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부토피로녹실

Butopyronoxyl

HCID 10760
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
532-34-3
표준 SMILES
CCCCOC(=O)C1=CC(=O)CC(C)(C)O1
InChIKey
OKIJSNGRQAOIGZ-UHFFFAOYSA-N
분자식
C12H18O4
평균 분자량
226.27 g/mol
단동위원소 질량
226.12050905

개요

Butopyronoxyl is a member of pyrans and a carbonyl compound.

이름 및 식별자

우선 이름
Butopyronoxyl
IUPAC
butyl 2,2-dimethyl-4-oxo-3H-pyran-6-carboxylate
현지명
부토피로녹실
영어명
BUTOPYRONOXYL
분자식
C12H18O4
분자량
226.27

이름 및 동의어

Butopyronoxyl532-34-3INDALONEBMOOButyl mesityl oxide oxalateENT 9Butyl mesityl oxideButylmesityl oxide oxalaten-Butylmesityloxid oxalaten-Butyl mesityl oxide oxalateButyl 3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate4I5PG5VZ0V
이름 더 보기
부토피로녹실dihydropyroneent9INDALONINDALONE(R)DIHYDROPYRONE(R)Butopyronoxyl >BUTYLMESITYL OXIDE
NSC-4044202-Carbo-N-butoxy-6,6-dimethyl-5,6-dihydro-1,4-pyroneButyl-3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylateButyl dihydro-6,6-dimethyl-4-oxopyran-2-carboxylate2H-Pyran-6-carboxylic acid, 3,4-dihydro-2,2-dimethyl-4-oxo-, butyl estern-Butyl ester of 3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylic acidalpha,alpha-Dimethyl-alpha'-carbobutoxy-dihydro-gamma-pyroneButyl 5,6-dihydro-6,6-dimethyl-4-oxo-4H-pyran-2-carboxylate

데이터베이스 식별자

CAS
532-34-3
PubChem CID
10760
DTXSID
DTXSID2040319
ChEMBL
CHEMBL2106142

물성

구조 계산 물성

XLogP
1.9
극성 표면적
52.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
5
무거운 원자 수
16
형식 전하
0
복잡도
315

실험 및 물리화학적 성질

SpringerMaterials PropertiesBoiling point
Pesticides · 2건

Pesticides -> Insect Repellents

Pesticide

OdorAromatic odor
Density1.052-1.060 @ 25 °C/25 °C
Color/FormYellow to pale reddish-brown liquid
Solubility · 3건

Practically insol in water; miscible with alcohol, chloroform, ether, glacial acetic acid

SOL IN BENZENE

PRACTICALLY INSOL IN GLYCEROL; SLIGHTLY SOL IN ETHYLENE GLYCOL, REFINED PETROLEUM OILS

Boiling Point256-270 °C @ 760 mm Hg
DecompositionWhen heated to decomposition it emits acrid fumes.
Refractive IndexIndex of refraction: 1.4745-1.4755 @ 25 °C/D
Physical DescriptionYellow to pale reddish-brown liquid with an aromatic odor; Affected slowly by light; [Hawley]

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

유해성 정보

Other Safety InformationIMAP assessments - 2H-Pyran-6-carboxylic acid, 3,4-dihydro-2,2-dimethyl-4-oxo-, butyl ester: Environment tier I assessment
Fire PotentialCombustible when exposed to heat or flame.
Hazards SummaryMay cause liver damage; [Hawley] Slightly irritating to skin; In high-dose animal studies, causes liver and kidney injury; [HSDB] May cause irritation; [MSDSonline]
FIFRA Requirements · 1건

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Butyl 3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate is found on List C. Case No: 3079; Pesticide type: insecticide; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): Butyl 3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

화학 및 산업

용도 및 제조

Uses · 6건

Used as insect repellent for application to human skin to repel ticks, mosquitoes, gnats, and stable flies; No longer registered with the EPA for use in the US, cancelled status; [HSDB]

For Indalone (USEPA/OPP Pesticide Code: 046801) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

... insect repellents /indalone/ are intended for application to human skin ... /SRP: former use/

... /AMONG/ BETTER REPELLENTS FOR TICKS ... /SRP: FORMER USE/

For more Uses (Complete) data for INDALONE (6 total), please visit the HSDB record page.

Methods of ManufacturingPrepared by condensation of mesityl oxide with dibutyl oxalate in the presence of sodium ethoxide.
Formulations/Preparations · 3건

USEPA/OPP Pesticide Code 046801; Trade Names: Indalone.

...GENERALLY USED IN ADMIXTURE (TWO PARTS) WITH DIMETHYL PHTHALATE (SIX PARTS) & 2-ETHYLHEXANE-1,3-DIOL (TWO PARTS).

Grade: technical

General Manufacturing Information · 3건

2H-Pyran-6-carboxylic acid, 3,4-dihydro-2,2-dimethyl-4-oxo-, butyl ester: INACTIVE

Discontinued by FMC Corp.

Can be applied directly on the skin.

응용 분야

용도Insect repellents that can be applied directly on the skin.

공급사27 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.

관련 반응

1건
반응 기록 만들기
HRID 870025 반응식
HRID 870025반응물로uspto-grants-2015_03

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
ChEBI
CHEBI:82262
UNII
4I5PG5VZ0V
EC Number
208-535-3
Nikkaji
J6.986H
Stability/Shelf Life
REASONABLY STABLE IN AIR BUT SLOWLY AFFECTED BY LIGHT
Other Experimental PropertiesExists largely as the dihydropyrone in equilibrium with the open chain enol form

물리화학적 성질

녹는점
25 °C · 25°C
끓는 점
760 · bp760 256-270°
밀도
1.054 g/mL · 1.054 g/mL at 25 °C(lit.)
굴절률
20 · n20/D 1.477(lit.)
인화점
230 °F · >230 °F
저장 조건
4 °C, · 4°C, protect from light
용해도
100 mg/mL · DMSO: 100 mg/mL (441.95 mM)
물리적 상태
투명한 액체
색상
Light orange to Yellow to Green
Henry's Law Constant
2.1 · 2.1×102 mol/(m3Pa) at 25℃, HSDB (2015)
EPA
Butopyronoxyl (532-34-3)

화학적 성질

Yellow to pale reddish-brown liquid; aromatic odor. Reasonably stable in air. Slowly affected by light. Insoluble in water; miscible with alcohol, chloroform, ether, glacial acetic acid.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Skin, Eye, and Respiratory IrritationsA mild skin irritant.

안전 및 보호

Storage Conditions · 1건

IN GENERAL, MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS ... SHOULD BE STORED IN A COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, & SHOULD BE PERIODICALLY INSPECTED. ... INCOMPATIBLE MATERIALS SHOULD BE ISOLATED FROM EACH OTHER.

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.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that indalone is expected to have very high mobility in soil(SRC). Volatilization of indalone from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.7x10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Indalone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.5X10-4 mm Hg(SRC), determined from a fragment constant method(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that indalone is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4.7X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Hydrolysis is not expected to be an important fate process based on half-lives of 132 and 13 years(SRC), estimated from a structure estimation method(5). According to a classification scheme(6), an estimated BCF of 15(SRC), from an estimated log Kow of 2.42(7) and a regression-derived equation(8), 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), indalone, which has an estimated vapor pressure of 2.5X10-4 mm Hg at 25 °C is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase indalone is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone molecules(SRC). The half-life for this reaction with hydroxyl radicals in air is estimated to be 9 hours(SRC), calculated from its rate constant of 4.4X10-11 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3). The half-life for this reaction with ozone is estimated to as 31 hours(SRC), calculated from its rate constant of 8.8X10-18 cu cm/molecule-sec using a structure estimation method(3).

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.
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc for indalone can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that indalone is expected to have very high mobility in soil.

Human Toxicity Excerpts · 2건

... NON-IRRITANT THOUGH CAUSING SLIGHT STINGING SENSATION, TO SOME ... WHEN APPLIED TO SKIN.

MAY BE MILDLY IRRITATING TO SKIN ON REPEATED APPLICATION. ... NO HUMAN POISONINGS ARE KNOWN.

Artificial Pollution SourcesIndalone's former production and use as an insect repellent(1) resulted in its direct release to the environment(SRC).
Environmental Bioconcentration · 1건

An estimated BCF of 15 was calculated for indalone(SRC), using an estimated log Kow of 2.42(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Volatilization from Water/Soil · 1건

The Henry's Law constant for indalone is estimated as 4.7X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that indalone is expected to be essentially nonvolatile from water surfaces(2). Indalone's Henry's Law constant(1) indicates that volatilization from moist soil surfaces is not expected(SRC). Indalone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.5X10-4 mm Hg (SRC), determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 3건

MILD FOCAL NECROSIS IN LIVER & KIDNEYS OF RABBITS AFTER REPEATED CUTANEOUS EXPOSURES.

IN 2-YR FEEDING TRIALS SOME GROWTH RETARDATION WAS OBSERVED IN RATS RECEIVING 80 G/KG DIET.

LOW TOXICITY WARM BLOODED ANIMALS ... THE PRESENCE OF DIBUTYL OXALATE AS IMPURITY IS OBJECTIONABLE BECAUSE OF ITS HARMFUL EFFECTS ON THE KIDNEYS WHEN APPLIED TO SKIN.

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of indalone with photochemically-produced hydroxyl radicals has been estimated as 4.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of indalone with ozone has been estimated as 8.8X10-18 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 31 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). A base-catalyzed second-order hydrolysis rate constant of 1.7X10-3 L/mole-sec(SRC) was estimated using a structure estimation method(3); this corresponds to half-lives of 132 and 13 years at pH values of 7 and 8, respectively(3). Indalone may undergo direct photolysis since this compound contains functional groups that may absorb light in the environmental UV spectrum (>290 nm)(4), but the kinetics of this reaction are not known.

Probable Routes of Human Exposure · 1건

Occupational exposure and general population exposure should be low or non-existent since indalone is no longer produced or used. In the past, indalone was applied directly to the skin as an insect repellant and exposure to this compound was primarily by dermal routes. (SRC)

Environmental Fate/Exposure Summary · 1건

Indalone's former production and use as an insect repellent resulted in its direct release to the environment. If released to air, an estimated vapor pressure of 2.5X10-4 mm Hg at 25 °C indicates indalone will exist solely as a vapor in the ambient atmosphere. Vapor-phase indalone will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone molecules. The half-life for this reaction with hydroxyl radicals is estimated to be 9 hours and the half-life for the reaction with ozone is estimated to be 31 hours. If released to soil, indalone is expected to have very high mobility based upon an estimated Koc of 10. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 4.7X10-8 atm-cu m/mole. Indalone is not expected to volatilize from dry soil surfaces based on its vapor pressure. If released into water, indalone is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. Hydrolysis is not expected to be an important environmental fate process based on estimated half-lives of 132 and 13 years at pH 7 and 8, respectively. An estimated BCF of 15 suggests the potential for bioconcentration in aquatic organisms is low. Occupational exposure and general population exposure should be low or non-existent since indalone is no longer produced or used. In the past, indalone was applied directly to the skin as an insect repellant and exposure to this compound was primarily by dermal routes. (SRC)

Non-Human Toxicity Values · 4건

LD50 Rat oral 7400 mg/kg

LD50 Mouse oral 11,600 mg/kg

LD50 Rabbit oral 5400 mg/kg

LD50 Guinea pig oral 3200 mg/kg

규제 정보

FIFRA Requirements · 1건

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Butyl 3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate is found on List C. Case No: 3079; Pesticide type: insecticide; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): Butyl 3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
UP7000000
독성
LD50 in mice, rats (ml/kg): 11.6, 7.4 orally (Draize)
HS 번호
29329990
risk_code
38
safety_code
37/39
유해 물질 데이터
532-34-3(Hazardous Substances Data)
+86-0571-88938639 17705817739 · [email protected]
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安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
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TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
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