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| CAS No.: | 33016-47-6 |
|---|---|
| Name: | 1-Tritylimidazole-4-carboxaldehyde |
| Article Data: | 59 |
| Molecular Structure: | |
|
|
|
| Formula: | C23H18N2O |
| Molecular Weight: | 338.409 |
| Synonyms: | Imidazole-4-carboxaldehyde,1-trityl- (8CI);(1-Triphenylmethyl-1H-imidazol-4-yl)carboxaldehyde;1-Triphenylmethylimidazole-4-carboxaldehyde;1-Trityl-1H-imidazol-4-ylcarboxaldehyde;1-Trityl-4-formyl-1H-imidazole;1-Trityl-4-imidazole-4-carboxaldehyde;4-(N-Triphenylmethyl)imidazolecarboxaldehyde;N-(Triphenylmethyl)-4-imidazolecarboxaldehyde; |
| EINECS: | 620-447-0 |
| Density: | 1.1 g/cm3 |
| Melting Point: | 180-190 °C |
| Boiling Point: | 502.8 °C at 760 mmHg |
| Flash Point: | 257.9 °C |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/37/39 |
| PSA: | 34.89000 |
| LogP: | 4.53580 |
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| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 20℃; | 100% |
| With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; | 100% |
| With triethylamine In N,N-dimethyl-formamide at 20℃; | 99% |
- 3034-50-2
5-imidazolecarboxaldehyde
- 76-83-5
trityl chloride
- 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde
| Conditions | Yield |
|---|---|
| In dichloromethane at 0 - 20℃; | 98% |
| With triethylamine In acetonitrile at 20℃; | 94% |
| With triethylamine In acetonitrile at 20℃; for 20.3333h; | 94% |
- 33769-07-2
4-(hydroxymethyl)-1-(triphenylmethyl)imidazole
- 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde
| Conditions | Yield |
|---|---|
| With manganese(IV) oxide In 1,4-dioxane for 5h; Heating; | 95% |
| With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -70℃; for 0.333333h; | 82% |
| With Mn2O In 1,4-dioxane at 85℃; for 6h; | 80% |
- 96797-15-8
N-trityl-4(5)-iodoimidazole
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
A
- 96797-16-9
1-tritylimidazole-2,4-dicarboxaldehyde
B
- 67478-50-6
1-(triphenylmethyl)-1H-imidazole-2-carboxaldehyde
C
- 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde
| Conditions | Yield |
|---|---|
| With n-butyllithium In tetrahydrofuran; hexane Product distribution; cooling in a dry ice acetone bath, excess n-BuLi; | A 8 mg B 11% C 83% |
| With n-butyllithium 1.) THF, hexane, 5 s, cooling in a dry ice acetone bath; Yield given. Multistep reaction. Yields of byproduct given; |
- 96797-15-8
N-trityl-4(5)-iodoimidazole
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde
| Conditions | Yield |
|---|---|
| Stage #1: N-trityl-4(5)-iodoimidazole With ethylmagnesium bromide In diethyl ether; dichloromethane at 20℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In diethyl ether; dichloromethane at 20℃; for 0.5h; | 82% |
| Stage #1: N-trityl-4(5)-iodoimidazole With ethylmagnesium bromide In dichloromethane Stage #2: N,N-dimethyl-formamide In dichloromethane at 20℃; | 82% |
| Stage #1: N-trityl-4(5)-iodoimidazole With isopropylmagnesium chloride In dichloromethane at 10 - 20℃; Stage #2: N,N-dimethyl-formamide In dichloromethane at -5 - 20℃; for 10.5h; Stage #3: With water; ammonium chloride In dichloromethane at 20℃; | 73.2% |
- 96797-15-8
N-trityl-4(5)-iodoimidazole
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
A
- 15469-97-3
N-tritylimidazole
C
- 67478-50-6
1-(triphenylmethyl)-1H-imidazole-2-carboxaldehyde
D
- 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde
| Conditions | Yield |
|---|---|
| With n-butyllithium In tetrahydrofuran; hexane Product distribution; cooling in a dry ice acetone bath, stoichiometric n-BuLi; | A 19% B 16% C 7% D 51% |
| With n-butyllithium 1.) THF, hexane, 5 s, cooling in a dry ice acetone bath; Yield given. Multistep reaction. Yields of byproduct given; |
- 2591-86-8
N-Formylpiperidine
- 96797-15-8
N-trityl-4(5)-iodoimidazole
- 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde
| Conditions | Yield |
|---|---|
| With ethylmagnesium bromide 1.) THF, Et2O, room temp., 30 min., 2.) 1 h; Yield given. Multistep reaction; |
- 76-83-5
trityl chloride
- 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 94 percent / TEA / dimethylformamide View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: imidazole / dimethylformamide 2: MnO2 / dioxane View Scheme |
- 76-83-5
trityl chloride
- 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 93 percent / Et3N / dimethylformamide / 18 h 2: 80 percent / Mn2O / dioxane / 6 h / 85 °C View Scheme |
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Chemistry
IUPAC Name: 1-Tritylimidazole-4-carbaldehyde
Following is the structure of 1H-Imidazole-4-carboxaldehyde,1-(triphenylmethyl)- (CAS NO.33016-47-6):
Empirical Formula: C23H18N2O
Molecular Weight: 338.4018 g/mol
Molar Refractivity: 106.74 cm3
Molar Volume: 306.8 cm3
Density: 1.1 g/cm3
Flash Point: 257.9 °C
Melting point: 180-190 °C
Index of Refraction: 1.612
Surface Tension: 45.6 dyne/cm
Enthalpy of Vaporization: 77.2 kJ/mol
Boiling Point: 502.8 °C at 760 mmHg
Vapour Pressure: 3.06E-10 mmHg at 25 °C
Product Categories of 1H-Imidazole-4-carboxaldehyde,1-(triphenylmethyl)- (CAS NO.33016-47-6): Aldehydes; blocks; Imidazoles; Heterocyclic Building Blocks
Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=C(N=C4)C=O
InChI: InChI=1S/C23H18N2O/c26-17-22-16-25(18-24-22)23(19-10-4-1-5-11-19,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-18H
InChIKey: YQYLLBSWWRWWAY-UHFFFAOYSA-N
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Irritant
Specification
1H-Imidazole-4-carboxaldehyde,1-(triphenylmethyl)- , its cas register number is 33016-47-6. It also can be called 1-Trityl-1H-imidazole-4-carbaldehyde ; 1-Trityl-4-formylimidazole ; and 1-Tritylimidazole-4-carboxaldehyde .