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29199-09-5

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Basic Information
CAS No.: 29199-09-5
Name: 3',6'-BIS(DIETHYLAMINO)-2-(4-NITROPHENYL)SPIRO[ISOINDOLE-1,9'-XANTHENE]-3-ONE
Article Data: 3
Molecular Structure:
Molecular Structure of 29199-09-5 (3',6'-BIS(DIETHYLAMINO)-2-(4-NITROPHENYL)SPIRO[ISOINDOLE-1,9'-XANTHENE]-3-ONE)
Formula: C34H34N4O4
Molecular Weight: 562.668
Synonyms: Spiro[isoindoline-1,9'-xanthene]-3-one,3',6'-bis(diethylamino)-2-(p-nitrophenyl)- (8CI);9-p-Nitroanilino-3,6-bis-diethylamino-9-xanthenyl-o-benzoic acid lactam;PinkDCF;
EINECS: 249-501-8
Density: 1.327 g/cm3
Melting Point: 197.0 to 201.0 °C
Boiling Point: 754.296 °C at 760 mmHg
Flash Point: 409.983 °C
PSA: 81.84000
LogP: 7.93340
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Synthetic route
81-88-9

rhodamine B

100-01-6

4-nitro-aniline

29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

Conditions
ConditionsYield
With trichlorophosphate In 1,2-dichloro-ethane at 0 - 85℃; for 5.25h; Inert atmosphere;83%
With trichlorophosphate In acetonitrile at 90℃; for 12h; Inert atmosphere;79%

C34H34AlN6O10(1+)

29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid In water; acetonitrile pH=7.2;
67-56-1

methanol

29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

C35H38N4O2

Conditions
ConditionsYield
With potassium tert-butylate at 130℃; for 48h; Sealed tube;97%
With C24H32N3P; palladium diacetate; potassium hydroxide at 110℃; for 5h; Inert atmosphere;63%
67-56-1

methanol

29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

C36H40N4O2

Conditions
ConditionsYield
With aluminum (III) chloride; water In acetonitrile at 20℃; Irradiation;73%
29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

C34H35N4O4(1+)*Cl(1-)

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water Kinetics;

aluminum(III) nitrate nonahydrate

29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

C34H34AlN6O10(1+)

Conditions
ConditionsYield
In water; acetonitrile pH=7.2;
7446-70-0, 7784-13-6

aluminum (III) chloride

29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

C34H34N4O4*Al(3+)

Conditions
ConditionsYield
In water; acetonitrile pH=7.2;

potassium alum

29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

C34H34N4O4*Al(3+)

Conditions
ConditionsYield
In water; acetonitrile pH=7.2;
29199-09-5

3',6'-bis-diethylamino-2-(4-nitro-phenyl)-spiro[isoindoline-1,9'-xanthen]-3-one

C36H38N4O3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate / 48 h / 130 °C / Sealed tube
2: phenylsilane / acetonitrile / 6 h / 20 °C / 760.05 Torr / Inert atmosphere; Schlenk technique
View Scheme
Raw Materials
100-01-6
81-88-9
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Specification

The 3',6'-Bis(diethylamino)-2-(4-nitrophenyl)spiro[isoindole-1,9'-xanthen]-3(2H)-one, with the CAS registry number 29199-09-5, is also known as 9-p-Nitroanilino-3,6-bis-diethylamino-9-xanthenyl-o-benzoic acid lactam. It belongs to the product categories of Color Former; Color Former & Related Compounds; Functional Materials. Its EINECS number is 249-501-8. This chemical's molecular formula is C34H34N4O4 and molecular weight is 562.66. What's more, its systematic name is 3',6'-Bis(diethylamino)-2-(4-nitrophenyl)spiro[isoindole-1,9'-xanthen]-3(2H)-one. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be ensured that the workshop is well ventilated or equipped with exhaust devices.

Physical properties of 3',6'-Bis(diethylamino)-2-(4-nitrophenyl)spiro[isoindole-1,9'-xanthen]-3(2H)-one are: (1)ACD/LogP: 8.736 # of Rule of 5 Violations: 2; (2)ACD/LogD (pH 5.5): 7.95; (3)ACD/LogD (pH 7.4): 8.71; (4)ACD/BCF (pH 5.5): 415915.10; (5)ACD/BCF (pH 7.4): 1000000.00; (6)ACD/KOC (pH 5.5): 218316.50; (7)ACD/KOC (pH 7.4): 1274247.00; (8)#H bond acceptors: 8; (9)#H bond donors: 0; (10)#Freely Rotating Bonds: 8; (11)Polar Surface Area: 81.84 Å2; (12)Index of Refraction: 1.693; (13)Molar Refractivity: 162.618 cm3; (14)Molar Volume: 423.956 cm3; (15)Polarizability: 64.467×10-24cm3; (16)Surface Tension: 67.6 dyne/cm; (17)Density: 1.327 g/cm3; (18)Flash Point: 409.983 °C; (19)Enthalpy of Vaporization: 109.91 kJ/mol; (20)Boiling Point: 754.296 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: [O-][N+](=O)c6ccc(N2C(=O)c1c(cccc1)C24c5ccc(N(CC)CC)cc5Oc3cc(N(CC)CC)ccc34)cc6
(2)Std. InChI: InChI=1S/C34H34N4O4/c1-5-35(6-2)25-17-19-29-31(21-25)42-32-22-26(36(7-3)8-4)18-20-30(32)34(29)28-12-10-9-11-27(28)33(39)37(34)23-13-15-24(16-14-23)38(40)41/h9-22H,5-8H2,1-4H3
(3)Std. InChIKey: XZXFZILEZWXEND-UHFFFAOYSA-N