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Succinoyl peroxide

HCID 31248
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Basic information

CAS
123-23-9
Standard SMILES
O=C(O)CCC(=O)OOC(=O)CCC(=O)O
InChIKey
MKTOIPPVFPJEQO-UHFFFAOYSA-N
Molecular formula
C8H10O8
Average molar mass
234.16 g/mol
Monoisotopic mass
234.03756727

Overview

Succinic acid peroxide is a fine white odorless powder. Used as a polymerization catalyst.

Names & identifiers

Preferred name
Succinoyl peroxide
IUPAC
4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid
English name
Succinic acid peroxide
Molecular formula
C8H10O8
Molecular weight
234.16

Names & synonyms

Succinic acid peroxideAlphozoneSuccinyl peroxideSuccinic peroxideAlfozonoDisuccinic acid peroxideDisuccinoyl peroxide123-23-9Peroxydisuccinic acidSUCCINOYL PEROXIDEPeroyl SABis(3-carboxypropionyl) peroxide
Show more names
disuccinoylperoxideperoylsaSuccinperoxidesuccinicperoxidesuccinoylperoxideDisuccinic peroxydeperoxydisuccinicacid
Succinic monoperoxyanhydridePeroxide, bis(3-carboxypropionyl)4,4'-Dioxybis(4-oxobutanoic acid)HSDB 7934,4'-Dioxo-4,4'-dioxydibutyric acidButanoic acid, 4,4'-dioxybis(4-oxo-NSC 676EINECS 204-611-5

Database identifiers

CAS
123-23-9
PubChem CID
31248
DTXSID
DTXSID3059555
UNII
45D0BBN3YW
EC Number
204-611-5
Nikkaji
J2.008G

Properties

Computed structural properties

XLogP
-0.9
Topological polar surface area
127 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
8
Rotatable bonds
9
Heavy atoms
16
Formal charge
0
Complexity
264

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Peroxides, Organic
OdorOdorless
TasteTart taste
Color/Form · 2 items

CRYSTALLINE POWDER

Fine white powder

Solubility · 3 items

MODERATELY SOL IN ALC, ACETONE, SLIGHTLY SOL IN ETHER, INSOLUBLE IN BENZENE, CHLOROFORM

Insoluble in petroleum solvents and benzene

In water, 3.33X10+4 mg/l @ 25 °C

Melting Point125 °C (decomp)
Physical Description · 2 items

Succinic acid peroxide is a fine white odorless powder. Used as a polymerization catalyst.

White odorless solid; [Hawley]

Stability/Shelf LifeDECOMP GRADUALLY IN LIGHT.

Physicochemical properties

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H242 (17.5%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]

P210, P234, P235, P240, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403, P405, P410, P411, P420, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 63 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Hazard information

Regulatory InformationREACH registered substance: 4,4'-dioxo-4,4'-dioxydibutyric acid (EC: 204-611-5)
DOT LabelOrganic Peroxide Explosive
Fire HazardsExcerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:
Fire PotentialFIRE RISK IN CONTACT WITH COMBUSTIBLE MATERIALS.
Health HazardsExcerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:
Hazards SummaryAn oxidizing agent; Poses fire hazard on contact with organic substances; A skin irritant; [Hawley] A strong oxidizing agent; Explosive; [CAMEO]
Reactive GroupAcids, Carboxylic
Reactivity AlertsExplosive

Chemistry & industry

Uses & manufacturing

Uses · 4 items

Used as polymerization catalyst, antiseptic, and disinfectant; [HSDB]

Using Disinfectants or Biocides [Category: Clean]

Polymerization catalyst; in deodorants; antiseptics

...for disinfecting, sterilizing, as a polymerization catalyst in deodorants, and for use in antiseptic agents.

Methods of ManufacturingProduced from succinic anhydride and hydrogen peroxide
Formulations/Preparations · 1 item

Highly stable; a low percentage of an inhibitor such as acetanilide or sodium stannate is usually added to counteract the catalytic effect of traces of impurities such as iron, copper, and other heavy metals; a relatively stable sample of hydrogen peroxide typically decomposes at the rate of approximately 0.5% per year at room temperature

General Manufacturing Information · 2 items

Butanoic acid, 4,4'-dioxybis[4-oxo-: ACTIVE

A stable solid succinyl peroxide composition consists of a water-sol dehydrating agent such as sodium sulfate or magnesium sulfate, which is unreactive to succinyl peroxide, and water, the water being bound to the dehydrating agent as water of hydration. The composition is useful for preparing aq soln having use as disinfecting, sterilizing and (or) antiseptic agents.

Applications

UsesPolymerization catalyst, deodorants, antiseptics.

General DescriptionFine white odorless powder. Used as a polymerization catalyst.

Related reactions

1 records
New reaction record
HRID 1384437 reaction equation
HRID 1384437As reactantuspto-grants-2001_07

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Melting point
133 °C · 133°C (rough estimate)
Boiling point
296.47 °C · 296.47°C (rough estimate)
Density
1.504 · 1.5040 (rough estimate)
vapor pressure
23.4 hPa · 23.4hPa at 20℃
refractive index
1.58 · 1.5800 (estimate)
pka
3.72 · 3.72±0.17(Predicted)
Odor
wh. fine powd., odorless, tart taste
LogP
-0.57 at · -0.57 at 25℃
FDA UNII
45 D0BBN3YW · 45D0BBN3YW
EPA Substance Registry System
4 · Butanoic acid, 4,4'-dioxybis[4-oxo- (123-23-9)
Symbol(GHS)
2 · GHS02,GHS05
Signal word
Danger
Hazard statements
242 · H242-H314
Precautionary statements
210 · P210-P234-P235-P240-P280-P260-P264-P370+P378-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P305+P351+P338-P403-P410-P411-P420-P405-P501
RIDADR
3102 · 3102
TSCA
TSCA listed
HazardClass
5.2 · 5.2
PackingGroup
II
Hazardous Substances Data
123 · 123-23-9(Hazardous Substances Data)
Toxicity
15600 ug/kg · mouse,LD,intraperitoneal,> 15600ug/kg (15.6mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 2, Pg. 302, 1950.
REACH Registrations
Active
Reactivity Profile · 1 item

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.

DOT Emergency Guidelines · 5 items

/GUIDE 146: ORGANIC PEROXIDES (HEAT, CONTAMINATION AND FRICTION SENSITIVE)/ Fire or Explosion: May explode from heat, shock, friction or contamination. May ignite combustibles (wood, paper, oil, clothing, etc.). May be ignited by heat, sparks or flames. May burn rapidly with flare-burning effect. Containers may explode when heated. Runoff may create fire or explosion hazard. /Organic peroxide type B, solid/

/GUIDE 146: ORGANIC PEROXIDES (HEAT, CONTAMINATION AND FRICTION SENSITIVE)/ Health: Fire may produce irritating, corrosive and/or toxic gases. Ingestion or contact (skin, eyes) with substance may cause severe injury or burns. Runoff from fire control or dilution water may cause pollution. /Organic peroxide type B, solid/

/GUIDE 146: ORGANIC PEROXIDES (HEAT, CONTAMINATION AND FRICTION SENSITIVE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. /Organic peroxide type B, solid/

/GUIDE 146: ORGANIC PEROXIDES (HEAT, CONTAMINATION AND FRICTION SENSITIVE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing will only provide limited protection. /Organic peroxide type B, solid/

For more DOT Emergency Guidelines (Complete) data for SUCCINOYL PEROXIDE (16 total), please visit the HSDB record page.

Air and Water ReactionsModerately soluble in water.
Other Hazardous ReactionsOxidizing agent

Safety & protection

Fire FightingExcerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:
First AidExcerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:
Fire Fighting Procedures · 1 item

In case of fire, water should be applied by the sprinkler system or by hose from a safe distance, preferably with a fog nozzle. Foam may be necessary instead if the peroxide is diluted in a low density flammable solvent. Portable extinguishers should not be used except for very small fires. Peroxides threatened by fire should be wetted from a safe distance for cooling. /Peroxides, Organic and Inorganic/

Storage Conditions · 2 items

KEEP WELL CLOSED & PROTECTED FROM LIGHT.

THEY SHOULD BE STORED IN COOL, VENTILATED, ISOLATED AREA AWAY FROM ORGANIC OR OTHER EASILY OXIDIZABLE MATERIALS & AWAY FROM ACUTE FIRE HAZARDS. CONTAINERS SHOULD BE KEPT CLOSED & PLAINLY LABELED. /PEROXIDES, ORGANIC/

Cleanup Methods · 3 items

Spills should be cleaned up promptly using non-sparking tools and an inert, moist diluent such as vermiculite or sand. Sweepings may be placed in open containers or polyethylene bags and the area washed with water and detergent. Spilled, contaminated, waste or questionable peroxides should be destroyed. /Peroxides, Organic and Inorganic/

Most peroxides can be hydrolyzed by adding them slowly with stirring to about ten times their weight of cold 10% sodium hydroxide solution. The reaction may require several hours. /Peroxides, Organic and Inorganic/

Dilute and drain into the sewer with abundant water. /Hydrogen peroxide/

Nonfire Spill ResponseExcerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Isolation and EvacuationExcerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:
Personal Protective Equipment (PPE) · 3 items

Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:

PERSONNEL SHOULD BE CAUTIONED REGARDING THEIR USE. PERSONNEL WHO MUST BE EXPOSED TO THESE MATERIALS SHOULD USE PROTECTIVE EQUIPMENT. RECOMMENDED ARE PROTECTIVE CLOTHING TO AVOID SKIN CONTACT, CHEMICAL SAFETY GOGGLES FOR PROTECTION OF EYES, & RESPIRATOR TO AVOID INHALATION OF EXTENSIVE AMT OF THESE MATERIALS IN VAPOR FORM. /PEROXIDES, ORGANIC/

Persons handling peroxides should use safety glasses with side shields, goggles or face shield for eye protection. Emergency eyewash facilities should be provided. Gloves, aprons and other protective clothing as necessary should be used to prevent skin contact. Clothing and equipment that generate static electricity should be avoided. Smoking should be prohibited. /Peroxides, Organic and Inorganic/

Toxicology

Human Toxicity Excerpts · 3 items

THE MAIN TOXIC EFFECT IS IRRITATION OF SKIN, MUCOUS MEMBRANES AND EYES. PROLONGED SKIN CONTACT OR SPLASHES IN THE EYES MAY CAUSE INJURY. SOME ORGANIC PEROXIDE VAPORS ARE IRRITATING AND MAY ALSO CAUSE HEADACHES, INTOXICATION SIMILAR TO ALCOHOL AND LUNG EDEMA. /ORG PEROXIDES/

Moderately toxic by ingestion and inhalation.

The main toxic effect of most peroxides is irritation of skin, mucous membranes and eyes. Prolonged or intense skin contact or splashes in the eyes may cause severe injury. Some organic peroxide vapors are irritating and may also cause headaches, intoxication similar to alcohol, and lung edema in inhaled in high concentrations. Some are ... skin sensitizers. Dialkyl peroxides are generally not as strongly irritating, and the diacyl peroxides are the least irritating of the peroxides. Hydroperoxides, peroxyacids and particularly methyl ethyl ketone peroxide are much more severe. They are extremely irritating and corrosive to the eyes, wit risk of blindness, and may cause serious injury or death if ingested in sufficient quantity. /Peroxides, Organic and Inorganic/

Populations at Special RiskIndividuals with eye, skin, and chronic respiratory diseases /may be/ at an increased risk. /Hydrogen peroxide/
Antidote and Emergency Treatment · 1 item

Peroxides should be washed promptly from the skin to prevent irritation. In the case of eye contact, the eyes should be flushed immediately with large amounts of water, and medical attention should be obtained. ... Medical attention should also be obtained in case of accidental ingestion. ... /Peroxides, Organic and Inorganic/

Safety data

tsca
TSCA listed
ridadr
3102
Toxicity
mouse,LD,intraperitoneal,> 15600ug/kg (15.6mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 2, Pg. 302, 1950.
Signal word
Danger
Symbol(GHS)
GHS02,GHS05
hazard_class
5.2
packing_group
II
Hazard statements
H242-H314
REACH Registrations
Active
Precautionary statements
P210-P234-P235-P240-P280-P260-P264-P370+P378-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P305+P351+P338-P403-P410-P411-P420-P405-P501
Hazardous Substances Data
123-23-9(Hazardous Substances Data)