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Home > Encyclopedia > tert-Butyl peroxy-2-ethylhexanoate

tert-Butyl peroxy-2-ethylhexanoate

tert-Butyl peroxy-2-ethylhexanoate structure

tert-Butyl peroxy-2-ethylhexanoate 

structure
  • CAS No:

    3006-82-4

  • Formula:

    C12H24O3

  • Chemical Name:

    tert-Butyl peroxy-2-ethylhexanoate

  • Synonyms:

    Hexaneperoxoic acid,2-ethyl-,1,1-dimethylethyl ester;Peroxyhexanoic acid,2-ethyl-,tert-butyl ester;tert-Butyl 2-ethylperhexanoate;tert-Butyl peroxy-2-ethylhexanoate;tert-Butyl 2-ethylperoxyhexanoate;tert-Butyl 2-ethylhexaneperoxoate;Esperox 28;Chaloxyd P 1310;Chaloxyd P 1327;Perbutyl O;Lupersol PDO;Trigonox T 21S;Percure O;Trigonox 21;Interox TBPEH;Trigonox 21S;Trigonox 21OP050;Luperox 26;Trigonox 21C70;Lupersol PMS;TBPEH-LA-M 2;Luperox 26M50;Trigonox 21C50;Trigonox 210P50;2-Ethylhexanoyl tert-butyl peroxide;tert-Buty-peroxy 2-ethylhexanoate;LQ-TBPEH;curing agent OT;T 21S;Trigonox 21LS

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

t-Butyl peroxy-2-ethylhexanoate is a colorless liquid. It has a half-life in benzene of 10.0 h at 162°F (72°C). It is used as a medium temperature initiator for the polymerization of vinyl monomers and the curing of styrene-unsaturated polyester resins. It is regarded as an intermediate fire hazard; however, it has low impact sensitivity .


This peroxide is particularly sensitive to temperature rises and contamination. Above a given "Control Temperature" they decompose violently. It is generally stored or transported with inert solids to mitigate the explosion hazard.|Liquid


This peroxide is particularly sensitive to temperature rises and contamination. Above a given "Control Temperature" they decompose violently. It is generally stored or transported with inert solids to mitigate the explosion hazard.

tert-Butyl peroxy-2-ethylhexanoate Basic Attributes

216.317

216.32

221-110-7

3113

DTXSID0027511

Characteristics

35.53000

4.59

This peroxide is particularly sensitive to temperature rises and contamination. Above a given "Control Temperature" they decompose violently. It is generally stored or transported with inert solids to mitigate the explosion hazard.

0.9±0.1 g/cm3

-30ºC

248.9±23.0 °C at 760 mmHg

71.8±16.7 °C

1.429

Store below 10ºC. Keep away from heat, sparks, flames and combustible materials. Keep container closed.

No rapid reaction with air. No rapid reaction with water.

Peroxides, Organic

Explosive

TERT-BUTYL PEROXY-2-ETHYLHEXANOATE explodes with great violence when rapidly heated to a critical temperature; pure form is shock sensitive and detonable [Bretherick 1979 p. 602]. Decomposes violently or explosively at temperatures 0-10°C owing to self- accelerating exothermic decomposition; Several explosions were due to shock, heat or friction; amines and certain metals can cause accelerated decomposition [Bretherick 1979 p. 156]. Danger of explosion when dry

Safety Information

5.2

UN 2143

P210, P220, P234, P273, P280, P370+P378, P391, P403+P235, P411, P420, P501

H227

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: May explode from heat, contamination or loss of temperature control. These materials are particularly sensitive to temperature rises. Above a given "Control Temperature" they decompose violently and catch fire. May ignite combustibles (wood, paper, oil, clothing, etc.). May ignite spontaneously if exposed to air. 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, 2016)

|Warning|H242 (97.35%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]|P210, P220, P234, P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, P370+P378, P391, P403+P235, P411, P420, and P501|Aggregated GHS information provided by 847 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P210, P220, P234, P280, P370+P378, P403+P235, P411, P420, and P501

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: The temperature of the substance must be maintained at or below the "Control Temperature" at all times. 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; do not use straight streams. Do not move cargo or vehicle if cargo has been exposed to heat. Move containers from fire area if you can do it without risk. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. BEWARE OF POSSIBLE CONTAINER EXPLOSION. ALWAYS stay away from tanks engulfed in fire. For massive fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2016)

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: 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. LARGE SPILL: Consider initial evacuation for at least 250 meters (800 feet) in all directions. FIRE: If tank, rail car or tank truck 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, 2016)

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Keep combustibles (wood, paper, oil, etc.) away from spilled material. Do not touch or walk through spilled material. 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: Dike far ahead of liquid spill 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, 2016)

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: 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. (ERG, 2016)

Drug Information

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: 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. (ERG, 2016)

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. Contaminated clothing may be a fire risk when dry. Remove material from skin immediately. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. Keep victim calm and warm. (ERG, 2016)

tert-Butyl peroxy-2-ethylhexanoate Use and Manufacturing

Uses

Fillers


Plastic and rubber products not covered elsewhere

Production

1,000,000 - 10,000,000 lb

Adhesive manufacturing|Hexaneperoxoic acid, 2-ethyl-, 1,1-dimethylethyl ester: ACTIVE

Computed Properties

Molecular Weight:216.32
XLogP3:4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:8
Exact Mass:216.17254462
Monoisotopic Mass:216.17254462
Topological Polar Surface Area:35.5
Heavy Atom Count:15
Complexity:182
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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