홈MCP워크벤치Skills
홈워크벤치알림마이페이지
Huagongshe 오픈 프로젝트:[email protected]AI 접속: llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.7.8
  1. 홈
  2. /화합물

이소프로필나프탈렌

2-Isopropylnaphthalene

HCID 16238
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
2027-17-0
표준 SMILES
CC(C)c1ccc2ccccc2c1
InChIKey
TVYVQNHYIHAJTD-UHFFFAOYSA-N
분자식
C13H14
평균 분자량
170.25 g/mol
단동위원소 질량
170.10955045

개요

RN given refers to parent cpd

이름 및 식별자

우선 이름
2-Isopropylnaphthalene
IUPAC
2-propan-2-ylnaphthalene
현지명
이소프로필나프탈렌
영어명
2-ISOPROPYLNAPHTHALENE
분자식
C13H14
분자량
170.25

이름 및 동의어

2-ISOPROPYLNAPHTHALENE2027-17-0Naphthalene, 2-(1-methylethyl)-Naphthalene, 2-isopropyl-beta-Isopropylnaphthalene4DTR9UN8SRNSC-166466DTXSID7051844RefChem:473927DTXCID5030400217-976-02-iso-Propylnaphthalene
이름 더 보기
2-아이소프로필나프탈렌이소프로필나프탈렌2-이소프로필나프탈렌TIMTEC-BB SBB0078012-Isopropylphthaleneβ-isopropylnaphthalene2-isopropyl-naphthalen2-Isopropylnaphthalene>2-(1-Methylethyl)naphthalene
2-propan-2-ylnaphthalene2-(1-Methylethyl)naphthalene2-(propan-2-yl)naphthaleneMFCD000143222-(methylethyl)naphthalene.beta.-IsopropylnaphthaleneNSC 1664662-isopropyl-naphthalene

데이터베이스 식별자

CAS
2027-17-0、68442-08-0
PubChem CID
16238
DTXSID
DTXSID7051844
UNII
4DTR9UN8SR
EC Number
217-976-0
Nikkaji
J114.091D

물성

구조 계산 물성

XLogP
4.6
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
1
무거운 원자 수
13
형식 전하
0
복잡도
159

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Naphthalenes
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
OdorFaint sweet odor
Density0.9753 @ 20 °C
Color/Form · 2건

Clear, yellowish-brown liquid

Colorless liquid

SolubilityInsoluble in water; very soluble in ethanol, ethyl ether; soluble in benzene.
Flash Point · 2건

122 °C

122 °C (open cup)

Boiling Point268.2 °C
DecompositionWhen heated to decomposition it emits acrid smoke and irritating vapors.
Melting Point14.5 °C
Vapor Pressure · 2건

0.00518 [mmHg]

5.18X10-3 mm Hg @ 25 °C

안전 및 규제

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

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 7% (3 of 43) of reports.

Warning

H317 (90.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazards SummaryEmergency medical treatment: see Naphthalene. [HSDB] May cause irritation; [MSDSonline]
Special Reports · 1건

SCHMELTZ I ET AL; VOL 3, POLYNUCLEAR AROMATIC HYDROCARBONS. SECOND INTERNATIONAL SYMPOSIUM ON ANALYSIS, CHEMISTRY, & BIOLOGY. SEPT 1977, ISBN 0-89004-241-1: 47-60 (1978). BIOASSAYS OF NAPHTHALENE FOR COCARCINOGENIC ACTIVITY RELATION TO TOBACCO CARCINOGENESIS WAS DISCUSSED. /NAPHTHALENE & ALKYL NAPHTHALENES/

Atmospheric Standards · 1건

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Alkyl naphthalenes is produced, as an intermediate or a final product, by process units covered under this subpart. /Alkyl Naphthalenes/

Hazard Classes and CategoriesSkin Sens. 1 (90.7%)
Skin, Eye, and Respiratory IrritationsAvoid inhalation of vapors and prolonged skin contact.

화학 및 산업

약리 정보

Mechanism of Action · 1건

The intraperitoneal administration of 2-isopropylnaphthalene (2-IPN) (3000 mg/kg) to rats resulted in an increase of phospholipids and phosphatidylcholine in the pulmonary lavage fluid. The fatty acid composition of the phosphatidylcholine in the fluid of rats so treated, however, was unchanged from that of untreated animals. Prior treatment of rats with piperonyl butoxide, a known cytochrome P-450 inhibitor, resulted in an inhibition of the above increase of phospholipids and phosphatidylcholine. In contrast, prior treatment with diethyl maleate, which induced depletion of reduced glutathione (GSH) in the tissue, enhanced the effect of 2-IPN on phospholipid and phosphatidylcholine contents in the pulmonary lavage fluid.

Metabolism/Metabolites · 1건

Metabolism of 2-isopropylnaphthalene in rats proceeded through oxidation of isopropyl chain of the molecule. Four unconjugated metabolites were isolated from urine and identified: 2-(2-naphthyl)propionic acid, 2-(2-naphthyl)-2-propanol, 2-(2-naphthyl)-1,2-propanediol and 2-(2-naphthyl)-2-hydroxypropionic acid, together with a small amount of unchanged compound.

Absorption, Distribution and Excretion · 2건

Pulmonary toxicity of 2-isopropylnaphthalene (2-IPN) and its photoproducts was studied in mice. Twenty-four hours after the intraperitoneal injection of 2-IPN or its photoproducts, 2-isopropenylnaphthalene (2-IPeN) (1000 mg/kg), 2-acetonaphthone (2-AN) (700 mg/kg), beta-naphthol (BN) (50 mg/kg), phthalide (PH) (500 mg/kg) and phthalic acid (PA) (100 mg/kg) produced pulmonary damage, but 2-IPN (3000 mg/kg) and 2-(2-naphthyl)-2-propanol (2-NP) (100 mg/kg) did not produce pulmonary damage. The maximum levels of 2-IPN in the lung, liver and kidney were observed 6 h after the administration, and then the levels decreased with time. The concentrations of 2-IPeN, 2-NP, 2-AN, BN, PH and PA in the tissues, reached the maximum levels within 1 or 2 hr, and then rapidly decreased with time. The binding of both 2-AN and BN to lung slices was greater than that of other compounds. The injections of 2-IPN, 2-IPeN, BN and PH caused considerable depletion of pulmonary GSH (reduced glutathione).

Over 95% of orally admin 2-isopropylnaphthalene was absorbed within 24 hr from the GI tract in rats. Peak levels in the blood, liver, kidneys, brain, heart, spleen, and muscle were observed at 2 hr, whereas peak levels in the adipose tissue and skin were observed at 4-6 hr. Amount of unchanged 2-isopropylnaphthalene in urine was small. In rats fed the experimental diet containing 0.1% for 14 or 28 days, 2-isopropylnaphthalene in the adipose tissue decreased to 1/3 within 24 hr after halting continuous ingestion.

관련 반응

0건
반응 기록 만들기

현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Refractive Index
Indx of refraction: 1.5848 @ 20 °C

물리화학적 성질

녹는점
14 °C · 14°C
끓는 점
261 · 261-263°C
밀도
0 · 0,9753 g/cm3
굴절률
1.587 · 1.5870
인화점
268 °C · 268°C
저장 조건
4 °C · 4°C
용해도
클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨)
물리적 상태
기름
색상
무색
Henry's Law Constant
1.2 · 1.2×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
EPA
2 · 2-Isopropylnaphthalene (2027-17-0)

화학적 성질

Clear, yellowish-brown liquid; faint sweet odor.Insoluble in water. Combustible.

안전 및 보호

Disposal Methods · 2건

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

The following wastewater treatment technology has been investigated for naphthalene: Biological treatment. /Naphthalene/

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 9,000(SRC), determined from a structure estimation method(2), indicates that 2-isopropylnaphthalene is expected to be immobile in soil(SRC). Volatilization of 2-isopropylnaphthalene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.5X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). 2-Isopropylnaphthalene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.18X10-3 mm Hg(4). 2-Isopropylnaphthalene may degrade in the soil environment based on MITI test data using analogous 1- and 2-methylnaphthalenes(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 9,000(SRC), determined from a structure estimation method(2), indicates that 2-isopropylnaphthalene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 8.5X10-4 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 5 hrs and 5 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 78 days if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 730(SRC), from an estimated log Kow of 4.6(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions(9). 2-Isopropylnaphthalene may degrade in the aquatic environment based on MITI test data using analogous 1- and 2-methylnaphthalenes; using a freshwater inoculum, 49% and 72% for 1- and 2-methylnaphthalene, respectively, was lost in 28 days under aerobic conditions at 25 °C(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-isopropylnaphthalene, which has a vapor pressure of 5.18X10-3 mm Hg at 25 °C(2), is expected to exist primarily as a vapor in the ambient atmosphere. Vapor-phase 2-isopropylnaphthalene 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 7 hrs(SRC), calculated from its rate constant of 5.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Based upon aqueous photolysis data(4), 2-isopropylnaphthalene may undergo direct photolysis in the atmosphere.

Effluent Concentrations2-Isopropylnaphthalene was identified as a component of waste water effluent from sewage treatment facilities(1).
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2-isopropylnaphthalene can be estimated to be 9,000(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-isopropylnaphthalene is expected to be immobile in soil.

Natural Pollution Sources2-Isopropylnaphthalene is a natural component of crude oil(1).
Artificial Pollution Sources2-Isopropylnaphthalene's production and use as a chemical intermediate(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1건

AEROBIC: 2-Isopropylnaphthalene may degrade in the environment based on data from analogous 1- and 2-methylnaphthalenes(1). Less than 5% and 5% degradation of 1- and 2-methylnaphthalene, respectively, occurred in 28 days using the Japanese MITI I procedure; however, for the MITI II test with a freshwater inoculum, 49% and 72% for 1- and 2-methylnaphthalene, respectively, was lost in 28 days under aerobic conditions at 25 °C(1).

Sediment/Soil Concentrations · 1건

SEDIMENT: 2-Isopropylnaphthalene was detected in sediment samples at a concn of 50 ng/g dry wt(1) 400 m downstream from a discharge of produced water at midchannel at Pass Fourchon, LA(1). Produced water is a complex chemical mixture that can contain petroleum organics, heavy metals, radionuclides, treating chemicals, salts, and dissolved nonvolatile organic matter of unknown chemical composition at concns as high as 750 mg C/L, and is generated as a result of petroleum production(2).

Environmental Bioconcentration · 1건

An estimated BCF of 730 was calculated for 2-isopropylnaphthalene(SRC), using an estimated log Kow of 4.6(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(SRC). However, using a bioaccumulation study, 2-isopropylnaphthalene was not detected in oyster tissue samples following a 14 day exposure to 2-isopropylnaphthalene-contaminated sediment (concn of <10 ng/g dry wt) collected near Port Lachon, LA(4).

Volatilization from Water/Soil · 1건

The Henry's Law constant for 2-isopropylnaphthalene is estimated as 8.5X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-isopropylnaphthalene is expected to volatilize 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 5 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 5 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The volatilization half-life from a model pond is about 78 days when adsorption is considered(3). 2-Isopropylnaphthalene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.18X10-3 mm Hg(4).

Non-Human Toxicity Excerpts · 2건

/LABORATORY ANIMALS: Acute Exposure/ Pulmonary toxicity of 2-isopropylnaphthalene (2-IPN) and its photoproducts was studied in mice. Twenty-four hr after the intraperitoneal injection of 2-IPN or its photoproducts, 2-isopropenylnaphthalene (2-IPeN) (1000 mg/kg), 2-acetonaphthone (2-AN) (700 mg/kg), beta-naphthol (BN) (50 mg/kg), phthalide (PH) (500 mg/kg) and phthalic acid (PA) (100 mg/kg) produced pulmonary damage, but 2-IPN (3000 mg/kg) and 2-(2-naphthyl)-2-propanol (2-NP) (100 mg/kg) did not produce pulmonary damage. The maximum levels of 2-IPN in the lung, liver and kidney were observed 6 hr after the administration, and then the levels decreased with time. The concentrations of 2-IPeN, 2-NP, 2-AN, BN, PH and PA in the tissues, reached the maximum levels within 1 or 2 hr, and then rapidly decreased with time. The binding of both 2-AN and BN to lung slices was greater than that of other compounds. The injections of 2-IPN, 2-IPeN, BN and PH caused considerable depletion of pulmonary GSH (reduced glutathione).

/LABORATORY ANIMALS: Acute Exposure/ Pulmonary toxicity of naphthalene (NAP), 2-methylnaphthalene (2-MN), 2-isopropylnaphthalene (2-IPN) and 2,6-diisopropylnaphthalene (2,6-DIPN) was studied in mice. Twenty four hr after the intraperitoneal (i.p.) administration of NAP (200 mg/kg (1.6 mmol] or 2-MN (400 mg/kg (2.8 mmol], pulmonary damage was detected. Prior treatment with diethyl maleate resulted in enhancement of NAP and 2-MN-induced bronchiolar damage. In contrast to the effects of NAP and 2-MN, injections of 2-IPN (3000 mg (17.6 mmol)/kg) and 2,6-DIPN (3000 mg (14.2 mmol)/kg) did not cause detectable pulmonary damage. Injections of NAP and 2-MN caused considerable depletion of pulmonary reduced glutathione (GSH), while injections of 2-IPN and 2,6-DIPN caused only a slight depletion. There were general decreases in the binding of the compounds to lung slices with increasing number of carbons of the alkyl substituent. Pretreatment with a cytochrome P-450 inducer (beta-naphthoflavone) increased the binding of NAP, 2-MN, and 2-IPN to lung slices. Treatments with NAP, 2-MN, 2-IPN and 2,6-DIPN did not affect the lipid peroxidation or phospholipid contents in the lung. These results suggest that the difference in pulmonary toxicity among NAP, 2-MN, 2-IPN, and 2,6-DIPN may be dependent on the ability of these compounds to irreversibly bind to lung tissue.

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of 2-isopropylnaphthalene with photochemically-produced hydroxyl radicals has been estimated as 5.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 7 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions(2). The rate constant for the direct photolysis of 2-isopropylnaphthalene in a pyrex beaker of distilled water maintained at 20 °C and exposed to a 100W mercury lamp for 96 hours was measured to be 0.31 hr-1; which corresponds to a half-life of about 22.3 hours(3).

Probable Routes of Human Exposure · 1건

Occupational exposure to 2-isopropylnaphthalene may occur through inhalation and dermal contact with this compound at workplaces where 2-isopropylnaphthalene is produced or used. Monitoring data indicate that the general population may be exposed to 2-isopropylnaphthalene via ingestion of contaminated drinking water and recreational activities on contaminated waterways. (SRC)

규제 정보

Atmospheric Standards · 1건

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Alkyl naphthalenes is produced, as an intermediate or a final product, by process units covered under this subpart. /Alkyl Naphthalenes/

안전 데이터

tsca
TSCA listed
rtecs
QJ8000000
HS 번호
2902.90.9000
유해 물질 데이터
2027-17-0(Hazardous Substances Data)

용도 및 제조

Uses · 3건

Used in solvents and as an organic intermediate; [HSDB]

Organic intermediate.

2-Isopropylnaphthalene is contained in solvents and used as a chemical intermediate.

Methods of Manufacturing... Produced by alkylation of naphthalene with propylene.
General Manufacturing InformationNaphthalene, 2-(1-methylethyl)-: ACTIVE

응용 분야

용도2-Isopropylnaphthalene has been seen to likely act as CYP2F2 substrates through molecular modelling of the mouse cytochrome P450 CYP2F2.

상·하류 제품 정보

상류 원료

1,4-비스(이소프로필)나프탈렌1,5-디이소프로필나프탈렌특수화학물질1,6-비스(이소프로필)나프탈렌1,3-bis(isopropyl)naphthalene1,7-디이소프로필나프탈렌나프탈렌propene