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Diisobutylene

Diisobutylene structure

Diisobutylene 

structure
  • CAS No:

    25167-70-8

  • Formula:

    C8H16

  • Chemical Name:

    Diisobutylene

  • Synonyms:

    Pentene,2,4,4-trimethyl-;2,4,4-Trimethylpentene;Diisobutene;Diisobutylene;2,2,4-Trimethylpentene;12002-23-2

  • Categories:

    Organic Chemistry  >  Hydrocarbons and Derivatives

Description

Diisobutylene, isomeric compounds appears as a clear colorless liquid with a petroleum-like odor. Flash point 10°F. Less dense than water and insoluble in water. Vapors heavier than air. Used in the manufacture of other chemicals.|Liquid|DryPowder; Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.


Diisobutylene, isomeric compounds appears as a clear colorless liquid with a petroleum-like odor. Flash point 10°F. Less dense than water and insoluble in water. Vapors heavier than air. Used in the manufacture of other chemicals.

Diisobutylene Basic Attributes

224.42500

112.125200510 g/mol

246-690-9|203-486-4

N69L73ADVF

0594

73942|8701

2050

DTXSID4026765|DTXSID5027851

Colorless liquid

Characteristics

0.00000

5.99740

Clear and free of entrained matter

0.7175 g/cm3 @ Temp: 20 °C

-93.5ºC

101 °C

2ºC

n20/D 1.411

Insoluble in water. Soluble in ethyl ether, benzene, carbon tetrachloride|Solubility in water: none

STORAGE TEMPERATURE: AMBIENT; VENTING: OPEN (FLAME ARRESTER) OR PRESSURE-VACUUM.

40.6mmHg at 25°C

3.8 (AIR= 1)|Relative vapor density (air = 1): 3.9

GASOLINE-LIKE ODOR

Highly flammable. Insoluble in water.

Hydrocarbons, Aliphatic Unsaturated

Highly Flammable

DIISOBUTYLENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas.

788 °F (USCG, 1999)|736 °F (391 °C).|391 °C

-18,900 BTU/LB= -10,500 CAL/G= -440X10+5 JOULES/KG

Lower flammable limit: 0.8% by volume; Upper flammable limit: 4.8% by volume

The vapour is heavier than air and may travel along the ground; distant ignition possible. As a result of flow, agitation, etc., electrostatic charges can be generated.

110 BTU/LB= 60 CAL/G= 2.5X10+5 JOULES/KG

CRITICAL TEMP: 548 °F= 286.7 °C= 559.9 K; CRITICAL PRESSURE: 380 PSIA= 25.85 ATM= 2.619 MN/SQ M

Safety Information

II

3.1

UN 2050 3

R11

9-16-29-33-61

F; N

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.

MIXING DIISOBUTYLENE /WITH CHLOROSULFONIC ACID, OLEUM, OR 96% SULFURIC ACID/ ... IN A CLOSED CONTAINER CAUSED TEMPERATURE & PRESSURE TO INCREASE.

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. Substance may be transported hot. For hybrid vehicles, ERG Guide 147 (lithium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. If molten aluminum is involved, refer to ERG Guide 169. (ERG, 2016)|Highly flammable. Heating will cause rise in pressure with risk of bursting. Vapour/air mixtures are explosive.|Flammable - 3rd degree

|Danger|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P391, P403+P235, and P501|P210, P233, P240, P241, P242, P243, P261, P271, P280, P301+P310, P303+P361+P353, P304+P340, P312, P331, P370+P378, P403+P233, P403+P235, P405, and P501|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|Aggregated GHS information provided by 698 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P261, P271, P273, P280, P301+P310, P303+P361+P353, P304+P340, P312, P331, P370+P378, P391, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 280 companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). 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 128 [Flammable Liquids (Water-Immiscible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Protective goggles. (USCG, 1999)|PROTECTIVE GOGGLES.

FIRE HAZARD: DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT VIGOROUSLY WITH OXIDIZING MATERIALS.|FLAMMABLE, DANGEROUS FIRE RISK.

Explosive limits , vol% in air: 0.8-4.8

FOAM, CARBON DIOXIDE, DRY CHEMICAL ...

Evacuate danger area! Personal protection: self-contained breathing apparatus. Do NOT wash away into sewer. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Fireproof. Separated from strong oxidants. Cool. Keep in a well-ventilated room.

A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.

The substance is irritating to the eyes, skin and respiratory tract. Exposure to high concentrations could cause unconsciousness.

NO open flames, NO sparks and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting. Prevent build-up of electrostatic charges (e.g., by grounding). Do NOT use compressed air for filling, discharging, or handling.

Use ventilation, local exhaust or breathing protection.

Protective gloves.

Wear safety spectacles or eye protection in combination with breathing protection.

| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 0 - Materials that in themselves are normally stable, even under fire conditions.

The emission rate of 2,4,4-trimethyl-1-pentene into the atmosphere was determined to be 4 metric tons/day in the California South Coast air basin(1). 2,4,4-Trimethyl-1-pentene has also been detected among organic gases in the emissions from diesel- and gasoline-fueled engines(2).

URBAN/SUBURBAN: An average concn of 0.93 ug/cu m of 2,4,4-trimethyl-1-pentene was measured in Southern California over September 8-9, 1993. During the same time period an average concentration of 0.15 ug/cu m of 2,4,4-trimethyl-1-pentene was measured in San Nicholas, an island located approximately 100 km south and west of Los Angeles(1).

Toxicity

2,4,4-Trimethyl-1-pentene's production and use as a chemical intermediate for antioxidants, surfactants, lube additives, plasticizers and rubber chemicals(1) may result in its release to the environment through various waste streams. It is emitted in vehicular exhaust from both gasoline and diesel engines(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 275(SRC), determined from a structure estimation method(2), indicates that 2,4,4-trimethyl-1-pentene is expected to have moderate mobility in soil(SRC). Volatilization of 2,4,4-trimethyl-1-pentene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.75 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of 2,4,4-trimethyl-1-pentene from dry soil surfaces may exist based upon a vapor pressure of 44.7 mm Hg(4). 2,2,4-Trimethyl-1-pentene is expected to biodegrade slowly in soil based upon no biodegradation in the Japanese MITI test(5).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 275(SRC), determined from a structure estimation method(2), indicates that 2,4,4-trimethyl-1-pentene is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.75 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.08 hr and 4.19 days, respectively(SRC). 2,2,4-Trimethyl-1-pentene is expected to biodegrade slowly in water based upon no biodegradation in the Japanese MITI test(7). According to a classification scheme(5), an estimated log BCF of 2.80(SRC), from a log Kow of 4.55(7) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is high.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4,4-trimethyl-1-pentene, which has a vapor pressure of 44.7 mm Hg at 25 °C(2), is expected to exist solely in a vapor-phase in the ambient atmosphere. Vapor-phase 2,4,4-trimethyl-1-pentene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 0.3 hr(SRC), calculated from its estimated rate constant of 53.19X10-12 cu cm/molecule-sec at 25 °C(SRC), determined using a structure estimation method(3). The rate constant for the vapor-phase reaction of 2,2,4-trimethyl-1-pentene with ozone has been estimated as 1.2X10-17 cu cm/molecule-sec at 25 °C(3). This corresponds to an atmospheric half-life of about 23 hrs at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(3).

The rate constant for the vapor-phase reaction of 2,4,4-trimethyl-1-pentene with photochemically-produced hydroxyl radicals has been estimated as 53X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 0.3 hours at an atmospheric concentration of 5X10+6 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of 2,2,4-trimethyl-1-pentene with ozone has been estimated as 1.2X10-17 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 23 hrs at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(1). 2,4,4-Trimethyl-1-pentene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum. It undergoes photooxidation in presence of nitric oxide and has a half life of 0.6 hour(3).

602.56|An estimated log BCF of 2.80 was calculated for 2,4,4-trimethyl-1-pentene(SRC), using an estimated log Kow of 4.55(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2,4,4-trimethyl-1-pentene can be estimated to be about 275(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,4,4-trimethyl-1-pentene is expected to have moderate mobility in soil.

The Henry's Law constant for 2,4,4-trimethyl-1-pentene is estimated as 0.746 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,4,4-trimethyl-1-pentene is expected to volatilize rapidly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 1.082 hr hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 4.2 days(SRC). 2,4,4-Trimethyl-1-pentene's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of 2,4,4-trimethyl-1-pentene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 44.7 mm Hg(3).

Occupational exposure to 2,4,4-trimethyl-1-pentene may occur through inhalation and dermal contact with this compound at workplaces where 2,4,4-trimethyl-1-pentene is produced or used. The general population may be exposed to 2,4,4-trimethyl-1-pentene via inhalation of ambient air. (SRC)

Drug Information

1.32 Days

Low general toxicity; may act as simple asphyxiant in high vapor concentrations. (USCG, 1999)

INHALATION: remove from exposure; support respiration. (USCG, 1999)


Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

/CNS DEPRESSANT/ ... IN HIGH CONCN. /DIISOBUTYLENE/|LOW GENERAL TOXICITY; MAY ACT AS SIMPLE ASPHYXIANT IN HIGH VAPOR CONCN.

diisobutylene

The substance can be absorbed into the body by inhalation.

Confusion. Cough. Dizziness. Drowsiness. Lethargy. Headache. Sore throat.


Redness.


Redness. Pain.

Diisobutylene Use and Manufacturing

Methods of Manufacturing

HEATING THE SULFURIC ACID EXTRACT OF AN ISOBUTYLENE-BUTENE STREAM FROM CATALYTIC CRACKING OF PETROLEUM|Polymerization of isobutene.

Uses

Fuels and fuel additives|Intermediates


Fuels and related products

Production

500,000,000 - 750,000,000 lb|50,000,000 - 100,000,000 lb|(1974) 2.7X10+10 GRAMS|(1975) GREATER THAN 1.36X10+6 GRAMS

APPROX 50% AS A CHEM INT FOR OCTYLPHENOL; 17% AS A COMONOMER FOR DISPERSANTS; 3% AS A CHEM INT FOR AMINES; 30% FOR MISC USES, INCLUDING AS A CHEM INT FOR ISONONYL ALCOHOL AND FOR EXPORTS (1974)

GRADES OF PURITY: RESEARCH GRADE: 99.86%; PURE GRADE: 99.39%; TECHNICAL GRADE: 98.7%.|Grade: 95%, 99%; research

All other basic organic chemical manufacturing|1-Pentene, 2,4,4-trimethyl-: ACTIVE|Petrochemical manufacturing|Pentene, 2,4,4-trimethyl-: ACTIVE|A group of isomers of the formula C8-H16, of which 2,4,4-trimethylpentene-1 & 2,4,4-trimethylpentene-2 are the most important since they are formed in appreciable amt when isobutene (isobutylene) is polymerized. /Diisobutylene/

Fire Hazards -> Flammable - 3rd degree

Computed Properties

Molecular Weight:112.21
XLogP3:3.7
Rotatable Bond Count:2
Exact Mass:112.125200510
Monoisotopic Mass:112.125200510
Heavy Atom Count:8
Complexity:82.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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