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)

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 word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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.