2,5-Bis(tert-butylperoxy)-2,5-dimethyl-3-hexyne

HCID 14037

Basic information

CAS
1068-27-5
Standard SMILES
CC(C)(C)OOC(C)(C)C#CC(C)(C)OOC(C)(C)C
InChIKey
ODBCKCWTWALFKM-UHFFFAOYSA-N
Molecular formula
C16H30O4
Average molar mass
286.41 g/mol
Monoisotopic mass
286.21440943

Names & identifiers

Preferred name
2,5-Bis(tert-butylperoxy)-2,5-dimethyl-3-hexyne
IUPAC
2,5-bis(tert-butylperoxy)-2,5-dimethylhex-3-yne
English name
2,5-Di(tert-butylperoxy)-2,5-dimethyl-3-hexyne
Molecular formula
C16H30O4
Molecular weight
286.41

Names & synonyms

1068-27-52,5-Bis(tert-butylperoxy)-2,5-dimethyl-3-hexyne2,5-Dimethyl-2,5-di(t-butylperoxy)hexyne-3BRN 1711920EINECS 213-944-54O3I2IK0J0DTXSID10445122,5-dimethyl-2,5-di(tert-butylperoxy)hexyne-3Peroxide, (1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis((1,1-dimethylethyl)Di-tert-butyl 1,1,4,4-tetramethylbut-2-yn-1,4-ylene diperoxide4-01-00-02701 (Beilstein Handbook Reference)3-HEXYNE, 2,5-DIMETHYL-2,5-DI(t-BUTYLPEROXY)-
Show more names
VAROX 130Luperox 130Luperox-130VAROX 130-XLTrigonox 145Lupersol 130Perhexyne 25BCab-O-Cure 2PLuperco 130XL2,5-DIME-2,5-DI(T-BUTYLPEROXY)-3-HEXYNE,
2,5-dimethyl-2,5-di(t-butylperoxy)-hexyne2,5-dimethyl-2,5-di-tert-butylperoxyhexyne2,5-dimethyl-2,5-bis(tert-butylperoxy)hexynePeroxide, 1,1'-(1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis(2-(1,1-dimethylethyl)Peroxide, (1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis[(1,1-dimethylethyl)Peroxide, 1,1'-(1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis[2-(1,1-dimethylethyl)RefChem:444135DTXCID9024512

Database identifiers

CAS
1068-27-5
PubChem CID
14037
DTXSID
DTXSID1044512
UNII
4O3I2IK0J0
EC Number
213-944-5
Nikkaji
J2.124E

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
36.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
8
Heavy atoms
20

Experimental & physicochemical properties

Physical Description · 2 items

This liquid peroxide is particularly sensitive to temperature rises and contamination. Above a given "Control Temperature" they decompose violently. It is generally stored or transported as a mixture, with an inert solid.

Liquid; Other Solid

Physicochemical properties

Melting point
88 °C · 88 °C (SADT)(lit.)
Boiling point
348.77 °C · 348.77°C (rough estimate)
Density
1.26 g/mL · 1.26 g/mL at 25 °C(lit.)
vapor pressure
0.011 Pa · 0.011Pa at 20℃
refractive index
1.434 · 1.4340 (estimate)
Flash point
188 °F · 188 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H241 (89.6%): Heating may cause a fire or explosion [Danger Self-reactive substances and mixtures; Organic peroxides];H242 (10.4%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides];H315 (81.2%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (81.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H411 (10.4%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P210, P234, P235, P240, P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P370+P378, P370+P380+P375[+P378], P391, P403, P410, P411, P420, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 5 items

Chemical: Peroxide, (1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis[(1,1-dimethylethyl)

Hazard Traits - Bioaccumulation; Environmental Persistence;Authoritative List - Canada PBiTs;Report - if used as a fragrance or flavor ingredient

Peroxide, 1,1'-(1,1,4,4-tetramethyl-2-butyne-1,4-diyl)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-2-butyne-1,4-diyl)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: 02-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21767

Peroxide, (1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis(1,1-dimethylethyl): Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - Peroxide, (1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis[(1,1-dimethylethyl): Human health tier I assessment
DOT LabelOrganic Peroxide Explosive
Fire Hazards · 1 item

Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:;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. (ERG, 2024)

Health Hazards · 1 item

Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:;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 environmental contamination. (ERG, 2024)

Reactive GroupHydrocarbons, Aliphatic Unsaturated;Peroxides, Organic;Alkynes, with No Acetylenic Hydrogen

Safety & protection

Fire Fighting · 1 item

Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:;SMALL FIRE: Water spray or fog is preferred; if water not available use dry chemical, CO2 or regular foam.;LARGE FIRE: Flood fire area with water from a distance. Use water spray or fog; avoid aiming straight or solid streams directly onto the product. Do not move cargo or vehicle if cargo has been exposed to heat. If it can be done safely, move undamaged containers away from the area around the fire.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

First AidExcerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:;Refer to the "General First Aid" section. Specific First Aid: Contaminated clothing may be a fire risk when dry. (ERG, 2024)
Nonfire Spill Response · 1 item

Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. Keep combustibles (wood, paper, oil, etc.) away from spilled material. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Keep substance wet using water spray. Stop leak if you can do it without risk.;SMALL SPILL: Pick up with inert, damp, non-combustible material using clean, non-sparking tools and place into loosely covered plastic containers for later disposal.;LARGE SPILL: Wet down with water and dike for later disposal. Prevent entry into waterways, sewers, basements or confined areas. DO NOT CLEAN-UP OR DISPOSE OF, EXCEPT UNDER SUPERVISION OF A SPECIALIST. (ERG, 2024)

Isolation and Evacuation · 1 item

Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:;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.;LARGE SPILL: Consider initial evacuation for at least 250 meters (800 feet) in all directions.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)

Personal Protective Equipment (PPE) · 1 item

Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]:;Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE. Structural firefighters' protective clothing provides thermal protection but only limited chemical protection. (ERG, 2024)

Regulatory information

Regulatory Information · 5 items

Chemical: Peroxide, (1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis[(1,1-dimethylethyl)

Hazard Traits - Bioaccumulation; Environmental Persistence;Authoritative List - Canada PBiTs;Report - if used as a fragrance or flavor ingredient

Peroxide, 1,1'-(1,1,4,4-tetramethyl-2-butyne-1,4-diyl)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-2-butyne-1,4-diyl)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: 02-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21767

Peroxide, (1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis(1,1-dimethylethyl): Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
tsca
TSCA listed
rtecs
MQ9750000
ridadr
UN 3106 5.2
hs_code
29096000

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 50,000 - <250,000 lb;2022: 250,000 - <400,000 lb;2021: 400,000 - <550,000 lb;2020: 250,000 - <400,000 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesIntermediate;Catalyst
General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing;Plastics Product Manufacturing;All Other Basic Organic Chemical Manufacturing

Peroxide, 1,1'-(1,1,4,4-tetramethyl-2-butyne-1,4-diyl)bis[2-(1,1-dimethylethyl): ACTIVE

Applications · 2 items

UsesFree radical polymerization initiator.

General Description2,5-Di(tert-butylperoxy)-2,5-dimethyl-3-hexyne is particularly sensitive to temperature rises and contamination. Above a given "Control Temperature" they decompose violently. 2,5-Di(tert-butylperoxy)-2,5-dimethyl-3-hexyne is generally stored or transported as a mixture, with an inert solid.

Suppliers47 total

Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
湖南嘉航医药科技有限公司85521272 15200744171 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

Related reactions

4 records

Compound notes

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