Basic information
- Standard SMILES
CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C- InChIKey
DMWVYCCGCQPJEA-UHFFFAOYSA-N- Molecular formula
- C16H34O4
- Average molar mass
- 290.44 g/mol
- Monoisotopic mass
- 290.24570957
Overview
2,5-dimethyl-2,5-di-(tert-butylperoxy)hexane, [<= 52% with inert solid] is a clear, yellow liquid. (NTP, 1992)also for storage and transport mixed with inert solid.
Names & identifiers
- Preferred name
- 2,5-Dimethyl-2,5-di-(tert-butylperoxy)hexane
- IUPAC
- 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane
- English name
- 2,5-Dimethyl-2,5-di(tert-butylperoxy)hexane
- Molecular formula
- C16H34O4
- Molecular weight
- 290.44
Names & synonyms
Show more names
Database identifiers
- CAS
78-63-7- PubChem CID
- 6545
- DTXSID
DTXSID9025110- ChEMBL
CHEMBL1874231- UNII
- 923755EYY5
- EC Number
- 201-128-1
- Nikkaji
- J2.829K
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 36.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 9
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 252
Experimental & physicochemical properties
Chemical Classes
Other Classes -> Peroxides, Organic
Industrial compound
Food Contact Substances
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
Physical Description
2,5-dimethyl-2,5-di-(tert-butylperoxy)hexane, [<= 52% with inert solid] is a clear, yellow liquid. (NTP, 1992)also for storage and transport mixed with inert solid.
2,5-dimethyl-2,5-di-(tert-butylperoxy)hexane is a clear, yellow liquid. (NTP, 1992)also for storage and transport mixed with inert solid.
CBI; Large Crystals; Other Solid; Liquid; Other Solid; Liquid
Clear yellow liquid; [CAMEO] Liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 6 °C · 6 °C
- Boiling point
- 55 · 55-57 °C7 mm Hg(lit.)
- Density
- 0.877 g/mL · 0.877 g/mL at 25 °C(lit.)
- vapor pressure
- 0.002 Pa · 0.002Pa at 20℃
- refractive index
- 20 · n20/D 1.423(lit.)
- Flash point
- 149 °F · 149 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Soluble), Methanol (Sparingly)
- form
- Oil
- color
- Colourless
- Water Solubility
- immiscible
- Henry's Law Constant
- 3.9 · 3.9×10-3 mol/(m3Pa) at 25℃, Zhang et al. (2010)
- Stability
- Unstable. May contain an inhibitor. Incompatible with strong oxidizing agents, acids, reducing agents, organic materials, powdered metals.
- InChI
- 1S/C16H34O4/c1-13(2,3)17-19-15(7,8)11-12-16(9,10)20-18-14(4,5)6/h11-12H2,1-10H3
- InChIKey
- DMWVYCCGCQPJEA-UHFFFAOYSA-N
- SMILES
- CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C
- LogP
- 7.34 at · 7.34 at 20℃
- CAS DataBase Reference
- 78 · 78-63-7(CAS DataBase Reference)
- Indirect Additives used in Food Contact Substances
- (1,1,4,4-TETRAMETHYLTETRAMETHYLENE)BIS(TERT-BUTYL PEROXIDE)
- FDA 21 CFR
- 177.152 · 177.1520; 177.2600
- FDA UNII
- 923755 EYY5 · 923755EYY5
- EPA Substance Registry System
- 2 · 2,5-Dimethyl-2,5-di-(tert-butylperoxy)hexane (78-63-7)
- UNSPSC Code
- 12162002 · 12162002
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 242 · H242-H315
- Precautionary statements
- 210 · P210-P234-P235-P240-P280-P264-P370+P378-P302+P352-P332+P313-P362+P364-P403-P410-P411-P420-P501
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- O,Xn,Xi,E
- Risk Statements
- 8 · 8-36/37/38-7-36/38-10-41-37/38-68-38-2
- Safety Statements
- 7 · 7-17-36/37/39-3/7-26-14A-47-14-36/37-35
- RIDADR
- 3108 · UN 3108 5.2
- WGK Germany
- 1 · 1
- RTECS
- 1835000 · MO1835000
- TSCA
- TSCA listed
- HazardClass
- 5.2 · 5.2
- PackingGroup
- II
- HS Code
- 29012990 · 29012990
- Storage Class
- 4.1 A · 4.1A - Other explosive hazardous materials
- Hazard Classifications
- 2 Org · Muta. 2Org. Perox. CSkin Irrit. 2
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (11.8%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P234, P235, P240, P241, P242, P243, P264, P264+P265, P273, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P235, P410, P411, P420, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 524 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H242: Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
Hazard information
Regulatory Information
Chemical: Peroxide, (1,1,4,4-tetramethyl-1,4-butanediyl)bis[(1,1-dimethylethyl)
Hazard Traits - Bioaccumulation; Environmental Persistence
Peroxide, 1,1'-(1,1,4,4-tetramethyl-1,4-butanediyl)bis[2-(1,1-dimethylethyl) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Peroxide, 1,1'-(1,1,4,4-tetramethyl-1,4-butanediyl)bis[2-(1,1-dimethylethyl) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14360
Peroxide, (1,1,4,4-tetramethyl-1,4-butanediyl)bis[(1,1-dimethylethyl) 100%: Does not have an individual approval but may be used under an appropriate group standard
DOT Label
Organic Peroxide
Organic Peroxide
Fire Hazards
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Health Hazards
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Hazards Summary
Increased liver weights with corresponding hepatocellular hypertrophy observed in 7-day oral study of rats; [EPA - TSCATS] A strong oxidizing agent that can ignite combustible materials; May explode if heated or contaminated; [CAMEO] A skin and eye irritant; [NTP] May explode from shock, friction, or heat; A skin irritant; [ECHA REACH Registrations] An unstable oxidizer that may cause fire; An irritant; [Sigma-Aldrich MSDS] See 1,4-Bis(alpha-(t-butyldioxy)isopropyl)benzene, Di-tert-butyl peroxide, and Methyl ethyl ketone peroxide.
Reactive Group
Peroxides, Organic
Peroxides, Organic
Reactivity Alerts
Strong Oxidizing Agent
Explosive
Reactivity Profile
Peroxides, such as 2,5-DIMETHYL-2,5-DI-(TERT-BUTYLPEROXY)HEXANE, are good oxidizing agents. Organic compounds can ignite on contact with concentrated peroxides. Strongly reduced material such as sulfides, nitrides, and hydrides may react explosively with peroxides. There are few chemical classes that do not at least produce heat when mixed with peroxides. Many produce explosions or generate gases (toxic and nontoxic). Generally, dilute solutions of peroxides (<70%) are safe, but the presence of a catalyst (often a transition metal such as cobalt, iron, manganese, nickel, or vanadium) as an impurity may even then cause rapid decomposition, a buildup of heat, and even an explosion. Solutions of peroxides often become explosive when evaporated to dryness or near-dryness. Danger of explosion when dry. May explode from heat, shock, friction or contamination. May ignite combustibles (wood, paper, oil, clothing, etc.). May be ignited by heat, sparks or flames.
Peroxides, such as 2,5-DIMETHYL-2,5-DI-(TERT-BUTYLPEROXY)HEXANE, are good oxidizing agents. Organic compounds can ignite on contact with concentrated peroxides. Strongly reduced material such as sulfides, nitrides, and hydrides may react explosively with peroxides. There are few chemical classes that do not at least produce heat when mixed with peroxides. Many produce explosions or generate gases (toxic and nontoxic). Generally, dilute solutions of peroxides (<70%) are safe, but the presence of a catalyst (often a transition metal such as cobalt, iron, manganese, nickel, or vanadium) as an impurity may even then cause rapid decomposition, a buildup of heat, and even an explosion. Solutions of peroxides often become explosive when evaporated to dryness or near-dryness. Danger of explosion when dry. This compound may react violently on exposure to heat, shock or reducing agents. (NTP, 1992)
Air and Water Reactions
Insoluble in water.
Insoluble in water.
Hazard Classes and Categories
Flam. Liq. 3 (11.8%)
Flammable liquids - Category 4
Organic peroxides - Type C
Safety & protection
Fire Fighting
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
First Aid
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Isolation and Evacuation
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
Personal Protective Equipment (PPE)
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]:
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Toxicology
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- MO1835000
- ridadr
- UN 3108 5.2
- hs_code
- 29012990
- risk_code
- 8-36/37/38-7-36/38-10-41-37/38-68-38-2
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- O,Xn,Xi,E
- safety_code
- 7-17-36/37/39-3/7-26-14A-47-14-36/37-35
- hazard_class
- 5.2
- Storage Class
- 4.1A - Other explosive hazardous materials
- packing_group
- II
- Hazard statements
- H242-H315
- REACH Registrations
- Active
- Hazard Classifications
- Muta. 2Org. Perox. CSkin Irrit. 2
- Precautionary statements
- P210-P234-P235-P240-P280-P264-P370+P378-P302+P352-P332+P313-P362+P364-P403-P410-P411-P420-P501
Chemistry & industry
Uses & manufacturing
Uses
Used to vulcanize or cross-link elastomers and polyolefins; [EPA - TSCATS] Used as a polymer additive, crosslinking agent, for curing resins, and to make belting, rubber and plastic hose, other rubber products, and plastics; [Government of Canada: Screening Assessment]
Plastic Composites Manufacturing [Category: Industry]
General Manufacturing Information
Plastics Product Manufacturing
Peroxide, 1,1'-(1,1,4,4-tetramethyl-1,4-butanediyl)bis[2-(1,1-dimethylethyl): ACTIVE
Applications
UsesInitiates degradation of polypropylene, monomer scavenger in styrene polymerization. Free radical polymerization initiator.
General Description2,5-Dimethyl-2,5-di(tert-butylperoxy)hexane, also known as trigonox 101, is a clear, yellow liquid. (NTP, 1992)also for storage and transport mixed with inert solid.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Related reactions
Linked notes
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