H)-Isobenzofuranone, 6-(dimethylamino)-3,3-bis(4-(dimethylamino)phenyl)- 6-Dimethylamino-3,3-bis(4-dimethylaminophenyl)phthalide ; Phthalide, 6-(dimethylamino)-3,3-bis(p-(dimethylamino)phenyl)- .
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