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4-메틸아니솔

4-Methylanisole

HCID 7731
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
104-93-8
표준 SMILES
COc1ccc(C)cc1
InChIKey
CHLICZRVGGXEOD-UHFFFAOYSA-N
분자식
C8H10O
평균 분자량
122.16 g/mol
단동위원소 질량
122.07316494

개요

1-Methoxy-4-methylbenzene is a member of methoxybenzenes.

이름 및 식별자

우선 이름
4-Methylanisole
IUPAC
1-methoxy-4-methylbenzene
현지명
4-메틸아니솔
영어명
4-Methylanisole
분자식
C8H10O
분자량
122.16

이름 및 동의어

4-Methylanisole1-METHOXY-4-METHYLBENZENE104-93-84-MethoxytolueneBenzene, 1-methoxy-4-methyl-p-Cresol methyl etherp-methyl anisoleAnisole, p-methyl-Methyl p-tolyl ether4-Methyl anisoleMethyl p-cresolp-Tolyl methyl ether
이름 더 보기
1-메톡시-4-메틸벤젠4-메틸아니솔MSOPARA CRESYL METHYL ETHERP-CRESYL METHYL ETHERP-METHYLANISOLEFEMA 2681P-METHOXYTOLUENEBenzene,1-methoxy-4-methyl-
para-MethylanisoleMethyl p-cresyl ether4-Methyl-1-methoxybenzene4-Methylphenol methyl etherMethyl-para-cresolpara-Methoxytoluenepara-Cresyl methyl etherToluene, 4-methoxy-

데이터베이스 식별자

CAS
104-93-8
PubChem CID
7731
DTXSID
DTXSID9026710
ChEMBL
CHEMBL154155
ChEBI
CHEBI:89728
UNII
10FAI0OR9W
EC Number
203-253-7
Nikkaji
J10.114A

물성

구조 계산 물성보충 중

XLogP
2.7
극성 표면적
9.2 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
1
무거운 원자 수
9
형식 전하
0
복잡도
72.6

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Other Aromatic Compounds
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (p-Methylanisole) -> IFRA transparency List
LogP · 3건

log Kow = 2.66

2.66

2.56

Odor · 3건

STRONG FLORAL ODOR

PUNGENT ODOR SUGGESTIVE OF YLANG-YLANG

SHARP, FRUITY SWEET ODOR

TasteNUTTY TASTE
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2건

0.969 AT 25 °C/25 °C

0.996-1.004

Flavoring AgentsEU Flavoring substances
Color/FormCOLORLESS LIQUID
Solubility · 4건

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 < 0.1% (1 of 1843) of reports.

Warning

H226 (86%): Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P303+P361+P353, P305+P351+P338, P318, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1843 reports by companies from 32 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 5건

Chemical: Benzene, 1-methoxy-4-methyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Benzene, 1-methoxy-4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1-methoxy-4-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)

REACH registered substance: 4-methylanisole (EC: 203-253-7)

4-Methylanisole: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryEmergency treatment: Anisole. [HSDB] Safe when used as a flavoring agent in food; [JECFA] A moderate irritant on rabbit skin; [RTECS] An irritant; [MSDSonline] See Anisole.
FDA Requirements · 1건

p-Methylanisole is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient.

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

LIVER MICROSOMES...INDUCE MIGRATION OF AN AROMATIC METHYL GROUP /BY WAY OF NIH SHIFT/, SINCE ONE OF THE HYDROXYLATED METABOLITES OF PARA-METHYLANISOLE WAS FOUND TO BE META-METHYL-PARA-HYDROXYANISOLE.

P-METHYLANISOLE IS METAB TO ANISIC ACID & P-CRESOL IN RABBITS. 2-METHOXY-5-METHYLPHENOL & 5-METHOXY-2-METHYLPHENOL ARE METABOLITES PRODUCED IN RATS & RABBITS. /FROM TABLE/

Cellular LocationsMembrane

용도 및 제조

Uses · 6건

Used as a flavor, fragrance, and starting material for the preparation of p-anisaldehyde; [HSDB]

SYNTHETIC FLAVOR

PERFUME INGREDIENT

FRAGRANCE, EG, FOR PERFUMES, SOAPS & DETERGENTS

FLAVORING AGENT, EG, FOR SYRUPS, BAKED GOODS & CANDIES

Starting material for the preparation of p-anisaldehyde.

U.S. Production · 3건

2023: 8,451,246 lb

(1979) 1.36X10+7 GRAMS

(1981) 2.86X10+7 GRAMS

Consumer UsesFragrance
Industry UsesFragrance
Methods of Manufacturing · 2건

BY METHYLATION OF P-CRESOL.

REACTION OF P-CRESOL WITH METHYL SULFATE IN THE PRESENCE OF SODIUM HYDROXIDE (WILLIAMSON SYNTHESIS)

Formulations/PreparationsGRADES: FCC; TECHNICAL.
Household ProductsInformation on 7 consumer products that contain P-Cresyl Methylether in the following categories is provided:
Use Classification · 6건

관련 반응

84건
반응 기록 만들기
HRID 104761 반응식
HRID 104761반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 108812 반응식
HRID 108812반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 134265 반응식
HRID 134265반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 149313 반응식
HRID 149313반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 161569 반응식
HRID 161569반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 167674 반응식
HRID 167674반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 173065 반응식
HRID 173065반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 192354 반응식
HRID 192354반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
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INSOL IN WATER; SOL IN ETHER, ETHANOL, AND CHLOROFORM.

1:3 IN 80% ALCOHOL, 1:7 IN 70% ALCOHOL

Insoluble in water, soluble in oils

soluble (in ethanol)

Flash Point60 °C

물리화학적 성질

녹는점
-32 °C · -32°C
끓는 점
174 °C · 174 °C(lit.)
밀도
0.969 g/mL · 0.969 g/mL at 25 °C(lit.)
증기압
5.25 mm · 5.25 mm Hg ( 50 °C)
굴절률
20 · n20/D 1.511(lit.)
FEMA
2681 · 2681 | P-METHYLANISOLE
인화점
128 °F · 128 °F
저장 조건
Sealed in dry,Room Temperature
용해도
클로로포름(수용성), 에틸아세테이트(약간 용해됨)
물리적 상태
액체
색상
무색투명~미황색
냄새
1 % · 디프로필렌 글리콜 중 1.00%. 나프틸 크레졸 일랑 파우더리 너티
냄새 유형
나프틸
생물학적 소스
synthetic
폭발한계
1.1 · 1.1-8.3%(V)
Odor Threshold
0.0012 ppm · 0.0012ppm
수용성
약간 용해됨
JECFA Number
1243 · 1243
BRN
1237336 · 1237336
Henry's Law Constant
2.1 · 2.1×10-3 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
4.03 · 4.0300000000000002
안정성
안정적인. 강한 산화제와 호환되지 않습니다. 타기 쉬운.
주요 응용
청소용품화장품음식 및 음료개인 위생 관리
화장품 원료 기능
향수
InChI
1S/C8H10O/c1-7-3-5-8(9-2)6-4-7/h3-6H,1-2H3
InChIKey
CHLICZRVGGXEOD-UHFFFAOYSA-N
SMILES
COc1ccc(C)cc1
LogP
2.74 · 2.74-2.8 at 25-35℃
NIST
1 · Benzene, 1-methoxy-4-methyl-(104-93-8)
EPA
p-Methylanisole (104-93-8)

화학적 성질

colourless liquid

Special ReportsTHE FOOD CHEMICALS CODEX (1972) HAS A MONOGRAPH ON P-CRESYL METHYL ETHER.[Opdyke, D.L.J. (ed.). Monographs on Fragrance Raw Materials. New York: Pergamon Press, 1979., p. 269]
Hazard Classes and CategoriesFlam. Liq. 3 (86%)

안전 및 보호

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 recommended classification scheme(1), an estimated Koc value of 670(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that 1-methoxy-4-methylbenzene will have low mobility in soil(SRC). Volatilization of 1-methoxy-4-methylbenzene may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 4.7X10-3 atm-cu m/mole(4,SRC), and from dry soil surfaces(SRC) based on an estimated vapor pressure of 1.14 mm Hg(5,SRC). Insufficient data are available to determine the rate or importance of biodegradation of 1-methoxy-4-methylbenzene in soil(SRC).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 670(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that 1-methoxy-4-methylbenzene may adsorb to suspended solids and sediment(SRC) in water. 1-Methoxy-4-methylbenzene may volatilize from water surfaces based on an estimated Henry's Law constant of 4.7X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated half-lives for a model river and model lake are 3.4 hours and 4.4 days, respectively(3,SRC). An estimated BCF value of 62(3,SRC), from an experimental log Kow(2), suggests that 1-methoxy-4-methylbenzene will only bioconcentrate moderately in aquatic organisms(SRC) according to a recommended classification scheme(5). Insufficient data are available to determine the rate or importance of biodegradation of 1-methoxy-4-methylbenzene in water(SRC).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 1.1 mm Hg at 25 °C(2,SRC) indicates that 1-methoxy-4-methylbenzene will exist in the vapor phase in the ambient atmosphere. Vapor-phase 1-methoxy-4-methylbenzene 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 about 14 hours(3,SRC).

Food Survey ValuesMethoxymethylbenzene (isomer unspecified) has been detected as a natural component of the aroma fraction of blue cheese(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Plant Concentrations1-Methoxy-4-methylbenzene is released to the atmosphere in emissions from vegetation(1,2).
Effluent Concentrations · 1건

1-Methoxy-4-methylbenzene has been detected at trace amounts (limit of detection = 0.1 ppb) in a product water sample from a coal gasification site in Hanna, WY(1). 1-Methoxy-4-methylbenzene was qualitatively detected in advanced waste treatment water in Pomona, CA on 9/25/74(2).

Soil Adsorption/Mobility · 1건

The Koc of 1-methoxy-4-methylbenzene is estimated as approximately 670(SRC), using an experimental log Kow of 2.66(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 1-methoxy-4-methylbenzene has low mobility in soil(SRC).

Natural Pollution SourcesFOUND IN OIL OF YLANG YLANG, CANAGA & OTHERS.
Human Toxicity Excerpts...TESTED AT 2% IN PETROLATUM PRODUCED NO IRRITATION AFTER A 48-HR CLOSED-PATCH TEST IN 25 HUMAN SUBJECTS. A MAXIMIZATION TEST WAS CARRIED OUT ON 25 HUMAN VOLUNTEERS...AT CONCN OF 2% IN PETROLATUM & PRODUCED NO SENSITIZATION REACTIONS.
Artificial Pollution Sources · 1건

1-Methoxy-4-methylbenzene's production and use as an synthetic flavor(1), perfume ingredient(2), and as a starting material for the preparation of p-anisaldehyde(3) may result in its release to the environment through various waste streams(SRC).

Environmental Bioconcentration · 1건

An estimated BCF value of 62 was calculated for 1-methoxy-4-methylbenzene(SRC), using an experimental log Kow of 2.66(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that 1-methoxy-4-methylbenzene will bioconcentrate moderately in aquatic organisms(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for 1-methoxy-4-methylbenzene is estimated as 4.7X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 1-methoxy-4-methylbenzene will volatilize from water surfaces(2,SRC). 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) is estimated as approximately 3.4 hours(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 4.4 days(2,SRC). 1-Methoxy-4-methylbenzene's vapor pressure, 1.1 mm Hg(3,SRC) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil may occur(SRC).

Non-Human Toxicity Excerpts · 2건

ACUTE DERMAL LD50 IN RABBITS WAS REPORTED AS GREATER THAN 5 G/KG. ...APPLIED FULL STRENGTH ON INTACT OR ABRADED RABBIT SKIN WAS MODERATELY IRRITATING.

4-Methoxytoluene was given by gavage to 4 groups of 20 rats at dosage levels of 0, 40, 120 or 240 mg/kg body wt/day for 4 wk. There was a statistically significant decr in serum creatinine and urea in the intermediate and high dose group for both sexes. Among males, a statistically significant decr in the packed cell volume was observed in the high and intermediate dose group. A no observed effect level of 40 mg/kg body wt/day was determined.

규제 정보

FDA Requirements · 1건

p-Methylanisole is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
BZ8780000
ridadr
UN 1993 3/PG 3
독성
The acute oral LD50 in rats was reported as 1.92 (1.51-2.45) g/kg (Hart, 1971). The acute dermal LD50 in rabbits was reported as > 5 g/kg (Hart, 1971).
HS 번호
29093090
risk_code
22-38-10-52/53-63
hazard_code
Xn
safety_code
36/37-16-61
포장분류
III
위험 등급
3
기존화학 물질
KE-23306
Hazard Classifications
Acute Tox. 4 OralFlam. Liq. 3Repr. 2Skin Irrit. 2
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
104-93-8(Hazardous Substances Data)

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 6건

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

Benzene, 1-methoxy-4-methyl-: ACTIVE

APPLICATIONS: FLAVOR USEFUL IN BLACK WALNUT, MAPLE, BERRY.

IN PUBLIC USE SINCE 1920S. USE IN FRAGRANCES IN USA AMOUNTS TO LESS THAN 10000 LB/YR. CONCN IN FINAL PRODUCT (%): SOAP (0.03 USUAL, 0.15 MAX), DETERGENT (0.003 USUAL, 0.015 MAX), CREAMS, LOTIONS (0.01 USUAL, 0.05 MAX), PERFUME (0.2 USUAL, 0.2 MAX).

REPORTED USED IN NON-ALCOHOLIC BEVERAGES 2.7 PPM; ICE CREAMS, ICES, ETC 2.7 PPM; CANDY 4.8 PPM; BAKED GOODS 7.6 PPM; GELATINS & PUDDINGS 0.50-4.0 PPM; CONDIMENTS 2.0 PPM; SYRUPS 8.0 PPM.

...GRANTED GRAS STATUS BY FEMA (1965)... THE COUNCIL OF EUROPE (1970) INCLUDED .../IT/ IN LIST OF ADMISSIBLE ARTIFICIAL FLAVORING SUBSTANCES AT LEVEL OF 5 PPM.

응용 분야 · 4건

개요p-Methylanisole has a pungent odor suggestive of ylang-ylang. May be prepared by methylation of p-cresol.

출처Reported found in the oils of ylang-ylang, cananga and flowers of Mimusops elengi L. Also reported found in tomato, blue and Camembert cheese, starfruit, buckwheat, rooibus tea (Aspalathus linearis) and tapereba (Spondias lutea).

용도4-Methylanisole was used to prepare 5-methoxy-1,8-dimethyltetralin. It was also used as the solubilizate molecule to study the site of incorporation of solubilizates in sodium dodecyl sulfate (SDS) micellar systems.

일반 설명4-Methylanisole is an odorant benzenoid belonging to the group of volatile organic compounds (VOCs). It can contribute to the floral scent of the plants. 4-Methylanisole is typically a lignin-derived bio-oil that is also a major ingredient of certain food products.

제조 방법

By methylation of p-cresol.

상·하류 제품 정보

상류 원료

P-크레졸2-메틸아니솔Benzene, 1,1'-[thiobis(methylene)]bis[4-methoxy-트리부틸(4-메톡시페닐)스탄난4-METHOXYBENZYL MERCAPTAN테트라메틸주석Sodium methyl sulfate아니스일 알코올(4-메톡시페닐)아세토나이트릴벤조산,4-broMo-,페닐에스테르

하류 제품

4-[[5-메톡시-4-[(4-메톡시페닐)아조]-2-메틸페닐]아조]벤젠술포닉산 나트륨 염2-메톡시-5-메틸아닐린VESNARINONE아니스알데히드Benzene, 1-methyl-4-(1-methylethoxy)-트리니트로메탄파라-아니스알데히드디메틸아세탈