Succinaldehyde Chemical Properties

Boiling point:

98.74°C (rough estimate)

Density 

1.0650

refractive index 

1.4262

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

LogP

-0.220 (est)

CAS DataBase Reference

638-37-9(CAS DataBase Reference)

EPA Substance Registry System

Butanedial (638-37-9)

Safety Information

Hazard Codes 

Xn

Risk Statements 

40

Safety Statements 

36/37

Succinaldehyde Usage And Synthesis

Chemical Properties

It is a Colorless transparent liquid that dissolves in water, alcohol, and ether. The name succinaldehyde is often incorrectly used in commerce as a synonym for succinic anhydride.

Uses

Succinaldehyde (SA) was added directly into UF resins before application for plywood production; these urea-formaldehyde-succinaldehyde (UFSA) resins, as they were formed during curing, improved markedly the water resistance of the hardened UF bondline as well as decreased its formaldehyde emission.

Preparation

Preparation method of succinaldehyde: Using furan as the raw material, 2,5-Dihydro-2,5-dimethoxyfuran is prepared by electrolysis, followed by hydrogenation and hydrolysis to obtain succinaldehyde. Alternatively, Cyclododeca-1,5,9-triene can be used as the raw material. In ethyl acetate, at -20 to 10°C, it is oxidized with 3% ozone to produce triene ozonide. It is then subjected to catalytic hydrogenation with 5% lead-activated carbon at room temperature to prepare succinaldehyde.

Definition

ChEBI: Succinic aldehyde is an aldehyde.

References

[1] BENNETT S H. Organocatalytic Dimerization of Succinaldehyde[J]. Organic Syntheses, 2022. DOI:10.15227/orgsyn.099.0139.
[2] D. P. KAMDEM A. J A Pizzi. Durability of heat-treated wood[J]. European Journal of Wood and Wood Products, 2002, 60 1: 1-6. DOI:10.1007/s00107-001-0261-1.
[3] MCINTOSH J M. ChemInform Abstract: Robinson-Schopf Condensations with Succinaldehyde.[J]. ChemInform, 1988, 19 26. DOI:10.1002/chin.198826164.
[4] STEVEN H. BENNETT Prof. Dr V K A Dr Graeme Coulthard. Prostaglandin Total Synthesis Enabled by the Organocatalytic Dimerization of Succinaldehyde[J]. Chemical record, 2020, 20 9: 936-947. DOI:10.1002/tcr.202000054.

Succinaldehyde(638-37-9)Related Product Information

• ITACONYL CHLORIDE
• RHODIZONIC ACID DIHYDRATE
• trans-DL-1,2-Cyclopentanedicarboxylic acid
• SUCCINYL CHLORIDE
• Sodium rhodizonate
• 1,4-Cyclohexanedione
• 1,3-Cyclopentanedione
• trans-1,2-Cyclohexanedicarboxylic acid
• Ethyl Succinyl Chloride
• 2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester
• RHODIZONIC ACID DIPOTASSIUM SALT
• Diethyl succinosuccinate
• Methyl 4-chloro-4-oxobutanoate
• 3-METHYLENECYCLOPROPANE-TRANS-1,2-DICARBOXYLIC ACID
• 1,2,3,4-CYCLOPENTANETETRACARBOXYLIC ACID
• 2,2-DIFLUOROSUCCINIC ACID
• 2,2-Dimethylsuccinic acid
• CARBOXYMETHYLMERCAPTOSUCCINIC ACID