아밀렌

2-Methyl-2-butene

HCID 10553CAS 513-35-9

기본 정보

표준 SMILES
CC=C(C)C
InChIKey
BKOOMYPCSUNDGP-UHFFFAOYSA-N
분자식
C5H10
평균 분자량
70.13 g/mol
단동위원소 질량
70.07825032

개요

2-methyl-2-butene appears as a clear colorless liquid with a petroleum-like odor. Less dense than water and insoluble in water. Hence floats on water. Vapors heavier than air.

이름 및 식별자

우선 이름
2-Methyl-2-butene
IUPAC
2-methylbut-2-ene
현지명
아밀렌
영어명
2-Methyl-2-butene
분자식
C5H10
분자량
70.13

이름 및 동의어

2-Methyl-2-butene2-Methylbut-2-ene513-35-9AMYLENETrimethylethylene2-Butene, 2-methyl-n-Amylenebeta-Isoamylene3-Methyl-2-butene2-Methylbutene-21,1,2-TrimethylethyleneEthylene, trimethyl-
이름 더 보기
2-메틸-2-부텐2-메틸-2-뷰텐아밀렌메틸부텐1,1,2-트라이메틸 에틸렌2-메틸뷰트-2-엔2-뷰텐-2-메틸n-아밀엔메틸 뷰텐-2, 2-베타-아이소아밀엔아밀엔아밀엔, 터셔리아이소아밀엔, 베타트라이메틸 에틸렌PENTENEISOAMYLENEMethyl butene2-methyl-2-buten2-Mdethyl-2-butene
.beta.-IsoamyleneMFCD00009276NSC 74118HR68LQ4T3X(CH3)2C=CHCH3NSC-741182-Methyl-2-butene, Technical Grade 90%28265-98-7

데이터베이스 식별자

CAS
513-35-9
PubChem CID
10553
DTXSID
DTXSID8027165
ChEBI
CHEBI:28798
UNII
HR68LQ4T3X
EC Number
208-156-3
Nikkaji
J6.280D

물성

구조 계산 물성

XLogP
2.3
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
0
무거운 원자 수
5

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Aliphatics, Unsaturated

Flammable agents - 4th degree

SpringerMaterials PropertiesBoiling point
LogP2.67
OdorDisagreeable odor
Density · 2건

0.66 @ 15 °C/4 °C

0.6623 @ 20°C

Viscosity3.1641X10-3 Pa/s @ 139.39 K

물리화학적 성질

녹는점
-134 °C · -134 °C (lit.)
끓는 점
35 · 35-38 °C (lit.)
밀도
0.662 g/mL · 0.662 g/mL at 25 °C (lit.)
증기 밀도
2.4 · 2.4 (vs air)
증기압
25.7 psi · 25.7 psi ( 55 °C)
굴절률
20 · n20/D 1.385(lit.)
화학적 성질 · 1건

2-Methyl-2-butene is a colorless volatile liquid with unpleasant odour (detection limit ca. 2 ppt) . soluble in alcohol, ether, benzene, insoluble in water. It is used in organic synthesis, hydrogenation, halogenation, alkylation, condensation reactions.

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 4.1% (14 of 341) of reports.

Danger

H224 (21.4%): Extremely flammable liquid and vapor [Danger Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P303+P361+P353, P304+P340, P318, P319, P321, P330, P331, P332+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 341 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

유해성 정보

Regulatory Information · 5건

Chemical: 2-Butene, 2-methyl-

2-Butene, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Butene, 2-methyl- 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: 31-07-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/13878

2-Butene, 2-methyl-: HSNO Approval: HSR001257 Approved with controls

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.)

Other Safety InformationIMAP assessments - 2-Butene, 2-methyl-: Human health tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 3건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Fire PotentialHIGHLY FLAMMABLE
Health Hazards · 3건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.

CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.

안전 및 보호

Fire FightingExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Accidental Release Measures · 4건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

General First Aid:

General First Aid:

Exposure Control and Personal Protection · 2건

· Wear positive pressure self-contained breathing apparatus (SCBA).

· Wear positive pressure self-contained breathing apparatus (SCBA).

Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal Methods · 2건

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.

Incineration: Spray into a furnace. Incineration will become easier by mixing with a more flammable solvent.

독성 정보

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 · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 68(SRC), determined from a structure estimation method(2), indicates that amylene is expected to have high mobility in soil(SRC). Volatilization of amylene from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 0.110 atm-cu m/mole(3). The potential for volatilization of amylene from dry soil surfaces may exist based upon a vapor pressure of 468 mm Hg(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 68(SRC), determined from a structure estimation method(2), indicates that amylene is not expected to adsorb to suspended solids and sediment in water(SRC). Based on exposure of activated sludge to amylene in the Warburg respirometer test at 20 °C, percent theoretical oxygen demand after 24 hrs was 0.9(3). Volatilization from water surfaces is expected(4) based upon a Henry's Law constant of 0.110 atm-cu m/mole(5). Volatilization half-lives for a model river and model lake are 2.5 and 80 hrs, respectively(SRC), using an estimation method(4). According to a classification scheme(6), an estimated BCF of 23(4,SRC), from a log Kow(7,SRC), suggests the potential for bioconcentration in aquatic organisms is low.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), amylene, which has a vapor pressure of 468 mm Hg at 25 °C(2), is expected to exist solely in the vapor phase in the ambient atmosphere. Vapor-phase amylene 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 4.4 hrs(SRC), calculated from its rate constant of 8.69X10-11 cu cm/molecule-sec at 25 °C(3). The rate constant for the vapor-phase reaction of amylene with ozone is 4.2X10-16 cu cm/molec sec(4); the half-life for this reaction in air is estimated to be 39 minutes at an atmospheric concn of 7X10+11 molec/cu cm for ozone(5). The rate constant for the vapor-phase reaction of amylene with the nitrate radical is 9.0X10-12 cu cm/molec sec(4); the half-life for this reaction in air is estimated to be 321 seconds at an ambient concn of 2.4X10+8 molec/cu cm at night(5).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesOral (L400) ; inhalation (L400) ; dermal (L400)
Toxicity SummaryPetroleum distillates are central nervous system depressants and cause pulmonary damage. (A600)

안전 데이터

wgk
3
tsca
TSCA listed
ridadr
UN 2460
HS 번호
29012900
risk_code
11-22-65-51/53-12-36/37/38-19-68-67-38-52/53-40-36/37
hazard_code
F,Xn,N,F+

화학 및 산업

약리 정보

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

용도 및 제조

Uses · 6건

Used as a chemical intermediate for isoprene and tertiary pentyl alcohol (pharmaceutical solvent); as an additive in high octane fuel manufacture; for hydrogenation, halogenation, alkylation, and condensation reactions; [HSDB] Used as an intermediate in the production of hydrocarbon resins, as a stabilizer for chloroform, and as a component of natural gas and crude oil; [eChemPortal: SIDSUNEP] Was used as an anesthetic in humans; [ACGIH]

Petroleum Production and Refining [Category: Industry]

PRINCIPALLY CHEM INT FOR ISOPRENE; ADDITIVE IN HIGH OCTANE FUEL MFR; CHEM INT FOR THE PHARMACEUTICAL SOLVENT, TERTIARY PENTYL ALCOHOL

Organic synthesis; hydrogenation, halogenation, alkylation, condensation reactions

Octane additive

Pentenes are components of gasoline and are often produced as by-products of catalytic of thermal cracking of petroleum. (L1287)

U.S. Production · 4건

2023: 25,000,000 - <40,000,000 lb

(1972) 1.45X10+11 GRAMS (PENTENES, MIXED)

(1975) 1.27X10+11 GRAMS (AMYLENES & PENTENES)

(1984) 697,131,000 lbs /Pentenes mixed/

Consumer UsesIntermediate
Industry UsesOther
Methods of Manufacturing · 3건

DISTILLATION OF A CATALYTICALLY CRACKED GASOLINE STREAM, FOLLOWED BY EXTRACTION WITH AQUEOUS SULFURIC ACID AT LOW TEMP

Prepd by dehydration of tert-amyl alcohol in presence of p-toluenesulfonic acid

... A component of refinery gas.

Formulations/PreparationsGrades: 90%, 95% (Technical), 99% (Pure), & Research.
응용 분야 · 3건

개요2-Methyl-2-butene (also named as Amylene) is an alkene hydrocarbon with the molecular formula C5H10. It is a colorless to pale yellow clear liquid. It can be used as a free radical scavenger in trichloromethane and dichloromethane. It was used for the alkylation of 3-methylthiophene over a zeolitic catalyst. It was also used as a precursor of peroxyacetyl nitrate for calibration purpose.

용도2-Methyl-2-butene is used to prepare 3-Brom-2.3-dimethyl-1.1-dicyan-butan in the presence of 2,2'-azobis-(2,4-dimethyl-4-methoxyvaleronitrile) as a catalyst. It may be employed as precursor for peroxyacetyl nitrate for the calibration purposes.

일반 설명2-methyl-2-butene appears as a clear colorless liquid with a petroleum-like odor. Less dense than water and insoluble in water. Hence floats on water. Vapors heavier than air.

제조 방법

2-methyl-2-butene is prepared by dehydration of tert-amyl alcohol in presence of p-toluenesulfonic acid or distillation of a catalytically cracked gasoline stream, followed by extraction with aqueous sulfuric acid at low temp.

추가 설명

정의ChEBI: 2-Methyl-2-butene is an alkene that is ethylene in which three of the hydrogens are replaced by methyl groups.

관련 반응

970건

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