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2,4,4-Trimethyl-1-pentene

HCID 7868
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Grundinformationen

CAS
107-39-1
Standard-SMILES
C=C(C)CC(C)(C)C
InChIKey
FXNDIJDIPNCZQJ-UHFFFAOYSA-N
Summenformel
C8H16
Durchschnittliche Molmasse
112,21 g/mol
Monoisotopische Masse
112,12520051

Überblick

2,4,4,-Trimethyl-1-pentene is a hydrocarbon and component of gasoline.

Namen und Bezeichner

Bevorzugter Name
2,4,4-Trimethyl-1-pentene
IUPAC
2,4,4-trimethylpent-1-ene
Englischer Name
2,4,4-Trimethyl-1-pentene
Summenformel
C8H16
Molmasse
112.21264

Namen und Synonyme

Diisobutylene2,4,4-TRIMETHYL-1-PENTENE107-39-12,4,4-Trimethylpent-1-ene1-Pentene, 2,4,4-trimethyl-2,2,4-Trimethyl-4-pentene1-Methyl-1-neopentylethyleneNSC-8701DTXSID40267652,4,4-trimethylpentene-1N69L73ADVFNSC-73942
Weitere Namen anzeigen
DTXCID806765alpha-DiisobutyleneRefChem:9086782,4,4,-trimethyl-1-pentene203-486-425167-70-82,4,4-TRIMETHYLPENTENEMFCD00008855

Datenbank-Bezeichner

CAS
107-39-1、25167-70-8
PubChem CID
7868
DTXSID
DTXSID4026765
ChEMBL
CHEMBL3186786
UNII
N69L73ADVF
EC Number
203-486-4、246-690-9
Nikkaji
J44.098A

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
3,7
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
2
Schwere Atome
8
Formalladung
0
Komplexität
82,7

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Aliphatics, Unsaturated

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
LogP · 3 Einträge

log Kow= 4.55

4.55

5.44

OdorGASOLINE-LIKE ODOR
Density · 3 Einträge

0.7150 @ 20 °C/4 °C

Relative density (water = 1): 0.7

0.715 @ 20°C

Color/FormColorless liquid
Solubility · 2 Einträge

Insoluble in water. Soluble in ethyl ether, benzene, carbon tetrachloride

Solubility in water: none

Flash Point · 3 Einträge

-5 °C

23 °F (-5 °C)

-5 °C

Boiling Point · 3 Einträge

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

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 (click each P-code to see the statement)

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P271, P280, P301+P316, P303+P361+P353, P304+P340, P319, P331, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 1-Pentene, 2,4,4-trimethyl-

1-Pentene, 2,4,4-trimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Pentene, 2,4,4-trimethyl- 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: 19-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14774

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Fire HazardsHighly flammable. Heating will cause rise in pressure with risk of bursting. Vapour/air mixtures are explosive.
Fire Potential · 2 Einträge

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

FLAMMABLE, DANGEROUS FIRE RISK.

Hazards SummaryA skin, eye, and respiratory tract irritant; [ICSC] Inhalation of high concentrations can cause CNS depression; May act as a simple asphyxiant at high vapor concentrations; [HSDB] An irritant; [MSDSonline] A CNS depressant; [AIHA]

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesVolatile hydrocarbons are absorbed mainly through the lungs, and may also enter the body after ingestion via aspiration. (A600)

Verwendung und Herstellung

Uses · 6 Einträge

Used in organic synthesis and in antioxidants, surfactants, lube additives, plasticizers, and rubber chemicals; Also used as a dispersant (co-monomer with maleic anhydride); [HSDB] Used in organic synthesis and to improve paper coatability; [AIHA]

Pulp and Paper Processing [Category: Industry]

CHEM INT FOR OCTYLPHENOL, OCTYLDIPHENYLAMINE USED AS RUBBER CHEM, TERT-OCTYLAMINE, & ISONONYL ALCOHOL; COMONOMER WITH MALEIC ANHYDRIDE USED AS DISPERSANT

Organic synthesis; motor fuel synthesis, particularly isooctane; peroxide reactions

Alkylation; intermediates; antioxidants, surfactants; lube additives; plasticizers; rubber chemicals. /Diisobutylene- including 2,4,4-trimethyl-1-pentene isomer/

2,4,4,-Trimethyl-1-pentene is a component of gasoline.

U.S. Exports(1974) 8.2X10+9 G (MISC USES INCL EXPORTS)
U.S. Production · 3 Einträge

2023: 500,000,000 - <1,000,000,000 lb

(1974) 2.7X10+10 GRAMS

(1975) GREATER THAN 1.36X10+6 GRAMS

Consumption PatternsAPPROX 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)
Consumer UsesFuel agents
Industry UsesIntermediate
Methods of Manufacturing · 2 Einträge

HEATING THE SULFURIC ACID EXTRACT OF AN ISOBUTYLENE-BUTENE STREAM FROM CATALYTIC CRACKING OF PETROLEUM

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101.4 °C

101 °C

101.4 °C @760 [mm Hg]

Melting Point · 3 Einträge

-93.5 °C

-93 °C

-93.5 °C

Vapor Density · 2 Einträge

3.8 (AIR= 1)

Relative vapor density (air = 1): 3.9

Vapor Pressure · 4 Einträge

44.7 [mmHg]

44.7 mm Hg @ 25 °C

Vapor pressure, kPa at 38 °C: 10

44.7 [mm Hg] @25 °C

Physikochemische Eigenschaften

Schmelzpunkt
-93.5 °C · -93.5 °C
Siedepunkt
101.4 °C · 101.4 °C
Dichte
0.715 g/cm3 · 0.7150 g/cm3
EC ClassificationSymbol: F, N; R: 11-51/53; S: (2)-9-16-29-33-61
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Chemical DangersReacts violently with oxidants.
Flammable LimitsLower flammable limit: 0.8% by volume; Upper flammable limit: 4.8% by volume
Physical DangersThe 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.
DOT Hazard Classification · 4 Einträge

Diisobutylene, isomeric compounds

UN2050

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG II: the degree of danger presented by the material is medium

NFPA Hazard Classification · 3 Einträge

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.

Hazard Classes and Categories · 6 Einträge

Flam. Liq. 2 (100%)

Flam. Liq. 2 (82.8%)

Flammable liquid - category 2

Flammable liquid - category 2

Flammable liquids - Category 2

Hazardous to the aquatic environment (Acute) - Category 1

Sicherheit und Schutzausrüstung

Fire FightingUse powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. Combat fire from a sheltered position.
First Aid Measures · 4 Einträge

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.

Rinse mouth. Give a slurry of activated charcoal in water to drink. Do NOT induce vomiting. Refer for medical attention .

Safe StorageFireproof. Separated from strong oxidants. Cool. Keep in a well-ventilated room.
Fire Fighting ProceduresFOAM, CARBON DIOXIDE, DRY CHEMICAL ...
Storage ConditionsSTORAGE TEMPERATURE: AMBIENT; VENTING: OPEN (FLAME ARRESTER) OR PRESSURE-VACUUM.
Disposal Methods · 1 Eintrag

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.

Spillage Disposal · 1 Eintrag

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.

Eye PreventionWear safety spectacles or eye protection in combination with breathing protection.
Fire Prevention · 1 Eintrag

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.

Inhalation RiskA harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
Skin PreventionProtective gloves.
Ingestion PreventionDo not eat, drink, or smoke during work.

Toxikologische Informationen

TreatmentTreatment is mainly symptomatic and supportive. Gastric lavage, emesis, and the administration of activated charcoal should be avoided, as vomiting increases the risk of aspiration. (A600)
Health EffectsPetroleum distillates are aspiration hazards and may cause pulmonary damage, central nervous system depression, and cardiac effects such as cardiac arrhythmias. They may also affect the blood, immune system, liver, and kidney. (A600, L1297)
Environmental Fate · 3 Einträge

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).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation.

Oral (L400) ; inhalation (L400) ; dermal (L400)

Toxicity SummaryPetroleum distillates are central nervous system depressants and cause pulmonary damage. (A600)
Signs and Symptoms · 4 Einträge

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

Redness.

Redness. Pain.

Petroleum distillate poisoning may cause nausea, vomiting, cough, pulmonary irritation progressing to pulmonary edema, bloody sputum, and bronchial pneumonia. At high amounts, central nervous system depression may also occur, with symptoms such as weakness, dizziness, slow and shallow respiration, unconsciousness, and convulsions. Petroleum distillates are also irritating to the skin. (A594)

Effluent Concentrations · 1 Eintrag

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).

ICSC Environmental DataThe substance is toxic to aquatic organisms. Bioaccumulation of this chemical may occur in fish. It is strongly advised not to let the chemical enter into the environment because it is persistent.
Soil Adsorption/Mobility · 1 Eintrag

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.

Atmospheric Concentrations · 1 Eintrag

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).

Human Toxicity Excerpts · 2 Einträge

/CNS DEPRESSANT/ ... IN HIGH CONCN. /DIISOBUTYLENE/

LOW GENERAL TOXICITY; MAY ACT AS SIMPLE ASPHYXIANT IN HIGH VAPOR CONCN.

Sicherheitsdaten

Alarmwort
Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H225

Polymerization of isobutene.

Formulations/Preparations · 2 Einträge

GRADES OF PURITY: RESEARCH GRADE: 99.86%; PURE GRADE: 99.39%; TECHNICAL GRADE: 98.7%.

Grade: 95%, 99%; research

General Manufacturing Information · 3 Einträge

Not Known or Reasonably Ascertainable

1-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/