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디이소프로필벤젠

Bis(1-methylethyl)benzene

HCID 11345
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기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
25321-09-9
표준 SMILES
CC(C)c1ccccc1C(C)C
InChIKey
OKIRBHVFJGXOIS-UHFFFAOYSA-N
분자식
C12H18
평균 분자량
162.27 g/mol
단동위원소 질량
162.14085057

이름 및 식별자

우선 이름
Bis(1-methylethyl)benzene
IUPAC
1,2-di(propan-2-yl)benzene
현지명
디이소프로필벤젠
영어명
Diisopropylbenzene
분자식
C12H18
분자량
162.27

이름 및 동의어

25321-09-9DIISOPROPYLBENZENEBenzene, diisopropyl-Benzene, bis(1-methylethyl)-Bis(1-methylethyl)benzeneDTXSID0027858RefChem:917230K2RZG204KIDTXCID001769091246-835-61,2-DIISOPROPYLBENZENE577-55-9
이름 더 보기
다이아이소프로필벤젠디이소프로필벤젠다이아이소프로필벤젠(DIISOPROPYLBENZENE)다이아이소프로필벤젠(혼합물)다이아이소프로필벤젠, 모든 이성질체벤젠, 비스(1-메틸에틸)-DIPBDiisopropylbenzoldiisopropyl-benzenBis(isopropyl)benzeneORTHO-DIISOPROPYLBENZENEbis(1-methylethyl)-benzenbis(1-methylethyl)-BenzeneBENZENE,BIS(1-METHYLETHYL)-
o-DiisopropylbenzeneBenzene, 1,2-bis(1-methylethyl)-1,2-di(propan-2-yl)benzene1,2-Bis(1-methylethyl)benzeneBenzene, o-diisopropyl-1,2-bis(propan-2-yl)benzeneMFCD00054263DSSTox_CID_7858

데이터베이스 식별자

CAS
25321-09-9、577-55-9
PubChem CID
11345
DTXSID
DTXSID30860336
ChEMBL
CHEMBL3188905
UNII
6E5460R9HG
EC Number
209-412-7、246-835-6
Nikkaji
J54.882K

물성

구조 계산 물성

XLogP
4.2
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
2
무거운 원자 수
12
형식 전하
0
복잡도
108

실험 및 물리화학적 성질

Solvents · 2건

Solvents -> Aromatic Solvents

Solvents -> Aromatic Solvents

SpringerMaterials PropertiesBoiling point
LogP5.2
Density · 5건

0.9 (water=1)

0.8701 at 20 °C/4 °C

0.9 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1

0.9 No Temp

Color/FormClear, colorless liquid
Solubility · 2건

Sol in all proportions of alcohol, ether, acetone and benzene.

Solubility in water at 25 °C: poor

Flash Point · 3건

77 °C

170 °F (Open cup)

77 °C o.c.

Boiling Point · 5건

205 °C

204 °C at 760 mm Hg

Boiling point: 115.4 °C @ 50 mm Hg

203-205 °C

205 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Danger

H304 (44.5%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

P260, P264, P273, P280, P301+P316, P302+P352, P319, P321, P331, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 236 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 2건

Chemical: Benzene, bis(1-methylethyl)-

Benzene, 1,2-bis(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1,2-bis(1-methylethyl)- 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)

Fire HazardsCombustible. Above 77 °C explosive vapour/air mixtures may be formed.
Fire PotentialModerate, when exposed to heat or flame.
Hazards Summary · 2건

Inhalation of high concentrations can cause CNS depression; [ICSC] An eye, mucous membrane, and upper respiratory tract irritant; May cause CNS depression; Defats the skin; [CAMEO] May cause mild to moderate irritation, based on animal studies; [CHEMINFO]

A skin, eye, and respiratory tract irritant; May be harmful after ingestion, inhalation, or skin contact; Anesthetic effect at high doses; [MSDSonline]

UN ClassificationUN Hazard Class: 9; UN Pack Group: III
DOT Emergency Guidelines

화학 및 산업

용도 및 제조

Uses · 3건

Occurs in isomeric forms ortho, meta, and para; Blended into gasoline, diesel, and other hydrocarbon fuels; [HSDB] Used to make diisopropylbenzeneperoxide; [eChemPortal: SIDSUNEP]

Petroleum Production and Refining [Category: Industry]

Distillate fractions containing diisopropylbenzene can be blended into gasoline, diesel and other hydrocarbon fuels.

U.S. Production2023: <50,000 lb
Consumer UsesIntermediate
Industry UsesIntermediate
Methods of Manufacturing · 3건

By-product of cumene production /Diisopropylbenzenes/

By alkylation /of benzene/ using a silica - alumina catalyst. ... Isomers can be separated by fractionation.

By-product of cumene production /Diisopropylbenzenes/

Formulations/PreparationsDiisopropylbenzene ... occurs in three isomeric forms, namely as the ortho, the meta, and the para derivatives, all being flammable liquids.
General Manufacturing Information · 4건

Petroleum Refineries

Benzene, 1,2-bis(1-methylethyl)-: ACTIVE

Benzene, bis(1-methylethyl)-: ACTIVE

Diisopropylbenzene ... occurs in three isomeric forms, namely as the ortho, the meta, and the para derivatives, all being flammable liquids.

응용 분야

일반 설명Clear amber liquid with a sharp, penetrating odor. A mixture of three isomers (ortho, meta, and para).

제조 방법

큐멘 생성의 부산물 실리카-알루미나 촉매를 사용하여 벤젠의 알킬화에 의해 생김. 이성질체는 분류에 의해 분리될 수 있음

관련 반응

31건
반응 기록 만들기
HRID 149732 반응식
HRID 149732반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 196957 반응식
HRID 196957반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 231538 반응식
HRID 231538반응물로uspto-grants-1989_07
HRID 231667 반응식
HRID 231667반응물로uspto-grants-1989_07
HRID 464493 반응식
HRID 464493반응물로uspto-grants-1985_10
HRID 464494 반응식
HRID 464494생성물로uspto-grants-1985_10
HRID 464495 반응식
HRID 464495생성물로uspto-grants-1985_10
HRID 464496 반응식
HRID 464496반응물로uspto-grants-1985_10
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화합물 노트

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Melting Point
-57 °C
Vapor Density · 2건

5.6 (Air= 1)

Relative vapor density (air = 1): 5.6

Vapor Pressure0.25 to 0.39 mm Hg at 25 °C

물리화학적 성질

녹는점
-25.43 °C · -25.43°C (estimate)
끓는 점
77 · 77-82 °C (10 mmHg)
밀도
0.86 · 0.86
굴절률
1.488 · 1.488-1.491
인화점
77 °C · 77 °C
저장 조건
Sealed in dry,Room Temperature
물리적 상태
clear liquid
색상
Colorless to Almost colorless
Henry's Law Constant
4.8 · 4.8×10-4 mol/(m3Pa) at 25℃, HSDB (2015)
InChI
InChI=1S/C12H18/c1-9(2)11-7-5-6-8-12(11)10(3)4/h5-10H,1-4H3
InChIKey
OKIRBHVFJGXOIS-UHFFFAOYSA-N
SMILES
C1(C(C)C)=CC=CC=C1C(C)C
EPA
Diisopropylbenzene (25321-09-9)

화학적 성질

clear colorless liquid

· 5건

/GUIDE 130: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Fire or Explosion: 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. /Isopropylbenzene/

/GUIDE 130: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Isopropylbenzene/

/GUIDE 130: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Isopropylbenzene/

/GUIDE 130: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. /Isopropylbenzene/

For more DOT Emergency Guidelines (Complete) data for 1,2-DIISOPROPYLBENZENE (8 total), please visit the HSDB record page.

Hazard Classes and Categories · 3건

Aquatic Chronic 4 (100%)

Asp. Tox. 1 (44.5%)

Flammable liquids - Category 4

Hazardous Reactivities and Incompatibilities... Can react with oxidizing materials.

안전 및 보호

Fire FightingUse powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures · 4건

Fresh air, rest.

Rinse and then wash skin with water and soap.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Rest.

Safe StorageProvision to contain effluent from fire extinguishing. Keep in a well-ventilated room. Store in an area without drain or sewer access.
Fire Fighting ProceduresFoam, carbon dioxide, dry chemical, water spray or mist.
Spillage Disposal · 1건

Remove all ignition sources. Do NOT let this chemical enter the environment. Ventilation. Collect leaking liquid in covered containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Eye PreventionWear safety spectacles.
Fire PreventionNO open flames. Above 77 °C use a closed system and ventilation.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
Skin PreventionProtective gloves.
Exposure PreventionPREVENT GENERATION OF MISTS!
Ingestion PreventionDo not eat, drink, or smoke during work.
Inhalation PreventionUse ventilation.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based upon an estimated Koc value of 4000(1), diisopropylbenzene is expected to be relatively immobile in soil(SRC). Insufficient data are available to predict the rates or importance of soil degradation processes(SRC).

AQUATIC FATE: Volatilization and adsorption to sediment may be important transport processes in water for diisopropylbenzene. Volatilization half-lives of 3.8 and 45 hours can be estimated for a model river (1 meter deep) and model pond (2 meters deep), respectively, when the effects of adsorption are not present(1-2); in the presence of adsorption (Koc of 4000), the volatilization half-life from the pond increases to 27 days(2). Based upon an estimated Koc of 4000(3), diisopropylbenzene may partition from the water column to sediment and suspended material. Insufficient data are available to predict the importance of biodegradation(SRC).

ATMOSPHERIC FATE: Based upon vapor pressures of 0.25 to 0.39 mm Hg at 25 °C(1), the diisopropylbenzene isomers are expected to exist almost entirely in the vapor-phase in the ambient atmosphere(2). Diisopropylbenzene will degrade in an average ambient atmosphere by reaction with photochemically produced hydroxyl radicals (estimated half-life of 30 hours)(3,SRC).

Adverse Effects · 2건

Neurotoxin - Acute solvent syndrome

Neurotoxin - Acute solvent syndrome

Signs and SymptomsHeadache. Drowsiness.
Effluent Concentrations · 1건

m- and p-Diisopropylbenzene were qualitatively detected in water samples collected from advanced waste treatment facilities in Pomona, CA (Jun 17, 1975) and Lake Tahoe, CA (Oct 24, 1974)(1). Diisopropylbenzene was detected in the wastewater effluent from a chemical manufacturing facility in LA (concn, site or date not reported)(2).

ICSC Environmental DataThe substance is very toxic to aquatic organisms. It is strongly advised not to let the chemical enter into the environment.
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indexes, the Koc for diisopropylbenzene can be estimated to be about 4000(1). This estimated Koc indicates that diisopropylbenzene will be relatively immobile in soil(2,SRC).

Natural Pollution SourcesDiisopropylbenzene is reported to occur in coal(1).
Artificial Pollution Sources · 1건

Diisopropylbenzene occurs in large amounts in the high-boiling fractions of cumene production facilities(1) and can therefore be released in waste streams and fugitive emissions associated with cumene production. Distillate fractions containing diisopropylbenzene can be blended into gasoline, diesel and other hydrocarbon fuels(2); therefore, evaporation or incomplete combustion of these fuels can release diisopropylbenzene into the atmosphere. Diisopropylbenzene and its individual isomers are used in solvents and as feedstock for making other chemicals(1-3) which can result in their release to the environment through evaporation and manufacturing waste streams(SRC).

Environmental BioconcentrationThe log BCF (bioconcentration factor) of the o- and m-isomers of diisopropylbenzene was experimentally measured to be 2.11-2.14(1) in goldfish. This suggests that some bioconcentration may occur in aquatic organisms(SRC).
Volatilization from Water/Soil · 1건

The Henry's Law constant for diisopropylbenzene can be estimated(SRC) to be 0.0204 atm-cu m/mole using a structure estimation method(1). This value of Henry's Law constant indicates rapid volatilization from water(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec) can be estimated(SRC) to be about 3.8 hours(2). The volatilization half-life from a model environmental pond can be estimated to be about 45 hours if the effect of adsorption to sediment is ignored(3); if the effect of adsorption to sediment is predicted from an estimated Koc of 4000(4), the estimated volatilization half-life from the pond increases to about 27 days(3,SRC).

Non-Human Toxicity Excerpts · 4건

Rated 1 on rabbit eyes. /On a scale of 1 to 10 with 10 being the most severe./

Diisopropylbenzene occurs in three isomeric forms, namely as the ortho, the meta, and the para derivatives ... . Orally, they are of very low toxicity. Of 10 rats dosed with 5.0 ml/kg, no deaths for the meta, and one death for the ortho and the para isomers occurred. ... Rats and rabbits exposed to 0.2 to 1.0 mg/l (30 to 150 ppm) for 90 minutes daily for 5 weeks developed vascular hyperemia, hemorrhaging in most major organs, and fatty and protein dystrophy in the liver, kidney, and heart, and hyperplasia of the bone marrow.

Diisopropylbenzene rated 1 on rabbit eyes /on a scale of 1 to 10 with 10 being the most severe/. /Diisopropylbenzene/

Diisopropylbenzene occurs in three isomeric forms, namely as the ortho, the meta, and the para derivatives ... . Orally, they are of very low toxicity. Of 10 rats dosed with 5.0 ml/kg, no deaths for the meta, and one death for the ortho and the para isomers occurred. ... Rats and rabbits exposed to 0.2 to 1.0 mg/l (30 to 150 ppm) for 90 minutes daily for 5 weeks developed vascular hyperemia, hemorrhaging in most major organs, and fatty and protein dystrophy in the liver, kidney, and heart, and hyperplasia of the bone marrow. meta-Diisopropylbenzene caused decreased fertility in the rat and mouse at 1 to 3 mg/l for 30 days.

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of diisopropylbenzene with photochemically produced hydroxyl radicals has been estimated to be about 1.3X10-11 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 30 hrs at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1). Benzenes are generally resistant to aqueous environmental hydrolysis(2), therefore, diisopropylbenzene is not expected to hydrolyze in the environment(SRC).

안전 데이터

tsca
TSCA listed
rtecs
CZ6330000
ridadr
3082
HS 번호
29029000
risk_code
10-37-51/53-65
hazard_code
Xn,N
safety_code
24/25-62-61-37-24
포장분류
III
위험 등급
9
기존화학 물질
KE-10946
유해 물질 데이터
25321-09-9(Hazardous Substances Data)

상·하류 제품 정보

하류 제품

큐멘1-(4-이소프로필페닐)-1-메틸에틸하이드로퍼옥사이드아세톤레조시놀디이소프로필벤젠 하이드로퍼옥사이드