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인딘

Indene

HCID 7219
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
71551-80-9
표준 SMILES
C1=Cc2ccccc2C1
InChIKey
YBYIRNPNPLQARY-UHFFFAOYSA-N
분자식
C9H8
평균 분자량
116.16 g/mol
단동위원소 질량
116.06260026

개요

Indene appears as a colorless liquid derived from coal tar. Fp: -2 °C; bp:182 °C. Density 0.997 g cm-3. Insoluble in water but soluble in organic solvents.

이름 및 식별자

우선 이름
Indene
IUPAC
1H-indene
현지명
인딘
영어명
Indene
분자식
C9H8
분자량
116.16

이름 및 동의어

INDENE1H-Indene95-13-6IndonaphtheneIndenDTXSID8042052NSC 927067H8Y6LB8ANSC-9270DTXCID6022052CHEBI:41921RefChem:790898
이름 더 보기
인덴인딘1H-인덴인도나프텐Technicalindenendene1-indeneIndene >Indene,90+%Indene techIndene Odor
CHEBI:37910202-393-6Indenyl radicalMFCD00003777indene, (1H-indene)INDENE, REAGWLN: L56 BHJCHEMBL192812

데이터베이스 식별자

CAS
71551-80-9、9003-64-9、95-13-6
PubChem CID
7219
DTXSID
DTXSID8042052
ChEMBL
CHEMBL192812、CHEMBL506735
ChEBI
CHEBI:41921
UNII
67H8Y6LB8A
EC Number
202-393-6
Nikkaji
J4.708B

물성

구조 계산 물성보충 중

XLogP
2.9
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
0
무거운 원자 수
9
형식 전하
0
복잡도
124

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Aromatic Hydrocarbons

Flammable agents - 2nd degree

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (1H-Indene) -> IFRA transparency List
LogP · 2건

Log Kow = 2.92

2.92

Density · 5건

0.997 (NIOSH, 2024) - Less dense than water; will float

0.9968 @ 20 °C/4 °C

0.997

0.996 @25 °C

0.997

Color/Form · 3건

LIQUID

Colorless liquid

Colorless liquid [Note: A solid below 29 degrees F].

Solubility · 5건

Insoluble (NIOSH, 2024)

INSOL IN WATER, MISCIBLE WITH MOST ORGANIC SOLVENTS

SOL IN ALL PROPORTIONS IN ALC, ETHER, N BENZENE, PYRIMIDENE, CARBON DISULFIDE

Soluble in ethanol; it is miscible with diethyl ether, naphtha, pyridine, carbon tetrachloride, chloroform, and carbon disulfide

Insoluble

Flash Point · 5건

안전 및 규제

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

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 0.5% (2 of 400) of reports.

Danger

H226 (99.2%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P264, P264+P265, P273, P280, P301+P316, P302+P352, P303+P361+P353, P305+P351+P338, P321, P331, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 400 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

유해성 정보

Regulatory Information · 5건

Chemical: 1H-Indene

1H-Indene is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Indene 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)

REACH registered substance: Indene (EC: 202-393-6)

Indene: Does not have an individual approval but may be used under an appropriate group standard

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.)

DOT LabelCombustible Liquid
Fire HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Fire PotentialDEFLAGRATES ON HEATING. /INDENE PICRATE/
Health HazardsExcerpt from NIOSH Pocket Guide for Indene:
Hazards SummaryAnimals exposed to 800-900 ppm for six 7-hour periods show evidence of liver and kidney injury. [ACGIH]

화학 및 산업

약리 정보

Metabolism/Metabolites · 3건

YIELDS CIS-1,2-DIHYDROXYINDANE & TRANS-1,2-DIHYDROXYINDANE IN RABBITS. /FROM TABLE/

RAT-LIVER MICROSOMES SUPPLEMENTED WITH NADPH CONVERTED INDENE INTO TRANS-INDANE-1,2-DIOL ...

THE OXIDATION OF INDENE TO TRANS-1,2-DIHYDROXYINDANE IN LIVER PREPN IN VITRO WAS DEMONSTRATED. THE REACTION WAS MEDIATED BY LIVER MICROSOMES OF RATS & RABBITS IN THE PRESENCE OF NADPH-GENERATING SYSTEMS.

용도 및 제조

Uses · 4건

Used to prepare coumarone-indene resins; [ACGIH]

Plastic Composites Manufacturing [Category: Industry]

Used as a comonomer in coumarone and petroleum-derived aromatic hydrocarbon resins. Technical pure indene is used for the production of indan and its derivatives. Esters of indene-1-carboxylic acid, which are effective as acaricides, can be synthesized from indene for use in, eg, collars

It is composed of a benzene ring fused with a cyclopentene ring.

U.S. Production2023: 500,000 - <1,000,000 lb
Industry UsesMonomers
Methods of Manufacturing · 2건

... FROM ACETYLENE OVER ACTIVATED CHARCOAL @ 625 °C ... MFR FROM TETRAHYDRONAPHTHALENE BY PASSING OVER SIO2-AL2O3 CATALYST @ 670 °C

Pyrolysis residual oils from olefin production contain varying amounts of indene, which can be separated by extractive distillation with N-methyl-2- pyrrolidone or by crystallization. Indene is recovered industrially from dephenolated and debased tar light oil by rectifying distillation followed by crystallization. When the phenol extraction is omitted a highly concentrated indene fraction can also be obtained by azeotropic distillation of an indene- phenol fraction with water, whereby the phenol is separated as a bottom product.

Use ClassificationFragrance Ingredients
General Manufacturing Information

관련 반응

215건
반응 기록 만들기
HRID 1306 반응식
HRID 1306반응물로uspto-grants-1998_03
HRID 22443 반응식
HRID 22443반응물로uspto-grants-1995_06
HRID 22444 반응식
HRID 22444반응물로uspto-grants-1995_06
HRID 36480 반응식
HRID 36480생성물로uspto-grants-1995_05
HRID 39114 반응식
HRID 39114반응물로uspto-grants-2013_09
HRID 47413 반응식
HRID 47413반응물로uspto-grants-2004_03
HRID 52676 반응식
HRID 52676반응물로uspto-grants-1997_04
HRID 52819 반응식
HRID 52819생성물로uspto-grants-1997_04
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173 °F (NIOSH, 2024)

173 °F

173 °F

173 °F

173 °F

Boiling Point · 5건

359 °F at 760 mmHg (NIOSH, 2024)

181.6 °C 760 MM HG

359 °F

182 °C @760 [mm Hg]

359 °F

Melting Point · 5건

29 °F (NIOSH, 2024)

-1.8 °C

29 °F

-1.5 °C

29 °F

Odor ThresholdOdor Threshold Low: 0.0042 [ppm]
Vapor Pressure · 3건

1.1 [mmHg]

1.1 mm Hg at 25 °C

0.75 [mm Hg] @12 °C

물리화학적 성질

녹는점
-5 · -5--3 °C (lit.)
끓는 점
181 · 181-182 °C (lit.)
밀도
0.996 g/mL · 0.996 g/mL at 25 °C (lit.)
증기압
1.7 hPa · 1.7 hPa (20 °C)
굴절률
20 · n20/D 1.595(lit.)
인화점
138 °F · 138 °F
저장 조건
2 · 2-8°C
용해도
유기용매: 혼화성
산도 계수 (pKa)
20 · 20(at 25℃)
물리적 상태
결정성 분말
색상
흰색에서 연한 노란색
Odor Threshold
0.0038 ppm · 0.0038ppm
수용성
불용성
비열
1.61 J/ · Cp(liquid): 1.61 J/(g·K), at 25℃
Merck
14 · 14,4939
BRN
635873 · 635873
Henry's Law Constant
6.2 · 6.2×10-3 mol/(m3Pa) at 25℃, HSDB (2015)
안정성
80 · 안정적이지만 공기와 빛에 민감합니다. 빛에 노출되면 중합될 수 있습니다. 일반적으로 억제제로서 약 80 - 100ppm의 p-tert-부틸카테콜을 함유합니다. 냉장보관하세요. 가연성. 강한 산화제와 호환되지 않습니다.
화장품 원료 기능
향수
InChI
1S/C9H8/c1-2-5-9-7-3-6-8(9)4-1/h1-6H,7H2
InChIKey
YBYIRNPNPLQARY-UHFFFAOYSA-N
SMILES
C1C=Cc2ccccc12
LogP
3.02 at · 3.02 at 25℃ and pH6.4
NIST
Indene(95-13-6)
EPA
Indene (95-13-6)

화학적 성질

Yellow green clear liquid

Reactive GroupHydrocarbons, Aromatic
Reactivity AlertsPolymerizable
Reactivity Profile · 1건

INDENE is combustible (flash point between 140 °F and 200 °F). Polymerizes and oxidizes on standing in the air. This reaction is accelerated by heating, acids, and catalysts, including peroxides. Has exploded during nitration with a mixture of H2SO4 and HNO3.

Flammable LimitsClass IIIA Combustible Liquid: Fl.P. at or above 140 °F and below 200 °F.
Air and Water ReactionsPeroxide formation with air with initiation of polymerization
NIOSH RecommendationsRecommended Exposure Limit: 10 Hr Time-Weighted Avg: 10 ppm (45 mg/cu m).

안전 및 보호

Fire FightingExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
First Aid · 2건

Excerpt from NIOSH Pocket Guide for Indene:

(General first aid procedures)

Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal Methods · 1건

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.

Preventive Measures · 2건

The worker should wash daily at the end of each work shift.

Work clothing that becomes wet or significantly contaminated should be removed and replaced.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Respirator RecommendationsImportant additional information about respirator selection
Threshold Limit Values (TLV) · 4건

5.0 [ppm]

8 hr Time Weighted Avg (TWA): 5 ppm.

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded.

5 ppm [2007]

Permissible Exposure Limit (PEL) · 2건

10 ppm (45 mg/m³) OSHA Construction and Maritime industries only.

none See Appendix G

Protective Action Criteria (PAC) · 3건

70 [mg/m3]

100 [mg/m3]

620 [mg/m3]

Recommended Exposure Limit (REL) · 2건

10 ppm (45 mg/m³)

TWA 10 ppm (45 mg/m3)

Personal Protective Equipment (PPE) · 3건

Excerpt from NIOSH Pocket Guide for Indene:

Wear appropriate personal protective clothing to prevent skin contact.

Wear appropriate eye protection to prevent eye contact.

독성 정보

Toxicological InformationRanking: 303 (total points: 714.72)
Body Burden · 1건

Indene was detected in respiratory gas from 7 of 8 male volunteers (3 smokers) at a concn range of 0.14-83 ug/hr-expired air; according to this study, indene may result from or be related to normal human metabolism(1). Indene was found at an average concn of 0.138 ng/L in 59 of 387 expired air samples obtained from 54 nonsmoking-volunteers(2).

Target OrgansEyes, skin, respiratory system, liver, kidneys, spleen
Environmental Fate · 3건

TERRESTRIAL FATE: The estimated Koc value of 540(1-2,SRC) suggests that indene will have low mobility in soil(3). If spilled on soil surfaces, some indene may photolyze(4,SRC) or volatilize into the air (estimated Henry's Law constant of 1.59X10-3 atm-cu m/mol at 25 °C(5)). However, adsorption may limit these processes(SRC). Limited data suggest indene is biodegradable in soil(6-7).

AQUATIC FATE: Based on the estimated Koc value of 540(1-2,SRC), indene may adsorb to sediment; indene was found in a river sediment(3). Oxidation via reaction with sunlight produced alkyl peroxy radicals is very slow (estimated half-life of 1,100 days(4)). Limited data suggest indene is biodegradable. Indene may be susceptible to some direct photolysis in sunlight(5); however, this is not expected to be an important removal process(SRC). Indene is not expected to hydrolyze in the aquatic environments(SRC). Volatilization from water is fast with estimated half-lives of 3.7 hrs and 4.4 days from a model river and model lake, respectively(1,SRC).

ATMOSPHERIC FATE: Based upon a measured vapor pressure of 1.1 mm Hg at 25 °C(1), indene is expected to exist almost entirely in the vapor phase in the ambient atmosphere(2,SRC). Vapor-phase indene will degrade rapidly in the ambient atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 6.2 hours(3,SRC).

Food Survey ValuesIndene was qualitatively identified as a volatile component of roasted filberts(1).
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routesinhalation, ingestion, skin and/or eye contact
Signs and SymptomsIn Animals: irritation eyes, skin, mucous membrane; dermatitis, skin sensitization; chemical pneumonitis (aspiration liquid); liver, kidney, spleen injury
Effluent Concentrations · 2건

Indene was qualitatively identified in effluents from a POTW facility in Sauget, Illinois(1). On October 24, 1974, indene was qualitatively found in advanced waste treatment concentrates from Lake Tahoe, CA(2). During August and September of 1979, indene was found at a concn range of 0.08-0.4 ug/cu-m in the Allegheny Mountain Tunnel in Pennsylvania(3). Indene was identified at a concn range of 10.3-137.6 ng/L in paper-mill effluents being discharged into the Rainy River(4). Indene was identified in a plume of contaminated water moving through sand away from creosote waste disposal lagoons(5). Indene was found at a concn of 1.28 in an air sample taken near an oil fire(6).

Indene was found in a groundwater sample prior to coal gasification (0.03 ppm), process water during gasification (272 and 72 ppm), and aqueous condensate from low-BTU coal gasification (363 ppm)(1). Indene was found at a concn of 15 ng/L in a canal to a harbor of a freshwater lake before any boat traffic was observed; after 1,293 boats passed through the canal, the concn of indene was 74 ng/L(2). Indene has been detected in wastewater effluents from the timber products industry at a concn of 8,252 ng/ul extract(3).

Soil Adsorption/MobilityBased on a measured log Kow of 2.92(2) and a regression derived equation(1), the Koc for indene can be estimated to be about 540(SRC). According to a suggested classification scheme(3), this Koc value suggests low mobility in soil.
Natural Pollution SourcesIndene is found in high-temperature coal tar at an average concn of 1 percent(1). It can be released to the environment in emissions from biomass combustion(2).
Atmospheric Concentrations · 1건

In 1977, indene was qualitatively identified in the air of six industrial cities of the former USSR(1). Indene was qualitatively found in the air of three South African cities during the summer of 1975-winter of 1976(2). Indene was qualitatively identified in air taken at Homebush Bay, Australia on June 3, 1975(3). Indene was qualitatively identified in Paris air on October 24, 1972(4).

안전 데이터

OEB
A
OEL
TWA: 10 ppm (45 mg/m3)
wgk
1
tsca
TSCA listed
rtecs
NK8225000
ridadr
UN 3295 3/PG 3
HS 번호
2902 90 00
risk_code
10-65-36/37/38-20
hazard_code
Xn
safety_code
23-24/25-62-37/39-26
포장분류
III
위험 등급
3
기존화학 물질
KE-05-0748
F 고인화성물질
8
Hazard Classifications
Asp. Tox. 1Flam. Liq. 3
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
95-13-6(Hazardous Substances Data)
· 2건

Petrochemical Manufacturing

1H-Indene: ACTIVE

응용 분야

용도Preparation of coumarone-indene resins, intermediate.

일반 설명A colorless liquid derived from coal tar. Fp: -2°C; bp:182°C. Density 0.997 g cm-3. Insoluble in water but soluble in organic solvents.

상·하류 제품 정보

상류 원료

Motor benzolheavy benzolColumn plate콜타르 증류액Heavy benzene벤조퓨란

하류 제품

1-인다논인단1-Aminoindan나프탈렌아프린딘INDANYL-1-CARBOXYLIC ACIDHomophthalic acid술린다크메틸나프탈렌Indeloxazine hydrochloride벤조퓨란Triphenylphosphine hydrobromide인단-2-아민안탄트렌2-브로모인덴
추가 설명 · 1건

정의indene: A colourless flammable hydrocarbon,C9H8; r.d. 0.996; m.p.–1.8°C; b.p. 182.6°C. Indene is anaromatic hydrocarbon with a five-memberedring fused to a benzenering. It is present in coal tar and isused as a solvent and raw materialfor making other organic compounds.