基本情報
- 標準SMILES
COc1ccc(OC)cc1- InChIKey
OHBQPCCCRFSCAX-UHFFFAOYSA-N- 分子式
- C8H10O2
- 平均分子量
- 138.16 g/mol
- 単同位体質量
- 138.06807956
概要
1,4-dimethoxybenzene appears as colorless crystals. (NTP, 1992)
名称と識別子
- 優先名称
- 1,4-Dimethoxybenzene
- IUPAC
- 1,4-dimethoxybenzene
- 現地名
- 1,4-ジメトキシベンゼン
- 英語名
- 1,4-Dimethoxybenzene
- 分子式
- C8H10O2
- 分子量
- 138.16
名称と別名
名称をさらに表示
データベース識別子
- CAS
150-78-7- PubChem CID
- 9016
- DTXSID
DTXSID0022014- ChEMBL
CHEMBL1668604- ChEBI
CHEBI:179261- UNII
- 24WC6T6X0G
- EC Number
- 205-771-9
- Nikkaji
- J5.858K
物性
構造計算による物性
- XLogP
- 2
- 極性表面積
- 18.5 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 2
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 73.3
実験および物理化学的性質
LogP
log Kow = 2.03
2.04
2.04
Odor
SWEET CLOVER ODOR
SWEET, NUT-LIKE AROMA
Density
1.053 at 131 °F (NTP, 1992) - Denser than water; will sink
1.0526 @ 55 °C/55 °C
Color/Form
LEAFLETS FROM WATER
WHITE FLAKES
Solubility
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
物理化学的性質
- 融点
- 54 · 54-56 °C(lit.)
- 沸点
- 213 °C · 213 °C(lit.)
- 比重(密度)
- 1.053 g/mL · 1.053 g/mL at 25 °C(lit.)
- 蒸気密度
- 4.8 · 4.8 (vs air)
- 蒸気圧
- 1 mm · <1 mm Hg ( 20 °C)
- 屈折率
- 1.5231 · 1.5231 (estimate)
- FEMA
- 2386 · 2386 | P-DIMETHOXYBENZENE
- 闪点
- 98 °C · 98 °C
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- 0.1 g/mL、透明 · ジオキサン: 0.1 g/mL、透明
- 外見
- 結晶性粉末、結晶、またはフレーク
- 色
- 白い
- 比重
- 1.053 · 1.053
- 臭い (Odor)
- 1 %。甘い緑の新刈り干し草フェンネル · ジプロピレングリコール中1.00%。甘い緑の新刈り干し草フェンネル
- PH
- 7 · 7 (H2O, 20℃)(saturated solution)
- 爆発限界(explosive limit)
- 1.2 · 1.2-5.6%(V)
- においのタイプ
- 緑
- 由来生物
- synthetic
- 水溶解度
- 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℃)
- 安定性
- 安定。可燃性。強力な酸化剤とは相容れない。
- 主な用途
- 洗浄剤化粧品食品および飲料パーソナルケア
- 化粧品成分の機能
- 香料
- 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℃
- CAS データベース
- 150 · 150-78-7(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · Benzene, 1,4-dimethoxy-(150-78-7)
- EPAの化学物質情報
- p-Dimethoxybenzene (150-78-7)
化学的性質
化学的特性white crystals or powder
安全と法規制
GHS分類
GHS Classification
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.
危険有害性情報
Regulatory Information
Chemical: Benzene, 1,4-dimethoxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Status: Active Update: 12-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/2003
Benzene, 1,4-dimethoxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
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]
安全と保護具
First Aid Measures
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
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.
Nonfire Spill Response
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
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
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.
毒性情報
Environmental Fate
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).
Toxicity Summary
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.
Soil Adsorption/Mobility
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).
Human Toxicity Excerpts
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
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
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
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).
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- CZ6650000
- hs_code
- 29093090
- risk_code
- 36/37/38
- 化審法
- (3)-582
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- 自然発火温度
- 1463 °F
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 150-78-7(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
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
(1977) 5.75X10+5 GRAMS (PRINCPL CUSTMS DISTS)
(1979) 2.77X10+7 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production
(1977) PROBABLY GREATER THAN 4.54X10+6 GRAMS
(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
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/
応用分野
用途有機合成原料、香料材料。
天然物の起源Reported found in hyacinth (Hyacinthus orientalis L.) essential oil, Rhodophyllus icterius, papaya, peppermint oil, green tea, cherimoya and cooked shrimp
使用1,4-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.
一般的な説明Colorless crystals.
調製方法
製造方法By methylation of hydroquinone using dimethyl sulfate and alkali.
純化方法Steam distil 1,4-dimethoxybenzene, then crystallise it from hexane or *benzene, and from MeOH or EtOH, but these are wasteful due to high solubilities. Dry it under vacuum. It also sublimes under vacuum. [Beilstein 6 IV 5718.]
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