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1,4-디메톡시벤젠

1,4-Dimethoxybenzene

HCID 9016
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인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
150-78-7
표준 SMILES
COc1ccc(OC)cc1
InChIKey
OHBQPCCCRFSCAX-UHFFFAOYSA-N
분자식
C8H10O2
평균 분자량
138.16 g/mol
단동위원소 질량
138.06807956

개요

1,4-dimethoxybenzene appears as colorless crystals. (NTP, 1992)

이름 및 식별자

우선 이름
1,4-Dimethoxybenzene
IUPAC
1,4-dimethoxybenzene
현지명
1,4-디메톡시벤젠
영어명
1,4-Dimethoxybenzene
분자식
C8H10O2
분자량
138.16

이름 및 동의어

1,4-Dimethoxybenzene150-78-7p-Dimethoxybenzenep-MethoxyanisoleHYDROQUINONE DIMETHYL ETHERBenzene, 1,4-dimethoxy-Benzene, p-dimethoxy-4-MethoxyanisoleQuinol dimethyl ether1,4-DimethoxybenzolDimethylhydroquinone etherDimethyl ether hydroquinone
이름 더 보기
1,4-디메톡시벤젠하이드로퀴논다이메틸에테르하이드로퀴논 다이메틸에테르dimethoxybenzeneDIMETHYLHYDROQUINONEFEMA 23861,4-dimethoxy-benzen4-DiMethoxybenzene1,4-dimethoxybezene
USAF AN-9Dimethyl hydroquinoneHydroquinone, dimethyl etherMethyl p-methoxyphenyl etherDimethylether hydrochinonuFEMA No. 2386para-dimethoxybenzeneDTXSID0022014

데이터베이스 식별자

CAS
150-78-7
PubChem CID
9016
DTXSID
DTXSID0022014
ChEMBL
CHEMBL1668604
ChEBI
CHEBI:179261
UNII
24WC6T6X0G
EC Number
205-771-9
Nikkaji
J5.858K

물성

구조 계산 물성

XLogP
2
극성 표면적
18.5 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
2
무거운 원자 수
10
형식 전하
0
복잡도
73.3

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Ethers, Other
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (p-Dimethoxybenzene) -> IFRA transparency List
LogP · 4건

log Kow = 2.03

2.04

2.04

2.03

Odor · 2건

SWEET CLOVER ODOR

SWEET, NUT-LIKE AROMA

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

1.053 at 131 °F (NTP, 1992) - Denser than water; will sink

1.0526 @ 55 °C/55 °C

Flavoring AgentsEU Flavoring substances
Viscosity1.04 CENTIPOISE @ 65 °C
Color/Form · 2건

LEAFLETS FROM WATER

안전 및 규제

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

GHS 분류

GHS Classification · 3건

This chemical does not meet GHS hazard criteria for 97.5% (1792 of 1838) of all reports.

Not Classified

Aggregated GHS information provided per 1838 reports by companies from 7 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 4건

Chemical: Benzene, 1,4-dimethoxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com.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

REACH registered substance: 1,4-dimethoxybenzene (EC: 205-771-9)

Benzene, 1,4-dimethoxy-: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsCombustible. Finely dispersed particles form explosive mixtures in air.
Hazards Summary · 1건

Moderate skin irritant; Acts as general anesthetic in lethal-dose feeding studies of rats; [RTECS] Safe as a flavoring agent in food; [JECFA] Emergency treatment: see Hydroquinone and Quinone. [HSDB] No listed effects of short-term or long-term exposure; Insufficient data are available on the effect of this substance on human health, therefore utmost care must be taken. [ICSC] An irritant; [MSDSonline]

Reactive GroupEthers
Special ReportsOPDYKE DL J; FOOD COSMET TOXICOL 16 (1): 715 (1978). REVIEW WITH 18 REFERENCES ON DIMETHYLHYDROQUINONE INCLUDING TOXICITY, IRRITATION, SENSITIZATION, DEPIGMENTATION, METAB & PHARMACOLOGY.
Reactivity Profile1,4-DIMETHOXYBENZENE is an ether. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

화학 및 산업

약리 정보

Metabolism/Metabolites1,4-DIMETHOXYBENZENE GIVES P-METHOXYPHENOL IN RABBIT. /FROM TABLE/
Cellular LocationsCytoplasm

용도 및 제조

Uses · 4건

Used as a weathering agent in paints and plastics, a fixative in perfumes, and a flavoring additive; Also used in dyes, as a resin intermediate, and in cosmetics and suntan creams; [Hawley]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

WEATHERING AGENT IN PAINTS & PLASTICS; FIXATIVE IN PERFUMES; DYES; RESIN INT; COSMETICS; FLAVORING

HYDROQUINONE DIMETHYL ETHER IS USED AS INT IN MFR OF CERTAIN NAPHTHOL DYES & AS WEATHERING AGENT FOR PAINTS & PLASTICS. BECAUSE OF ITS FRAGRANT ODOR, IS ALSO USED...IN SOAP PERFUMES, LOTIONS, & CREAMS.

U.S. Imports · 2건

(1977) 5.75X10+5 GRAMS (PRINCPL CUSTMS DISTS)

(1979) 2.77X10+7 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 2건

(1977) PROBABLY GREATER THAN 4.54X10+6 GRAMS

(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS

Methods of ManufacturingMETHYLATION OF HYDROQUINONE USING DIMETHYLSULFATE & ALKALI
Use Classification · 4건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 2건

Benzene, 1,4-dimethoxy-: ACTIVE

FEMA NO 2386; REPORTED USES: NON-ALCOHOLIC BEVERAGES, 8.1 PPM; ICE CREAM, ICES, ETC, 5.0 PPM; CANDY, 4.7 PPM; BAKED GOODS, 5.8 PPM. /FROM TABLE/

관련 반응

59건
반응 기록 만들기
HRID 25913 반응식
HRID 25913반응물로uspto-grants-1979_04
HRID 217582 반응식
HRID 217582반응물로uspto-grants-2012_06
HRID 223557 반응식
HRID 223557반응물로uspto-grants-1982_10
HRID 239613 반응식
HRID 239613반응물로uspto-grants-2014_02
HRID 294317 반응식
HRID 294317반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 309820 반응식
HRID 309820반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 347395 반응식
HRID 347395반응물로uspto-grants-2007_02
HRID 370880 반응식
HRID 370880반응물로uspto-grants-1985_07
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WHITE FLAKES

Solubility · 6건

Slightly soluble (NTP, 1992)

SLIGHTLY SOL IN WATER; VERY SOL IN ETHER, BENZENE

1:10 IN 95% ALCOHOL

SOL IN ACETONE

Solubility in water: none

Slightly soluble in water

물리화학적 성질

녹는점
54 · 54-56 °C(lit.)
끓는 점
213 °C · 213 °C(lit.)
밀도
1.053 g/mL · 1.053 g/mL at 25 °C(lit.)
증기 밀도
4.8 · 4.8 (vs air)
증기압
1 mm · <1 mm Hg ( 20 °C)
굴절률
1.5231 · 1.5231 (estimate)
FEMA
2386 · 2386 | P-DIMETHOXYBENZENE
인화점
98 °C · 98 °C
저장 조건
Sealed in dry,Room Temperature
용해도
0.1 g/mL, · 디옥산: 0.1 g/mL, 투명
물리적 상태
결정질 분말, 결정 또는 플레이크
색상
하얀색
Specific Gravity
1.053 · 1.053
냄새
1 % · 디프로필렌 글리콜 중 1.00%. 달콤한 녹색 새 잔디 건초 회향
수소이온지수(pH)
7 · 7 (H2O, 20℃)(saturated solution)
폭발한계
1.2 · 1.2-5.6%(V)
냄새 유형
녹색
생물학적 소스
synthetic
수용성
0.8 g/L · 0.8g/L(20℃)
JECFA Number
1250 · 1250
BRN
774605 · 774605
Henry's Law Constant
2.8 · 2.8×10-3 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
4.5 · 4.5(23℃)
안정성
안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다.
주요 응용
청소용품화장품음식 및 음료개인 위생 관리
화장품 원료 기능
향수
InChI
1S/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3
InChIKey
OHBQPCCCRFSCAX-UHFFFAOYSA-N
SMILES
COc1ccc(OC)cc1
LogP
2.08 at · 2.08 at 20℃
NIST
1 · Benzene, 1,4-dimethoxy-(150-78-7)
EPA
p-Dimethoxybenzene (150-78-7)

화학적 성질

white crystals or powder

Chemical Dangers
Reacts with strong oxidants.
Physical DangersDust explosion possible if in powder or granular form, mixed with air.
Air and Water ReactionsSlightly water soluble (NTP, 1992).
Hazard Classes and CategoriesNot Classified
Explosive Limits and PotentialExplosive limits , vol% in air: 1.2-5.6

안전 및 보호

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide.
First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants.
Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

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.

Spillage Disposal · 1건

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Ventilation. Remove all ignition sources. Sweep spilled substance into covered sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations.

Eye PreventionWear safety spectacles.
Fire PreventionNO open flames. NO contact with combustible substances. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
Skin PreventionProtective gloves.
Ingestion PreventionDo not eat, drink, or smoke during work.

독성 정보

Ecotoxicity ValuesLC50 Pimephales promelas (fathead minnow) 117 mg/l 96 hr flow-through bioassay, wt 0.12 g, water hardness 45.5 mg/l calcium carbonate , temp: 25 + or - 1 °C, pH 7.5, dissolved oxygen greater than 60% of saturation
Environmental Fate · 3건

TERRESTRIAL FATE: An estimated Koc of 300(1,SRC), calculated from an experimental log Kow of 2.03(2,SRC), suggests that hydroquinone dimethyl ether will have moderate mobility in soil(SRC), based upon a recommended classification scheme(3). Hydroquinone dimethyl ether may volatilize from moist soil surfaces based on an estimated Henry's Law constant of 3.5X10-3 atm-cu m/mole(4,SRC). It may volatilize from dry soil surfaces based on an estimated vapor pressure of 8.7X10-2 mm Hg(5,SRC). Incomplete information is available regarding the biodegradation potential of hydroquinone dimethyl ether; however, this compound was completely biodegraded within eight days under aerobic conditions using a mixed soil population(6); another soil isolate was unable to biodegrade this compound(7).

AQUATIC FATE: Hydroquinone dimethyl ether is expected to volatilize from water surfaces based on an estimated Henry's Law constant of 3.54X10-3 atm-cu m/mole(1,SRC). The volatilization half-life from a model river was estimated as 4 hours and from a model lake, 5 days(2,SRC) Photooxidation half-lives of 60 hours for continuous sunlight on the water's surface and 150 hours of continous sunlight at a 1 meter depth was measured for hydroquinone dimethyl ether in natural water(3). An estimated BCF value of 20(2,SRC), calculated from an experimental log Kow(4), indicates that hydroquinone dimethyl ether should not bioconcentrate in aquatic organisms(2,SRC). Incomplete information is available regarding the biodegradation potential of hydroquinone dimethyl ether, however, this compound was completely biodegraded within eight days under aerobic conditions using a mixed soil population(5); another soil isolate was unable to biodegrade this compound(6).

ATMOSPHERIC FATE: Based on an estimated vapor pressure of 8.7X10-2 mm Hg at 25 °C(1,SRC), hydroquinone dimethyl ether will exist mainly in the vapor phase(2,SRC). Hydroquinone dimethyl ether will degrade in the vapor phase by reaction with photochemically produced hydroxyl radicals (5X10+5 hydroxyl radicals per cu cm) with an estimated half-life of about 19 hours(3,SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by inhalation.
Toxicity Summary · 1건

IDENTIFICATION AND USE: Hydroquinone dimethyl ether exists as white flakes or leaflets. It has a sweet clover or nut like odor and has an oily phenolic taste. It is slightly soluble in water; very soluble in ether, benzene, alcohol and acetone. It is used as a flavoring agent, weathering agent in paints and plastics, and as a fixative in perfumes, also used in dyes; resin intermediates, and in cosmetics, and flavoring agent. HUMAN EXPOSURE AND TOXICITY: Chronic neurotoxic effects include vision disturbances. Exposure to this chemical could result from industrial handling. ANIMAL STUDIES: In female rats fed a diet containing this chemical at a concentration of 2% or greater produced questionable results on growth. In dogs fed hydroquinone ethers only minor body weight loss was noted. A solution in olive oil containing this chemical caused a slight or moderate irritation to Guinea pig skin.

Effluent ConcentrationsHydroquinone dimethyl ether was detected in one occurrence in the wastewater from a petroleum refining company at unreported concentrations(1).
Soil Adsorption/Mobility · 1건

Based on an experimental log Kow of 2.03(1), the Koc of hydroquinone dimethyl ether is estimated as approximately 300 using a regression-derived equation(2,SRC). According to a suggested classification scheme(3), this estimated Koc value suggests that hydroquinone dimethyl ether will have moderate mobility in soil(SRC).

Natural Pollution SourcesREPORTED FOUND IN HYACINTH (HYACINTHUS ORIENTALIS L) ESSENTIAL OIL & IN RHODOPHYLLUS ICTERIUS.
Human Toxicity Excerpts · 2건

Cell lines Raji and K 562, lacking tyrosinase, and two melanotic human melanoma cell lines (IRE 1 and IRE 2), were exposed to concentrations from 5 X 10(-3) M to 10(-51 M of different phenols which are substrates of tyrosinase, ie 1-dopa, dopamine, hydroquinone, tertbutylcatechol, and of phenols which are not substrates of the tyrosinase ie resorcinol butylated hydroxyanisole and hydroquinone dimethyl ether. Cultures were carried out in the presence or in the absence of oxygen radical scavenger enzymes superoxide dismutase catalase and peroxidase. The stability of each substance in culture medium was assayed by high performance liquid chromatography. Results showed that: catechols which are substrates of tyrosinase decompose fully after 24 hr in medium; they are equally toxic for melanona and non-melanoma cell lines; their toxicity is significantly reduced by addition of scavenger enzymes; on the contrary phenols not substrates of tyrosinase are stable in medium and their toxicity is not reduced by scavenger enzynes. Tyrosinase does not play a major role in catechol toxicity in vitro.

Chronic neurotoxic effects include vision disturbances. /From table/ /Quinones/

Artificial Pollution Sources · 1건

Hydroquinone dimethyl ether's production and subsequent use as a weathering agent in paints and plastics, as a fixative in perfumes and in cosmetics, as an intermediate in the production of dyes and resins, and as a flavoring(1) may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 1건

Eight days were required to completely degrade hydroquinone dimethyl ether using a mixed soil population, as measured by loss of UV absorbance (indicates ring cleavage)(1). Hydroquinone dimethyl ether, when present as the sole carbon source, was not utilized by a bacterial soil isolate for growth over 30 days(2).

Environmental Bioconcentration · 1건

An estimated BCF value of 20 was calculated for hydroquinone dimethyl ether(SRC), using an experimental log Kow of 2.03(2) and a recommended regression-derived equation(1). This BCF value suggests that hydroquinone dimethyl ether will not bioconcentrate in aquatic organisms(SRC).

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
CZ6650000
HS 번호
29093090
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36-24/25
기존화학 물질
KE-11036
자연 발화 온도
1463 °F
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
150-78-7(Hazardous Substances Data)
응용 분야 · 3건

출처Reported found in hyacinth (Hyacinthus orientalis L.) essential oil, Rhodophyllus icterius, papaya, peppermint oil, green tea, cherimoya and cooked shrimp

용도1,4-Dimethoxybenzene is used as Pharmaceutical Intermediate. It is used in some paints and as a diazo dye. It is also used in perfumes and flavors in order to its floral odor. In addition, it is used on greasy skin, and with sulfur to treat acne, or as a dandruff treatment.

일반 설명Colorless crystals.

제조 방법

By methylation of hydroquinone using dimethyl sulfate and alkali.

상·하류 제품 정보

상류 원료

하이드로퀴논Metaclazepam디메틸설페이트

하류 제품

메틸2-아미노-2-(4-하이드록시페닐)아세테이트아네톨AcemetacinN-이소프로필아크릴아마이드1-(2,5-디메톡시페닐)-2-옥시미노-1-프로파논클로로넵2,3-DICHLORO-5,8-DIHYDROXY-1,4-나프토퀴논아스테미졸2,5-디메톡시프로피오페논1,4-디메톡시-2-니트로벤젠(2,5-Dimethoxyphenyl)acetic acid1-(2 5-Dimethoxyphenyl)-2-aminopropane&2,5-디클로로벤조-1,4-퀴논2,5-디메톡시아닐린2,5-디히드록시벤조니트릴2,5-dimethoxyterephthalohydrazide2-tert-부틸-1,4-디메톡시벤젠2-아세톡시-2',5'-메톡시벤조페논(2,5-dimethoxyphenyl)-pyridin-2-ylmethanol