3-メトキシフェノール

3-Methoxyphenol

HCID 9007CAS 150-19-6

基本情報

標準SMILES
COc1cccc(O)c1
InChIKey
ASHGTJPOSUFTGB-UHFFFAOYSA-N
分子式
C7H8O2
平均分子量
124.14 g/mol
単同位体質量
124.0524295

概要

3-methoxyphenol is a member of the class of phenols that is phenol having a methoxy-substituent at the 3-position. It is a monomethoxybenzene and a member of phenols. It is functionally related to a resorcinol.

名称と識別子

優先名称
3-Methoxyphenol
IUPAC
3-methoxyphenol
現地名
3-メトキシフェノール
英語名
3-Methoxyphenol
分子式
C7H8O2
分子量
124.14

名称と別名

3-METHOXYPHENOL150-19-6m-Methoxyphenol3-HydroxyanisolePhenol, 3-methoxy-m-Hydroxyanisolem-GuaiacolResorcinol monomethyl ether1-Hydroxy-3-methoxybenzeneResorcinol methyl etherPhenol, m-methoxy-DTXSID0022012
名称をさらに表示
3-メトキシフェノールm-ヒドロキシアニソールレソルシノールモノメチルエーテルm-メトキシフェノール3-ヒドロキシアニソール3-メトキシフェノ-ルmメトキシフェノルメトキシフェノール3‐メトキシフェノール3-メトキシフェノール, 97%NSC 21735m-Methoxyphelmeta-guaiacol3-MethxoyphenolM-Hydroxyanisolm-methoxy-pheno
ORISTAR HOAHXB7441U87NSC-21735DTXCID302012CHEBI:52678RefChem:94655205-754-63-(methyloxy)phenol

データベース識別子

CAS
150-19-6
PubChem CID
9007
DTXSID
DTXSID0022012
ChEMBL
CHEMBL57891
ChEBI
CHEBI:52678
UNII
HXB7441U87
EC Number
205-754-6
Nikkaji
J2.030C

物性

構造計算による物性

XLogP
1.6
極性表面積
29.5 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
9

実験および物理化学的性質

Chemical ClassesOther Classes -> Phenols
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP1.52
Flavoring AgentsEU Flavoring substances
Boiling Point471.2 °F
Melting Point<1.4 °F

物理化学的性質

融点
-17 °C · -17 °C
沸点
113 · 113-115 °C/5 mmHg (lit.)
比重(密度)
1.131 g/mL · 1.131 g/mL at 25 °C (lit.)
屈折率
20 · n20/D 1.552(lit.)
闪点
230 °F · >230 °F
貯蔵温度
Keep in dark place,Sealed in dry,Room Temperature

化学的性質

化学的特性Clear pink red liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (98.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 59 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Chemical: Phenol, 3-methoxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com.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

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

Hazards Summary · 1 件

A severe eye irritant; Causes flaccid paralysis without anesthesia, tremor, and muscle contraction or spasticity in oral lethal-dose studies of mice and rats; Causes liver and kidney changes and degenerative changes to brain in repeated-dose inhalation studies of guinea pigs; Human inhalation of 0.230 mg/m3 causes muscle weakness, headache, and irritability; [RTECS] A skin, eye, and mucous membrane irritant; Reportedly causes changes or disorders in menstrual cycles; [OSHA] An irritant that may cause serious eye injury; Harmful by ingestion and inhalation; Toxic by skin absorption; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (98.3%)

毒性情報

Toxicity DataLC50 (rat) = 11,500 mg/m3/4hr

安全データ

wgk
3
tsca
TSCA listed
rtecs
SL7524000
ridadr
UN 2810 6.1/PG 3
毒性
human,TCLo,inhalation,230ug/m3/22W (0.23mg/m3),BEHAVIORAL: IRRITABILITYBEHAVIORAL: MUSCLE WEAKNESSBEHAVIORAL: HEADACHE,Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 37(3), Pg. 108, 1972.
hs_code
29095090

化学と産業

用途と製造

UsesUsed as a flavoring agent; [EFSA] Methoxyphenols are used to make antioxidants and pharmaceuticals; [OSHA]
General Manufacturing InformationPhenol, 3-methoxy-: ACTIVE
応用分野 · 4 件

解説メトキシフェノールとは、の水素原子1つがメトキシ基に置換した有機化合物です。 フェノール類の1種です。ヒドロキシアニソールとも呼ばれています。パラ体・オルト体・メタ体の異性体が存在し、p-メトキシフェノール、o-メトキシフェノール、m-メトキシフェノールの3種類です。 いずれの異性体も、分子式はC7H8O2で、分子量は124.14です。

使用A phenol derivative, 3-Methoxyphenol can be used as catalysts and as building blocks in synthesis of organic compounds such as antioxidants.

一般的な説明3-Methoxyphenol is a phenolic aroma compound typically present in food and beverage products.

使用用途m-メトキシフェノールは、抗酸化剤などの有機化合物を合成する際に、触媒やビルディングブロックとして使用されています。さらに、ガスクロマトグラフィー分析における標準物質としての用途もあります。

調製方法 · 1 件

製造方法synthesis of 3-methoxyphenol: The 1 mole of resorcinol is treated rapidly with stirring, in a three-necked flask provided with a reflux condenser, stirrer, internal thermometer, and dropping funnel, with 1.25 mole of 10% sodium hydroxide. With vigorous stirring, 1 mole of dimethyl sulfate is added in such a way that the temperature remains below 40° C (water cooling). To complete the reaction and to destroy unchanged dimethyl sulfate, the mixture is then heated for 30 min on a boiling water bath. After cooling, the organic layer is separated off and the aqueous solution is extracted several times with ether. The combined organic phases are washed with dilute sodium carbonate and then with water, dried with calcium chloride, and fractionated. Unchanged resorcinol can be recovered by acidifying the aqueous reaction solution and the wash water and extracting them with ether. The yield of 3-methoxyphenol is 50%, b.p. 113-115 °C/5 mm; b.p. 144°C/25mm; n20/D 1.552; d=1.131 g/mL at 25 °C. Organicum. Practical Handbook of Organic Chemistry, by Heinz Becker, Werner Berger and Günter Domschke, Addison-Wesley Pub. Co, 206-207, (1973)

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補足説明

定義ChEBI: 3-methoxyphenol is a member of the class of phenols that is phenol having a methoxy-substituent at the 3-position. It is a member of phenols and a monomethoxybenzene. It derives from a resorcinol.

関連反応

283 件

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