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Succinaldehyde

CAS No.638-37-9
Chemical Name:Succinaldehyde
CBNumber:CB3677964
Molecular Formula:C4H6O2
Formula Weight:86.09
MOL File:638-37-9.mol

Succinaldehyde Property

Boiling point 98.74°C (rough estimate)
Density 1.0650
refractive index 1.4262
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility v sol water, alcohol, ether.
form oil
LogP -0.220 (est)
CAS DataBase Reference 638-37-9(CAS DataBase Reference)
FDA UNII 503177591
EPA Substance Registry System Butanedial (638-37-9)

Safety

Hazard Codes :Xn
Risk Statements :40
Safety Statements :36/37

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319
Precautionary statements P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Succinaldehyde Chemical Properties,Usage,Production

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.
Precautions succindialdehyde rapidly polymerizes and has to be used immediately after distillation. Use in a fume hood.
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.