123-23-9

Basic information

• Product Name: SUCCINIC ACID PEROXIDE
• Synonyms: 4,4’-dioxybis(4-oxo-butanoicaci;4,4’-dioxybis(4-oxobutanoicacid);4,4’-dioxybis[4-oxo-butanoicaci;alfozono;alphozone;disuccinicacidperoxide;disuccinoylperoxide;peroxide,bis(3-carboxypropionyl)
• CAS NO: 123-23-9
• Molecular Formula: C₈H₁₀O₈
• Molecular Weight: 234.16
• EINECS: 204-611-5
• Mol File: 123-23-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 133°C (rough estimate)
• Boiling Point: 296.47°C (rough estimate)
• Flash Point: 183.3 °C
• Appearance: Fine white odorless powder.
• Density: 1.5040 (rough estimate)
• Vapor Pressure: 23.4hPa at 20℃
• Refractive Index: 1.5800 (estimate)
• PKA: 3.72±0.17(Predicted)
• CAS DataBase Reference: SUCCINIC ACID PEROXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: SUCCINIC ACID PEROXIDE(123-23-9)
• EPA Substance Registry System: SUCCINIC ACID PEROXIDE(123-23-9)

Safety Data

• RIDADR: 3102
• HazardClass: 5.2
• PackingGroup: II
• Hazardous Substances Data: 123-23-9(Hazardous Substances Data)

Usage

Chemical Properties

Fine, white powder; odorless. Moderately soluble in water; insoluble in petroleum solvents and benzene.

Uses

Polymerization catalyst, deodorants, antiseptics.

General Description

Fine white odorless powder. Used as a polymerization catalyst.

Reactivity Profile

SUCCINIC ACID PEROXIDE is a strong oxidizing agent. May cause organic materials to ignite. May react explosively with strongly reduced material such as sulfides, nitrides, and hydrides. Mixing with a catalyst (often a transition metal such as cobalt, iron, manganese, nickel, or vanadium) as an impurity can cause rapid decomposition, a buildup of heat, and even an explosion. May explode from heat, shock, friction or contamination. May be ignited by heat, sparks or flames. May burn rapidly with flare-burning effect.

Hazard

Fire risk in contact with combustible materials, oxidizing agent. Toxic by ingestion and inhalation, irritant to skin.

Flammability and Explosibility

Notclassified

Safety Profile

An irritant. Explodes on contact with flame. When heated to decomposition it emits acrid smoke and irritating fumes. See also PEROXIDES, ORGANIC .

Synthetic route

succinic acid anhydride (108-30-5) → peroxydicuccinic acid (123-23-9)

Conditions	Yield
With dihydrogen peroxide
With dihydrogen peroxide
With dihydrogen peroxide

peroxydicuccinic acid (123-23-9) + 1,4-dihydroxy-9,10-anthracenedione (81-64-1) → 2-(2-carboxyethyl)-1,4-dihydroxy-9,10-anthraquinone

Conditions	Yield
With boric acid; acetic anhydride at 95 - 98℃; for 5h;	79%

peroxydicuccinic acid (123-23-9) + 2,5,8-trihydroxy-6,7-dichloro-1,4-naphthoquinone (158526-26-2) → 3-(6,7-dichloro-3,5,8-trihydroxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-propionic acid (187149-28-6)

Conditions	Yield
In tert-butyl alcohol Heating;	38%

peroxydicuccinic acid (123-23-9) + 1-hydroxyanthraquinone (129-43-1) → 2-(2-carboxyethyl)-1-hydroxy-9,10-anthraquinone

Conditions	Yield
With boric acid; acetic anhydride at 80℃; for 10h;	33%

2,3-Dimethoxy-5-methyl-1,4-benzoquinone (605-94-7) + peroxydicuccinic acid (123-23-9) → 3-(2,3-Dimethoxy-5-methyl-1,4-benzoquinon-6-yl)propionic acid (58186-10-0)

Conditions	Yield
In acetic acid at 90℃; for 4h;	32%

tetrachloromethane (56-23-5) + peroxydicuccinic acid (123-23-9) → succinic acid anhydride (108-30-5) + Adipic acid (124-04-9)

2-Hydroxy-1,4-naphthoquinone (83-72-7) + peroxydicuccinic acid (123-23-9) → 3,4-dihydro-benzo[g]chromene-2,5,10-trione

Conditions	Yield
With methanol; acetic acid

peroxydicuccinic acid (123-23-9) + menadione (58-27-5) → 3-(3-methyl-1,4-naphthoquinon-2-yl)-propionic acid (84978-48-3)

Conditions	Yield
With acetic acid

peroxydicuccinic acid (123-23-9) → Adipic acid (124-04-9) + methylammonium carbonate (15719-64-9, 15719-76-3, 97762-63-5)

Conditions	Yield
at 280℃;

peroxydicuccinic acid (123-23-9) → Peroxydisuccinyldichlorid (54305-79-2)

Conditions	Yield
With thionyl chloride

peroxydicuccinic acid (123-23-9) → carbon dioxide (124-38-9) + 2-carboxy-ethyl (2887-43-6) + 3-carboxy-propionyloxyl (6233-24-5)

Conditions	Yield
In methanol at 20℃; Irradiation; rate of evolution of CO2;

2-Hydroxy-1,4-naphthoquinone (83-72-7) + peroxydicuccinic acid (123-23-9) → 3-(3-hydroxy-1,4-dioxo-1,4-dihydro-[2]naphthyl)-propionic acid (103232-19-5)

Conditions	Yield
With acetic acid

peroxydicuccinic acid (123-23-9) + water (7732-18-5) → monopersuccinic acid (3504-13-0)

Conditions	Yield
at 24℃;

Upstream product

• 108-30-5 succinic acid anhydride 

Downstream Products

• 108-30-5 succinic acid anhydride 
• 124-04-9 Adipic acid 
• 58186-10-0 3-(2,3-Dimethoxy-5-methyl-1,4-benzoquinon-6-yl)propionic acid 
• 3504-13-0 monopersuccinic acid 
• 15719-64-9 methylammonium carbonate 

Relevant articles and documents

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Rapid and controllable covalent functionalization of single-walled carbon nanotubes at room temperature

We report a rapid and efficient procedure to functionalize SWNT where free radicals generated at room temperature by a redox reaction between reduced SWNT and diacyl peroxide derivatives were covalently attached to the SWNT wall. The Royal Society of Chemistry.

METHOD OF DRUG DELIVERY BY CARBON NANOTUBE-CHITOSAN NANOCOMPLEXES

Functionalized Single Wall Carbon Nanotube (SWCNT) complexed with nanochitosan for use in the delivery of bioaffecting substances and diagnostic applications. fSWCNT complexed with the chitosan NG042 were used for delivery of DNA-encoding EGFP reporter protein and peptide. The results demonstrate that shown CNT-chitosan hybrid nanoparticles exhibit significantly higher transfection efficiency in vivo than chitosan alone. Furthermore, the functionalized nanotubes were tested for peptide transfer into HEK293 cells. The results showed that the hybrid nanoparticles efficiently transferred peptides. Together, these results show that hybrid SWCNT-chitosan particles increase DNA and peptide transfer into cells.