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Succindialdehyde

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Name

Succindialdehyde

EINECS 211-333-8
CAS No. 638-37-9 Density 0.965 g/cm3
PSA 34.14000 LogP 0.16440
Solubility N/A Melting Point N/A
Formula C4H6O2 Boiling Point 154.1 °C at 760 mmHg
Molecular Weight 86.0904 Flash Point 50.4 °C
Transport Information N/A Appearance N/A
Safety 36/37 Risk Codes 40
Molecular Structure Molecular Structure of 638-37-9 (SUCCINALDEHYDE) Hazard Symbols Xn
Synonyms

Succinaldehyde(6CI,8CI);1,4-Butanedial;1,4-Butanedione;4-Oxobutyraldehyde;NSC 11057;Butanedial;Succinic aldehyde;Succinic dialdehyde;β-Formylpropionaldehyde;

Article Data 124

Succindialdehyde Synthetic route

638-37-9

butanedial

Conditions
ConditionsYield
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;
110-15-6

succinic acid

638-37-9

butanedial

Conditions
ConditionsYield
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;93%
612-14-6

phthalyl alcohol

A

87-41-2

2-benzofuran-1(3H)-one

B

638-37-9

butanedial

Conditions
ConditionsYield
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
ConditionsYield
at 140℃; for 3.5h; Product distribution; Mechanism; sealed tube;A 7%
B 4%
C n/a
D 25%
E 5%
F 90%
110-63-4

Butane-1,4-diol

638-37-9

butanedial

Conditions
ConditionsYield
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.
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

638-37-9

butanedial

Conditions
ConditionsYield
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%
6922-39-0

succinaldehyde bis(dimethyl acetal)

638-37-9

butanedial

Conditions
ConditionsYield
With acetic acid In water for 1h;85%

C9H20O4

638-37-9

butanedial

Conditions
ConditionsYield
With acetic acid In water for 1h;82%

C10H20O4

638-37-9

butanedial

Conditions
ConditionsYield
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
ConditionsYield
at 140℃; for 3.5h; Product distribution; Mechanism; sealed tube;A 15%
B 10%
C n/a
D n/a
E 25%
F 69%

Succindialdehyde 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%.

Succindialdehyde can be prepared by succinic acid at the temperature of -20 - 20 °C.

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%.

Succindialdehyde can be used to produce 3-benzyl-2-methylimino-thiazolidin-5-one at the ambient temperature.

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

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