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| CAS No.: | 638-37-9 |
|---|---|
| Name: | SUCCINALDEHYDE |
| Article Data: | 124 |
| Molecular Structure: | |
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| Formula: | C4H6O2 |
| Molecular Weight: | 86.0904 |
| Synonyms: | Succinaldehyde(6CI,8CI);1,4-Butanedial;1,4-Butanedione;4-Oxobutyraldehyde;NSC 11057;Butanedial;Succinic aldehyde;Succinic dialdehyde;β-Formylpropionaldehyde; |
| EINECS: | 211-333-8 |
| Density: | 0.965 g/cm3 |
| Boiling Point: | 154.1 °C at 760 mmHg |
| Flash Point: | 50.4 °C |
| Hazard Symbols: | Xn |
| Risk Codes: | 40 |
| Safety: | 36/37 |
| PSA: | 34.14000 |
| LogP: | 0.16440 |
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- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 5259-72-3, 10060-40-9, 111-78-4
1,5-dicyclooctadiene
- 638-37-9
butanedial
| Conditions | Yield |
|---|---|
| Stage #1: cyclo-octa-1,5-diene With ozone In ethanol; dichloromethane at -78℃; Stage #2: With triphenylphosphine In ethanol; dichloromethane at -78 - 20℃; | 98% |
| Stage #1: cyclo-octa-1,5-diene With oxygen; ozone In dichloromethane at -78℃; Stage #2: With triphenylphosphine In dichloromethane at -78 - 20℃; | 98% |
| Stage #1: cyclo-octa-1,5-diene With ozone In dichloromethane at -78℃; Stage #2: With triphenylphosphine In dichloromethane at -78 - 20℃; Inert atmosphere; |
| Conditions | Yield |
|---|---|
| With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h; | 93% |
| Conditions | Yield |
|---|---|
| With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 22℃; for 2h; | A 92% B 8% |
- 110-82-7
cyclohexane
- 85684-59-9
percarbonate de O,O-t-butyle et O-vinyle
A
- 625-34-3
3-oxobutyraldehyde
B
- 638-37-9
butanedial
C
- 92-51-3
cyclohexylcyclohexane
D
- 5664-21-1
cyclohexylacetaldehyde
E
- 67-64-1
acetone
F
- 75-65-0
tert-butyl alcohol
| Conditions | Yield |
|---|---|
| at 140℃; for 3.5h; Product distribution; Mechanism; sealed tube; | A 7% B 4% C n/a D 25% E 5% F 90% |
| Conditions | Yield |
|---|---|
| With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dichloromethane; water at 0 - 10℃; for 1h; | 88.6% |
| With pivaloyl chloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78 - 20℃; for 1h; | 86% |
| With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -10 - 0℃; for 2.5h; | |
| With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 35℃; for 0.075h; Flow reactor; chemoselective reaction; | 91 %Chromat. |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water at 20℃; for 0.25h; | 87% |
| With hydrogenchloride In water at 90℃; for 1h; | 77% |
| With hydrogenchloride; water; sodium carbonate for 10h; | 70% |
| Conditions | Yield |
|---|---|
| With acetic acid In water for 1h; | 85% |
- 638-37-9
butanedial
| Conditions | Yield |
|---|---|
| With acetic acid In water for 1h; | 82% |
- 638-37-9
butanedial
| Conditions | Yield |
|---|---|
| With acetic acid In water for 1h; | 82% |
- 98-82-8
Isopropylbenzene
- 85684-59-9
percarbonate de O,O-t-butyle et O-vinyle
A
- 625-34-3
3-oxobutyraldehyde
B
- 638-37-9
butanedial
C
- 1889-67-4
dicumene
D
- 75-07-0
acetaldehyde
E
- 67-64-1
acetone
F
- 75-65-0
tert-butyl alcohol
| Conditions | Yield |
|---|---|
| at 140℃; for 3.5h; Product distribution; Mechanism; sealed tube; | A 15% B 10% C n/a D n/a E 25% F 69% |
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Specification
The Succindialdehyde, with the CAS registry number 638-37-9, is also known as β-Formylpropionaldehyde. Its EINECS number is 211-333-8. This chemical's molecular formula is C4H6O2 and molecular weight is 86.09. What's more, its IUPAC name is butanedial. It is highly reactive. Usually, it is handled as the hydrates or methanol-derived acetal. It is used as a crosslinking agent but is less widely used than the related dialdehyde glutardialdehyde.
Physical properties of Succindialdehyde are: (1)ACD/LogP: -0.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.22; (4)ACD/BCF (pH 5.5): 1; (5)ACD/KOC (pH 5.5): 18.05; (6)#H bond acceptors: 2; (7)#H bond donors: 0; (8)#Freely Rotating Bonds: 3; (9)Polar Surface Area: 34.14 Å2; (10)Index of Refraction: 1.386; (11)Molar Refractivity: 20.95 cm3; (12)Molar Volume: 89.1 cm3; (13)Polarizability: 8.3×10-24cm3; (14)Surface Tension: 30.1 dyne/cm; (15)Density: 0.965 g/cm3; (16)Flash Point: 50.4 °C; (17)Enthalpy of Vaporization: 39.09 kJ/mol; (18)Boiling Point: 154.1 °C at 760 mmHg; (19)Vapour Pressure: 3.22 mmHg at 25°C.
Preparation of Succindialdehyde: this chemical can be prepared by succinic acid at the temperature of -20 - 20 °C. This reaction will need reagent thexylbromoborane-dimethylsulfide and solvents CS2, CH2Cl2 with the reaction time of 1 hour. The yield is about 93%.
Uses of Succindialdehyde: it can be used to produce 3-benzyl-2-methylimino-thiazolidin-5-one at the ambient temperature. It will need reagents ironpentacarbonyl, 1 M potassium hydroxide, carbon monoxide and solvents ethanol, H2O with the reaction time of 20 hours. The yield is about 85%.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(CC=O)C=O
(2)InChI: InChI=1S/C4H6O2/c5-3-1-2-4-6/h3-4H,1-2H2
(3)InChIKey: PCSMJKASWLYICJ-UHFFFAOYSA-N