ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
化工社オープンプロジェクト：[email protected]AIアクセス：llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.7.8
戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HCID 10698作成日：2026年10月27日

2,4,6-トリメチルフェノール

2,4,6-トリメチルフェノール · メシトール · ４メチル２、６ジメチルフェノル · ヒドロキシメシチレン · 2,4,6-トリメチルフェノ?ル · 2,4,6‐トリメチルフェノール · Phenol, 2,4,6-trimethyl- · MESITOL

https://huagongshe.com/ja/chemical/10698

2,4,6-トリメチルフェノール の分子構造式

識別子と物理属性

CAS No.527-60-6
分子式C9H12O
平均分子量136.19 g/mol
単同位体質量136.088815 g/mol
SMILESCc1cc(C)c(O)c(C)c1
InChIKeyBPRYUXCVCCNUFE-UHFFFAOYSA-N
PubChem CID10698
ChEMBLCHEMBL108930
ChEBICHEBI:196451
EC No.208-419-2
DTXSIDDTXSID7022049
現地名2,4,6-トリメチルフェノール

化学・物理的性質

XLogP2.7
極性表面積20.2
水素結合供与体数1
水素結合受容体数1
回転可能結合数0
重原子数10
形式電荷0
複雑度99.3
物質分類Other Classes -> Phenols
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
香料Fragrance Ingredient (2,4,6-Trimethylphenol) -> IFRA transparency List
LogP（分配係数）log Kow = 2.73
食品添加物FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
香味料EU Flavoring substances
Color/FormNEEDLES
溶解度Very soluble in ether and ethanolWater solubility = 1.01X10+3 mg/l at 25 °C7.4 x 10 (-2) mol/l, at pH 5.1 and 25 °C.1.2 mg/mL at 25 °CSparingly soluble in waterSoluble (in ethanol)1.008g/L(25℃)
沸点220 °C220.00 °C. @ 760.00 mm Hg220-221 °C (76 mm Hg)220 °C(lit.)
DecompositionWhen heated to decomposition it emits acrid smoke and irritating vapors.
融点73 °C70-72 °C(lit.)
蒸気圧0.05 [mmHg]0.05 mm Hg at 25 °C3.86Pa at 25℃
密度0.9809 (estimate)
FEMA4329 | 2,4,6-TRIMETHYLPHENOL
屈折率1.5148 (estimate)
引火点220-221°C
貯蔵条件under inert gas (argon)
外観・状態結晶針
pKa（酸解離定数）pK1:10.88 (25°C)
色ベージュ
臭いプロピレングリコール中0.10%。マイルドなフェノールコーヒーかす
においのタイプフェノール系
由来生物synthetic
JECFA Number2013
BRN1859675
ヘンリー定数3.8×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
主な用途フレーバーそして香料
InChI1S/C9H12O/c1-6-4-7(2)9(10)8(3)5-6/h4-5,10H,1-3H3
InChIKeyBPRYUXCVCCNUFE-UHFFFAOYSA-N
SMILESCc1cc(C)c(O)c(C)c1
LogP（分配係数）2.73 at 25℃
CAS データベース527-60-6(CAS DataBase Reference)
NISTの化学物質情報Phenol, 2,4,6-trimethyl-(527-60-6)
EPAの化学物質情報2,4,6-Trimethylphenol (527-60-6)

化学的特性

BEIGE CRYSTALLINE NEEDLES

安全性と法規制

GHS 分類DangerH314 (79.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P264+P265, P271, P273, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P332+P317, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 194 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.WarningH315: Causes skin irritation [Warning Skin corrosion/irritation]
規制情報Chemical: Phenol, 2,4,6-trimethyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Phenol, 2,4,6-trimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2,4,6-trimethyl- 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)Status: Active Update: 16-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/17922Phenol, 2,4,6-trimethyl-: Does not have an individual approval but may be used under an appropriate group standard
有害性の概要A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitis[MSDSonline] See Phenol.
Hazard Classes and CategoriesSkin Corr. 1B (79.4%)Skin corrosion/irritation - Category 2
処分方法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.The following wastewater treatment technologies have been investigated for trimethylphenol: Activated carbon. /Trimethylphenol/
Personal Protective Equipment (PPE)ORGANIC CANISTER MASKFACE SHIELDRUBBER GLOVESOTHER PROTECTIVE CLOTHING TO PREVENT CONTACT WITH SKIN. /DIMETHYL PHENOL/

用途

用途

有機合成用試薬。

用途

木材処理剤

製法・合成法

調製方法

2,4,6-Trimethylphenol is the main product (more than 80%) of the gas phase alkylation of phenol with excess methanol (molar ratio 1 : 5) at 450 ℃ on magnesium oxide catalysts, which are doped with alkali or other metal oxides (e.g., V2O5, SrO). 2,6-Xylenol and 2,3,4,6-tetramethylphenol are the main byproducts.

純化方法

Crystallise the phenol from water and sublime it in vacuo. [Beilstein 6 IV 3253.]

/IN FIRE CONDITIONS/ WEAR GOGGLES AND SELF CONTAINED BREATHING APPARATUS. /DIMETHYL PHENOL/
Wear appropriate chemical protective gloves, boots and goggles. /Dimethyl phenol/
環境中動態TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 700(SRC), determined from a log Kow of 2.73(2) and a regression-derived equation(3), indicates that 2,4,6-trimethylphenol is expected to have low mobility in soil(SRC). Volatilization of 2,4,6-trimethylphenol from moist soil surfaces is expected to occur slowly(SRC) given an estimated Henry's Law constant of 3.1X10-6 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 0.05 mm Hg(4), and water solubility, 1,010 mg/l at 25 °C(5). 2,4,6-Trimethylphenol is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). 2,4,6-Trimethylphenol is expected to biodegrade slowly in soils(SRC) based on a theoretical BOD of 7 percent in the Japanese MITI test during a 4 week incubation period(6).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 700(SRC), determined from a log Kow of 2.73(2) and a regression-derived equation(3), indicates that 2,4,6-trimethylphenol is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected to occur(3) based upon an estimated Henry's Law constant of 3.1X10-6 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 0.05 mm Hg(4), and water solubility, 1,010 mg/l at 25 °C(5). Volatilization half-lives for a model river and model lake are 14 and 104 days, respectively(SRC), using an estimation method(3). 2,4,6-Trimethylphenol is expected to undergo photolysis in sunlit surface waters, with typical half-lives of about 4-11 hours(6). According to a classification scheme(7), BCF values of 3-10 measured in carp(8), suggest that bioconcentration in aquatic organisms is low(SRC). 2,4,6-Trimethylphenol, at an initial concn of 0.09 mg/l, underwent no degradation when incubated in coal tar-contaminated groundwater in an anaerobic digester for 8 weeks(9).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4,6-trimethylphenol, which has a vapor pressure of 0.05 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,4,6-trimethylphenol 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 16 hours(SRC) from its estimated rate constant of 2.4X10-11 cu cm/molecule-sec at 25 °C(SRC), determined from a fragment constant estimation method(3).
有害作用Dermatotoxin - Skin burns.
Effluent Concentrations2,4,6-Trimethylphenol was identified, not quantified, in the effluent of a petroleum refinary and publicly owned treatment works between Nov 1, 1979 and Nov 1, 1981 at unspecified locations in the US(1).
Soil Adsorption/MobilityThe Koc of 2,4,6-trimethylphenol is estimated as 700(SRC), using a log Kow of 2.73(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2,4,6-trimethylphenol is expected to have low mobility in soil(SRC).
Atmospheric ConcentrationsEstimated concentration of 2,4,6-trimethylphenol in air samples collected during Nov 1982 at the pilot-scale shale oil wastewater treatment plant of Occidental Oil Shale in Logan Wash, CO: 3 ug/cu m= indoor air, 0.6 ug/cu m= outdoor air near the facility(1). Air above shale oil wastewater held in closed containers contained C3 alkylphenol isomers (specific compounds not identified) at an average concentration of 1.9 ug per ml of air above 1 ml of wastewater. The wastewater was collected from Occidental Shale Oil in Logan Wash, CO during Dec 1982(1).
Human Toxicity ExcerptsContact allergy to phenol formaldehyde resins was studied in Sweden. A p-tert-butylphenol/formaldehyde resin (resin 3) and another phenol formaldehyde resin called resin 1 were used in patch tests on 1220 patients over the course of a year. The last 440 patients were also tested with a second phenol formaldehyde resin, designated resin 2. Patients reacting to at least one of the resins were also patch tested with 2-methylphenol, 4-methylol-phenol, 2,4,6-trimethylphenol, formaldehyde, phenol, and p-tert-butylphenol. ... Three patients reacted to 4-methylol-phenol and two reacted to all three methylol phenols. All of these patients had positive reactions to resin 3. Most patients positive to resin 1 were negative to methylol phenols.
Artificial Pollution Sources2,4,6-Trimethylphenol's production and use in petroleum processing(1) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationANAEROBIC DEGRADATION OF PHENOLIC COMPOUNDS TO METHANE AND CARBON DIOXIDE IN SEWAGE SLUDGE DIGESTION OCCURRED IN BOTH GROUND WATER AND LABORATORY DIGESTORS. WATER SAMPLES WERE COLLECTED FROM THE NEAR-SURFACE GROUND WATER IN AN AREA CONTAMINATED WITH PLANT PROCESS WASTES RESULTING FROM OPERATION OF A COAL TAR DISTILLING AND WOOD TREATING PLANT. PHENOLIC COMPOUNDS (INCLUDING 2,4,6-TRIMETHYLPHENOL) WERE ISOLATED FROM THE AQUEOUS SAMPLES BY DICHLOROMETHANE EXTRACTION.2,4,6-Trimethylphenol is expected to biodegrade slowly in soils(SRC) based on a theoretical BOD of 7 percent using the Japanese MITI test during a 4 week incubation period(1). 2,4,6-Trimethylphenol was not biodegraded in an aerobic biofilm reactor over an unspecified incubation period(2). 2,4,6-Trimethylphenol, at an initial concn of 0.09 mg/l, underwent no degradation when incubated in coal tar-contaminated groundwater in an anaerobic digester for 8 weeks(3).
Environmental BioconcentrationBCF values of 6-10 were measured in carp exposed to 0.2 mg/l of 2,4,6-trimethylphenol over 6 weeks and BCF values of 3-8 were measured for carp exposed to 0.02 mg/l for 6 weeks(1). According to a classification scheme(2), these BCF values suggest that the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/SoilThe Henry's Law constant for 2,4,6-trimethylphenol is estimated as 3.1X10-6 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 0.05 mm Hg(1), and water solubility, 1,010 mg/l(2). This Henry's Law constant indicates that 2,4,6-trimethylphenol is expected to volatilize from water surfaces(3). 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)(3) is estimated as approximately 14 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 104 days(SRC). 2,4,6-Trimethylphenol's estimated Henry' Law constant(1,2) indicates that volatilization from moist soil surfaces may occur(SRC). 2,4,6-Trimethylphenol is not expected to volatilize from dry soil surfaces(SRC) based upon the vapor pressure of this compound(1).
Non-Human Toxicity ExcerptsTHE RELATIVE ABILITIES OF SUBSTITUTED PHENOLS TO INDUCE DRUG-METABOLIZING ENZYMES IN RAT LIVER WERE MEASURED. 24 HOURS AFTER A SINGLE INTRAGASTRIC DOSE, THERE WAS A CLOSE RELATION BETWEEN THE INDUCTION OF DRUG METABOLIZING ENZYMES AND THE LIPID-WATER PARTITION COEFFICIENTS OF THE TEST COMPOUNDS. WHEN ADMINISTERED AT 1.5 MILLIMOLES/KG/DAY FOR 6 DAYS, 2,4,6-TRIMETHYLPHENOL WAS A WEAK INDUCER OF ENZYME ACTIVITY.SIXTY-THREE PHENOLIC COMPOUNDS WERE EXAMINED FOR THEIR ABILITY TO INHIBIT SHEEP VESICULAR GLAND PROSTAGLANDIN CYCLOOXYGENASE. EXAMINATION OF STRUCTURE-ACTIVITY RELATIONSHIPS INDICATED THAT INHIBITION WAS INCREASED BY RING SUBSTITUENTS WHICH WERE ELECTRON DONATING AND BY SUBSTITUENTS WHICH WERE HYDROPHOBIC. THE I-50 VALUE FOR 2,4,6-TRIMETHYLPHENOL WAS 7.2 MICROMOLES. INHIBITION OF ARACHIDONATE-INDUCED PLATELET AGGREGATION WAS EXAMINED FOR THREE OF THE MORE POTENT INHIBITORS. 2,4,6-TRIMETHYLPHENOL WAS MORE POTENT THAN INDOMETHACIN WHEN ASSAYED USING A 2 MINUTE PREINCUBATION OF INHIBITOR WITH PLATELETS.VARIOUS ALKYLPHENOLS WERE EXAMINED FOR THE ABILITY TO CAUSE INCREASED WET AND DRY LUNG WEIGHTS IN MICE AFTER A SINGLE INTRAPERITONEAL INJECTION. 2,4,6-TRIMETHYLPHENOL CAUSED SIGNIFICANT DECREASES IN BODY WEIGHT, BUT FAILED TO CAUSE CONCOMITANT INCREASES IN LUNG WEIGHT.THE CILIOTOXICITY OF INDIVIDUAL COMPOUNDS (INCLUDING 2,4,6-TRIMETHYLPHENOL) REPRESENTATIVE OF THE GASEOUS AND SEMIVOLATILE PHASES OF TOBACCO SMOKE WAS INVESTIGATED USING CHICKEN TRACHEAL ORGAN CULTURES. THE ALKYLATED PHENOLS EXHIBITED GREATER CILIOSTATIC EFFECTS THAN PHENOL ITSELF.
Environmental Abiotic DegradationThe rate constant for the vapor-phase reaction of 2,4,6-trimethylphenol with photochemically-produced hydroxyl radicals has been estimated as 2.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 16 hours at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1). 2,4,6-Trimethylphenol is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Based on experimental data, the photooxidation half-life of 2,4,6-trimethylphenol in mid-latitude surface waters during mid-summer was estimated to be 4.3 hours at water surfaces and 11 hours at a depth of 1 m(3). The photooxidation half-lives of 2,4,6-trimethylphenol in surface waters from Oregon and California were measured as 1.7-3.6 hours, while the half-lives in sub-surface waters were measured as 3.6-6 hours(4).
水環境危害等級（WGK）2
TSCA 収載状態TSCA listed
RTECS 番号OX6590000
輸送番号（UN）UN 2430 8/PG 3
税関コード29071990
危険文句（R）34-51/53
化審法(3)-540, (4)-57, (9)-899, (9)-1783
危険表示C,N
安全措置（S）26-36/37/39-45-24/25-61
危険等級8Aquatic Chronic 2Eye Dam. 1Skin Irrit. 2STOT RE 2 OralSTOT SE 3
包装等級III
貯蔵分類8A - Combustible corrosive hazardous materials
有害物質データ527-60-6(Hazardous Substances Data)