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Cas Database |
| Name |
2,2-Difluorobenzodioxole-5-carboxaldehyde |
EINECS | N/A |
| CAS No. | 656-42-8 | Density | 1.422 g/mL at 25 °C(lit.) |
| PSA | 35.53000 | LogP | 1.82060 |
| Solubility | Sparingly soluble in water (0.31 g/L at 25°C). | Melting Point |
N/A |
| Formula | C8H4 F2 O3 | Boiling Point | 202-203 °C(lit.) |
| Molecular Weight | 186.115 | Flash Point | 205 °F |
| Transport Information | N/A | Appearance | N/A |
| Safety | 1369253 | Risk Codes | R36/37/38; |
| Molecular Structure |
|
Hazard Symbols | R36/37/38:Irritating to eyes, respiratory system and skin.; |
| Synonyms |
Benzaldehyde,3,4-[(difluoromethylene)dioxy]- (6CI,8CI);2,2-Difluoro-1,3-benzodioxol-5-carboxaldehyde; 2,2-Difluoro-1,3-benzodioxolo-5-carboxaldehyde;2,2-Difluoro-5-formylbenzodioxole;2,2-Difluorobenzo[1,3]dioxole-5-carboxaldehyde;2,2-Difluorobenzo[d][1,3]dioxole-5-carboxaldehyde;2,2-Difluorobenzodioxole-5-carboxaldehyde; 2,2-Difluoroindan-5-carboxaldehyde;3,4-(Difluoromethylenedioxy)benzaldehyde;5-Formyl-2,2-difluoro-1,3-benzodioxole |
Article Data | 6 |
2,2-Difluorobenzodioxole-5-carboxaldehyde Synthetic route
- 1269252-03-0
2-thioxobenzo[d][1,3]dioxole-5-carbaldehyde
- 656-42-8
2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde
| Conditions | Yield |
|---|---|
| With bromine trifluoride In CFCl3; chloroform at 0℃; for 0.0166667h; | 95% |
- 149045-78-3
5-dichloromethyl-2,2-difluorobenzo-(1,3)-dioxole
- 100-97-0
hexamethylenetetramine
- 656-42-8
2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water |
- 33070-32-5
5-bromo-2,2-difluoro-2H-1,3-benzodioxole
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 656-42-8
2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde
| Conditions | Yield |
|---|---|
| Stage #1: 5-bromo-2,2-difluoro-2H-1,3-benzodioxole With n-butyllithium In tetrahydrofuran for 0.166667h; Cooling with acetone-dry ice; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 20℃; for 2h; Cooling with acetone-dry ice; Stage #3: With water; ammonium chloride In tetrahydrofuran | |
| Stage #1: 5-bromo-2,2-difluoro-2H-1,3-benzodioxole With isopropylmagnesium chloride In tetrahydrofuran at -10 - 0℃; for 5h; Inert atmosphere; Large scale; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -25℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere; Large scale; | 28.6 g |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sodium carbonate / water / 2 h / 0 °C 2: bromine trifluoride / CFCl3; chloroform / 0.02 h / 0 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: iron; bromine / 20 - 30 °C / Inert atmosphere; Large scale 2.1: isopropylmagnesium chloride / tetrahydrofuran / 5 h / -10 - 0 °C / Inert atmosphere; Large scale 2.2: 2 h / -25 °C / Inert atmosphere; Large scale View Scheme |
- 656-42-8
2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde
- 57260-71-6
1-t-Butoxycarbonylpiperazine
| Conditions | Yield |
|---|---|
| With sodium tris(acetoxy)borohydride In tetrahydrofuran at 0 - 20℃; | 99% |
| With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 16h; |
- 656-42-8
2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde
- 343338-28-3
(S)-2-methylpropane-2-sulfinamide
| Conditions | Yield |
|---|---|
| With copper(II) sulfate In dichloromethane at 18 - 25℃; for 16h; Inert atmosphere; | 95% |
| Conditions | Yield |
|---|---|
| In ethanol Reflux; | 88% |
| In methanol at 20℃; for 12h; Inert atmosphere; Sealed tube; |
| Conditions | Yield |
|---|---|
| Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: 2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde In tetrahydrofuran at 0 - 25℃; for 48h; Schlenk technique; Inert atmosphere; | 85% |
| Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: 2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; | 80% |
| Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: 2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere; | 76% |
| Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: 2,2-difluoro-2H-1,3-benzodioxole-5-carbaldehyde In tetrahydrofuran at 0 - 20℃; Schlenk technique; Inert atmosphere; | 50% |
| Conditions | Yield |
|---|---|
| With triethylsilane; palladium on carbon; TPGS-750-M In water at 45℃; for 4h; | 85% |
2,2-Difluorobenzodioxole-5-carboxaldehyde Chemical Properties
Molecular Structure of 2,2-Difluorobenzodioxole-5-carboxaldehyde (CAS No.656-42-8):
Molecular Formula: C8H4F2O3
Molecular Weight: 186.1124
CAS No: 656-42-8
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 35.53 Å2
Index of Refraction: 1.525
Molar Refractivity: 38.02 cm3
Molar Volume: 124 cm3
Surface Tension: 41.5 dyne/cm
Density: 1.5 g/cm3
Flash Point: 79.1 °C
Enthalpy of Vaporization: 44.68 kJ/mol
Boiling Point: 210.5 °C at 760 mmHg
Vapour Pressure: 0.191 mmHg at 25°C
IUPAC Name: 2,2-Difluoro-1,3-benzodioxole-5-carbaldehyde
InChI: InChI=1/C8H4F2O3/c9-8(10)12-6-2-1-5(4-11)3-7(6)13-8/h1-4H
InChIKey: GGERGLKEDUUSAP-UHFFFAOYAB
Std. InChI: InChI=1S/C8H4F2O3/c9-8(10)12-6-2-1-5(4-11)3-7(6)13-8/h1-4H
Std. InChIKey: GGERGLKEDUUSAP-UHFFFAOYSA-N
Product Categories: Heterocycles series;Aldehydes;Benzodiozoles, Benzodioxines Benzodioxepines;Benzodiozoles, Benzodioxines Benzodioxepines
2,2-Difluorobenzodioxole-5-carboxaldehyde Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant
2,2-Difluorobenzodioxole-5-carboxaldehyde Specification
2,2-Difluorobenzodioxole-5-carboxaldehyde (CAS No.656-42-8), its synonyms are 2,2-Difluoro-5-formyl-1,3-benzodioxole ; 2,2-Difluoro-1,3-benzodioxole-5-carboxaldehyde ; 2,2-Difluoro-5-formylbenzodioxole .
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