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Home > Encyclopedia > 1,1-Bis(tert-butylperoxy)cyclohexane

1,1-Bis(tert-butylperoxy)cyclohexane

1,1-Bis(tert-butylperoxy)cyclohexane structure

1,1-Bis(tert-butylperoxy)cyclohexane 

structure
  • CAS No:

    3006-86-8

  • Formula:

    C14H28O4

  • Chemical Name:

    1,1-Bis(tert-butylperoxy)cyclohexane

  • Synonyms:

    Peroxide,1,1′-cyclohexylidenebis[2-(1,1-dimethylethyl);Peroxide,cyclohexylidenebis[tert-butyl;Peroxide,cyclohexylidenebis[(1,1-dimethylethyl);1,1′-Cyclohexylidenebis[2-(1,1-dimethylethyl) peroxide];1,1-Bis(tert-butylperoxy)cyclohexane;Lupersol 331-80B;1,1-di(tert-Butylperoxy)cyclohexane;Chaloxyd P 1250AL;Trigonox 22B50;Lupersol 331;Lupersol 321;Trigonox 22B75;1,1-Bis(tert-butyldioxy)cyclohexane;USP 400;Luperco 331XL;Trigonox 22;1,1-Di(t-butylperoxy)cyclohexane;Perhexa C;Luperox 331M50;CH 50-AL;USP 400P;Trigonox 22C50;Luperox 331;L 331;DP 275B;Perhexa C 40;Trigonox 22E70;Luperox 331M80;Perhexa CS;Perhexa C 75;Trigonox 22E50;Peroxan PK 122W;Tx 22E50;Luperox 331M70;CH 80;CH 80 (vulcanizer);1,1-Bis(1,1-dimethylethylperoxy)cyclohexane;Perhexa C 80;1,1-Bis(t-butylperoxy)cyclohexane;Luperox 331XL;Luperox 331P80;PHC 40;Trigonox 22-70E;Perhexa C 79S

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

clear liquid


Organic solvent solution, added to lessen explosion hazard.|Particularly heat and contamination sensitive.|Liquid


Organic solvent solution, added to lessen explosion hazard.|Particularly heat and contamination sensitive.

1,1-Bis(tert-butylperoxy)cyclohexane Basic Attributes

260.37

260.37

221-111-2

JK62J3E3Q4

3109|3105|3103|3101

DTXSID4044907

2909600000

Characteristics

36.9

5.39

Clear Liquid

0.941 g/cm3 @ Temp: 20 °C

65 °C (SADT)

52-54 °C @ Press: 0.15 Torr

155 °F

1.450

Micible with water.

Refrigerator (+4°C)

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

Peroxides, Organic

Strong Oxidizing Agent|Explosive

The explosive instability of the lower dialkyl peroxides (e.g., dimethyl peroxide) and 1,1-bis-peroxides decreases rapidly with increasing chain length and degree of branching, the di-tert-alkyl derivatives being amongst the most stable class of peroxides. Though many 1,1-bis-peroxides have been reported, few have been purified because of the higher explosion hazards compared with the monofunctional peroxides. It is unlikely that this derivative would be particularly unstable compared to other peroxides in its class. [Bretherick 2nd ed., p 44 1979.]|The explosive instability of the lower dialkyl peroxides (e.g.,. dimethyl peroxide) and 1,1-bis-peroxides decreases rapidly with increasing chain length and degree of branching, the di-tert-alkyl derivatives being amongst the most stable class of peroxides. Though many 1,1-bis-peroxides have been reported, few have been purified because of the higher explosion hazards compared with the monofunctional peroxides. It is unlikely that this derivative would be particularly unstable compared to other peroxides in its class. [Bretherick 2nd ed., p 44 1979.]|The explosive instability of the lower dialkyl peroxides (e.g., dimethyl peroxide) and 1,1-bis-peroxides decreases rapidly with increasing chain length and degree of branching, the di-tert-alkyl derivatives being amongst the most stable class of peroxides. Though many 1,1-bis-peroxides have been reported, few have been purified because of the higher explosion hazards compared with the mono functional peroxides. It is unlikely that this derivative would be particularly unstable compared to other peroxides in its class. [Bretherick 2nd ed., p 44 1979.]

Safety Information

II

5.2

UN 3103 5.2

2

7-62-50/53-36/37/38-61-65-45-51/53

17-36/37/39-3/7-14A-61-60-45-26-14-53-62

O,N,T

P201-P210-P234-P261-P280-P308 + P313

H242-H304-H315-H319-H332-H335-H340-H350

Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]: May explode from heat 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, 2016)|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, 2016)

|Danger|H242 (37.1%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]|P210, P220, P234, P261, P264, P271, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P331, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P411, P420, and P501|Aggregated GHS information provided by 65 companies from 8 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, P370+P380+P375, P403+P235, P411, P420, and P501

Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination 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; 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. 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 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; 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. 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 145 [Organic Peroxides (Heat and Contamination Sensitive)]: 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 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]: 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 145 [Organic Peroxides (Heat and Contamination Sensitive)]: 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 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, 2016)|Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]: 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 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, 2016)

Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]: 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)|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. 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 145 [Organic Peroxides (Heat and Contamination 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 pollution. (ERG, 2016)|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 pollution. (ERG, 2016)

Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]: 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)|Excerpt from ERG Guide 146 [Organic Peroxides (Heat, Contamination and Friction Sensitive)]: 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)

1,1-Bis(tert-butylperoxy)cyclohexane Use and Manufacturing

Uses

Used as initiator for polystyrene, low-pressure polyethylene, crosslinking agent for unsaturated polyester and silicone rubber


Fillers


Plastic and rubber products not covered elsewhere

Production

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

Miscellaneous manufacturing|Peroxide, 1,1'-cyclohexylidenebis[2-(1,1-dimethylethyl): ACTIVE

Computed Properties

Molecular Weight:260.37
XLogP3:3.7
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:260.19875937
Monoisotopic Mass:260.19875937
Topological Polar Surface Area:36.9
Heavy Atom Count:18
Complexity:224
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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