- Cyclopropanecarboxaldehyde
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Cas Database |
| Name |
Cyclopropanecarboxaldehyde |
EINECS | -0 |
| CAS No. | 1489-69-6 | Density | 1.171 g/cm3 |
| PSA | 17.07000 | LogP | 0.59530 |
| Solubility | Soluble in water | Melting Point |
N/A |
| Formula | C4H6O | Boiling Point | 99.5 °C at 760 mmHg |
| Molecular Weight | 70.091 | Flash Point | 7.2 °C |
| Transport Information | UN 2924 3/PG 2 | Appearance | Clear colorless liquid |
| Safety | 16-26-36/37/39-45 | Risk Codes | 11-34 |
| Molecular Structure |
|
Hazard Symbols |
 F, C
|
| Synonyms |
1-(Formyl)cyclopropane;Cyclopropylcarboxaldehyde;Formylcyclopropane;AC1L3VVO;AC1Q6Q4Z; |
Article Data | 116 |
Cyclopropanecarboxaldehyde Synthetic route
| Conditions | Yield |
|---|---|
| With sodium tris(tert-butoxo)aluminium hydride In tetrahydrofuran; diethylene glycol dimethyl ether at -78℃; for 3h; | 100% |
| With diethylene glycol dimethyl ether; lithium tri-t-butoxyaluminum hydride | |
| With sodium tetrahydroborate; cadmium(II) chloride In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile at -5℃; for 0.0833333h; Yield given; | |
| With thexyl-s-butoxyborane In tetrahydrofuran at 25℃; for 96h; Yield given; | |
| Stage #1: cyclopropanecarboxylic acid chloride With aluminium hydride In tetrahydrofuran at 20℃; for 1h; Metallation; Stage #2: With pyridinium chlorochromate In tetrahydrofuran; dichloromethane at 20℃; for 6h; Oxidation; | 98 % Chromat. |
| Conditions | Yield |
|---|---|
| With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h; | 99% |
| With nonane; 9-borabicyclo; lithium 9-boratabicyclo In tetrahydrofuran for 1h; Ambient temperature; | 85% |
| With 9-borabicyclo[3.3.1]nonane dimer; tert.-butyl lithium 1.) THF, room temp.; 2.) THF, pentane, -20 deg C, 10 min and room temp., 1 h; Yield given. Multistep reaction; | |
| With ThxBHO-s-Bu In tetrahydrofuran at 25℃; for 96h; Yield given; |
| Conditions | Yield |
|---|---|
| With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; oxygen In acetonitrile at 20℃; | 96% |
| With sodium dichromate at 20℃; for 0.5h; | 89% |
| KMnO4 on aluminum silicate at 20℃; for 0.833333h; | 89% |
| Conditions | Yield |
|---|---|
| 91.2% | |
| 84% |
| Conditions | Yield |
|---|---|
| With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature; | 88% |
- 1489-69-6
Cyclopropanecarboxaldehyde
| Conditions | Yield |
|---|---|
| With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature; | 84% |
- 171816-10-7
1-Cyclopropylmethoxy-2-methyl-anthraquinone
A
- 6268-09-3
1-hydroxy-2-methyl-anthraquinone
B
- 1489-69-6
Cyclopropanecarboxaldehyde
| Conditions | Yield |
|---|---|
| In methanol for 2h; Mechanism; Product distribution; Irradiation; | A 82.4% B 68% |
| Conditions | Yield |
|---|---|
| With sodium iodide; nickel dibromide; zinc In tetrahydrofuran for 46h; Ambient temperature; | 81% |
- 2591-86-8
N-Formylpiperidine
- 23719-80-4
cyclopropylmagnesium bromide
- 1489-69-6
Cyclopropanecarboxaldehyde
| Conditions | Yield |
|---|---|
| In diethyl ether for 0.25h; Ambient temperature; | 80% |
| Conditions | Yield |
|---|---|
| for 0.166667h; Ambient temperature; | 75% |
Cyclopropanecarboxaldehyde Specification
The Cyclopropanecarboxaldehyde with CAS registry number of 1489-69-6 is also known as 1-(Formyl)cyclopropane. The IUPAC name is Cyclopropanecarbaldehyde. It belongs to product categories of Pharmaceutical Intermediates; Cyclopropanes; Simple 3-Membered Ring Compounds; Aldehydes; C1 to C6; Carbonyl Compounds. In addition, the formula is C4H6O and the molecular weight is 70.09. This chemical is a clear colorless liquid that soluble in water. It may catch fire in contact with air and has a very low flash point or evolve highly flammable gases in contact with water. Besides, it may destroy living tissue on contact. What's more, this chemical should be sealed in cool, dry place.
Physical properties about Cyclopropanecarboxaldehyde are: (1)ACD/LogP: 0.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.21; (4)ACD/LogD (pH 7.4): 0.21; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 31; (8)ACD/KOC (pH 7.4): 31; (9)#H bond acceptors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.599; (12)Molar Refractivity: 20.44 cm3; (13)Molar Volume: 59.8 cm3; (14)Surface Tension: 45 dyne/cm; (15)Density: 1.171 g/cm3; (16)Flash Point: 7.2 °C; (17)Enthalpy of Vaporization: 33.88 kJ/mol; (18)Boiling Point: 99.5 °C at 760 mmHg; (19)Vapour Pressure: 38.2 mmHg at 25 °C.
Preparation of Cyclopropanecarboxaldehyde: it is prepared by reaction of cyclopropylmethanol. The reaction needs reagent pyridinium chlorochromate and solvent CH2Cl2 with other condition of ambient temperature for 3 hours. The yield is about 60%.
Uses of Cyclopropanecarboxaldehyde: it is used to produce cyclopropanecarbaldehyde-oxime. The reaction occurs with reagents NH2OH*HCl, Na2CO3 and solvent aq. ethanol with other condition of ambient temperature for 2 hours. The yield is about 99%.
When you are using this chemical, please be cautious about it. As a chemical, it is highly flammable and causes burns. During using it, wear suitable protective clothing, gloves and eye/face protection. Keep away from sources of ignition. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1CC1C=O
2. InChI: InChI=1S/C4H6O/c5-3-4-1-2-4/h3-4H,1-2H2
3. InChIKey: JMYVMOUINOAAPA-UHFFFAOYSA-N
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