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Cas Database |
| Name |
4-(N,N-Diphenylamino)benzaldehyde |
EINECS | 628-054-6 |
| CAS No. | 4181-05-9 | Density | 1.176 g/cm3 |
| PSA | 20.31000 | LogP | 4.96890 |
| Solubility | N/A | Melting Point |
129-133 °C(lit.) |
| Formula | C19H15NO | Boiling Point | 436.8 °C at 760 mmHg |
| Molecular Weight | 273.334 | Flash Point | 171.2 °C |
| Transport Information | N/A | Appearance | Pale yellow powder |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
Benzaldehyde,p-(diphenylamino)- (7CI,8CI);4-(Diphenylamino)benzaldehyde;4-Formyltriphenylamine;p-(Diphenylamino)benzaldehyde;p-(N,N-Diphenylamino)benzaldehyde;p-Formyl-N,N-diphenylaniline; |
Article Data | 136 |
4-(N,N-Diphenylamino)benzaldehyde Synthetic route
- 603-34-9
N,N-diphenylaminobenzene
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 4181-05-9
4-(diphenylamino)benzaldehyde
| Conditions | Yield |
|---|---|
| Stage #1: N,N-dimethyl-formamide With trichlorophosphate In 1,2-dichloro-ethane at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: N,N-diphenylaminobenzene In 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere; | 97.6% |
| With trichlorophosphate at 35 - 40℃; Inert atmosphere; | 96% |
| Stage #1: N,N-diphenylaminobenzene; N,N-dimethyl-formamide With trichlorophosphate In 1,2-dichloro-ethane at 0 - 45℃; Vilsmeier-Haack reaction; Stage #2: With water In 1,2-dichloro-ethane Vilsmeier-Haack reaction; Cooling with ice; | 96% |
- 20441-00-3
4-(diphenylamino)benzonitrile
- 4181-05-9
4-(diphenylamino)benzaldehyde
| Conditions | Yield |
|---|---|
| With diisobutylaluminium hydride In tetrahydrofuran; hexane at -78 - -20℃; for 7h; Reduction; | 95% |
| Conditions | Yield |
|---|---|
| With trichlorophosphate In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Reflux; | 95% |
| Stage #1: N,N-diphenylaminobenzene With trichlorophosphate In N,N-dimethyl-formamide for 1h; Stage #2: With sodium hydroxide | 85% |
| With N,N-dimethyl-formamide; trichlorophosphate at 100℃; for 6h; | 52.74% |
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 603-35-0
triphenylphosphine
- 4181-05-9
4-(diphenylamino)benzaldehyde
| Conditions | Yield |
|---|---|
| Stage #1: N,N-dimethyl-formamide With trichlorophosphate for 0.5h; Cooling with ice; Stage #2: triphenylphosphine at 55℃; for 1h; | 95% |
- 603-34-9
N,N-diphenylaminobenzene
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
A
- 4181-05-9
4-(diphenylamino)benzaldehyde
B
- 53566-95-3
4,4'-diformyltriphenylamine
C
- 119001-43-3
tris(4-formylphenyl)amine
| Conditions | Yield |
|---|---|
| With trichlorophosphate at 95℃; for 4h; Product distribution; Further Variations:; Temperatures; time; Vilsmeier-Haack formylation; | A 1% B 81% C 10% |
| With trichlorophosphate for 0.0833333h; Vilsmeier-Haack reaction; Microwave irradiation; | A 60% B 20% C 20% |
| With trichlorophosphate | A n/a B 57% C n/a |
| With trichlorophosphate at 0 - 100℃; | A n/a B 57% C n/a |
| With trichlorophosphate at 80℃; for 10h; |
- 4181-05-9
4-(diphenylamino)benzaldehyde
| Conditions | Yield |
|---|---|
| With bis(1,5-cyclooctadiene)nickel (0) In toluene at 160℃; for 14h; Inert atmosphere; Sealed tube; Glovebox; | 80% |
- 75-09-2
dichloromethane
- 603-34-9
N,N-diphenylaminobenzene
- 67-64-1
acetone
- 4181-05-9
4-(diphenylamino)benzaldehyde
| Conditions | Yield |
|---|---|
| With sodium acetate trihydrate; magnesium sulfate; trichlorophosphate In methanol | 73% |
- 603-34-9
N,N-diphenylaminobenzene
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
A
- 4181-05-9
4-(diphenylamino)benzaldehyde
B
- 53566-95-3
4,4'-diformyltriphenylamine
| Conditions | Yield |
|---|---|
| With trichlorophosphate at 95 - 100℃; for 6h; | A 3% B 71% |
| With trichlorophosphate at 95℃; Vilsmeier-Haack Formylation; |
- 4181-05-9
4-(diphenylamino)benzaldehyde
| Conditions | Yield |
|---|---|
| With (4,4-dimethyl-2,6-dioxo-cyclohexyl)-phenyl-iodonium betaine In dichloromethane at 20℃; Kinetics; | 68% |
| Conditions | Yield |
|---|---|
| Stage #1: 4-bromo-benzaldehyde With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate In toluene at 20℃; for 0.5h; Buchwald-Hartwig reaction; Inert atmosphere; Stage #2: diphenylamine With sodium t-butanolate In toluene at 110℃; for 24h; Inert atmosphere; | 63% |
4-(N,N-Diphenylamino)benzaldehyde Chemical Properties
Molecular Structure of 4-(N,N-Diphenylamino)benzaldehyde (CAS NO.4181-05-9):
.png)
IUPAC Name: 4-(N-phenylanilino)benzaldehyde
Empirical Formula: C19H15NO
Molecular Weight: 273.3285
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 4
Polar Surface Area: 20.31Å2
Index of Refraction: 1.67
Molar Refractivity: 86.84 cm3
Molar Volume: 232.2 cm3
Surface Tension: 51.8 dyne/cm
Density: 1.176 g/cm3
Flash Point: 171.2 °C
Enthalpy of Vaporization: 69.34 kJ/mol
Boiling Point: 436.8 °C at 760 mmHg
Vapour Pressure: 7.84E-08 mmHg at 25°C
Melting Point: 129-133 °C(lit.)
Product Categories: Aromatic Aldehydes & Derivatives (substituted); Triphenylamine series; Yellow crystalline powder; White Powder; Phenylamine Series
InChI
InChI=1/C19H15NO/c21-15-16-11-13-19(14-12-16)20(17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-15H
Smiles
O=Cc1ccc(N(c2ccccc2)c2ccccc2)cc1
4-(N,N-Diphenylamino)benzaldehyde Safety Profile
Safety information of 4-(N,N-Diphenylamino)benzaldehyde (CAS NO.4181-05-9):
Hazard Codes: 
Xi,
Xn
Risk Statements:
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany: 3
F: 8
4-(N,N-Diphenylamino)benzaldehyde Specification
4-(N,N-Diphenylamino)benzaldehyde , with CAS number of 4181-05-9, can be called 4-(diphenylamino)benzaldehyde ; Benzaldehyde, 4- (diphenylamino)- ; benzaldehyde, 4-(diphenylamino)- . It is a pale yellow powder.
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