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化工社化工社 化学情報印刷レポート · 研究参考用
HCID 7267作成日：2026年10月27日

2,5-ジメチルフェノール

2,5-ジメチルフェノール · ２，５－キシレノール · 2，5キシレノ-ル · ２，５キシレノル · p-キシレノール(2,5-〃) · p-キシレノール · 2,5‐キシレノール · 2,5-XYLENOL

https://huagongshe.com/ja/chemical/7267

2,5-ジメチルフェノール の分子構造式

識別子と物理属性

CAS No.95-87-4
分子式C8H10O
平均分子量122.16 g/mol
単同位体質量122.07316494 g/mol
SMILESCc1ccc(C)c(O)c1
InChIKeyNKTOLZVEWDHZMU-UHFFFAOYSA-N
PubChem CID7267
ChEMBLCHEMBL192591
ChEBICHEBI:191381
EC No.202-461-5
DTXSIDDTXSID6025145
現地名2,5-ジメチルフェノール

化学・物理的性質

XLogP2.3
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9
形式電荷0
複雑度90.6
物質分類Other Classes -> Phenols
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
香料Fragrance Ingredient (2,5-Xylenol) -> IFRA transparency List
LogP（分配係数）log Kow= 2.332.48
味0.5 mg/l (taste threshold concn)
食品添加物FLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
密度0.971 (NTP, 1992) - Less dense than waterwill float0.965 AT 80 °C0.971 g/mL at 25 °C(lit.)
香味料EU Flavoring substances
Viscosity1.55 mN.s.m-2 at 80 °C
Color/FormCrystals from alcohol plus etherNEEDLES FROM WATERPRISMS FROM ALCOHOL-ETHER
溶解度less than 1 mg/mL at 68 °F (NTP, 1992)Sol in ethyl alcoholvery sol in ethyl ethersl sol in chloroformVery sol in benzeneIn water, 3.54X10+3 mg/l @ 25 °C.2.6 x 10 (-2) mol/l, at pH 5.1 and 25 °C.3.54 mg/mL at 25 °C3.54g/l 微溶性1g/100mL（60℃）
沸点414 °F at 760 mmHg (NTP, 1992)211.5 °C @ 762 mm Hg211.00 to 212.00 °C. @ 760.00 mm Hg211-212 °C212 °C(lit.)
融点75-77 °C
蒸気圧0.208 hPa (25 °C)
FEMA3595 | 2,5-XYLENOL
屈折率1.5120
引火点85 °C
貯蔵条件Store below +30°C.
外観・状態クリスタル
pKa（酸解離定数）pK1:10.22 (25°C)
色やや茶色
臭いプロピレングリコール中0.10%。スイートナフチルフェノールスモークベーコン
においのタイプフェノール系
由来生物synthetic
爆発限界1.4%(V)
Merck14,10082
JECFA Number706
BRN1099260
ヘンリー定数8.2×100 mol/(m3Pa) at 25℃, Brockbank (2013)
化粧品成分の機能香料
InChI1S/C8H10O/c1-6-3-4-7(2)8(9)5-6/h3-5,9H,1-2H3
InChIKeyNKTOLZVEWDHZMU-UHFFFAOYSA-N
SMILESCc1ccc(C)c(O)c1
LogP（分配係数）2.34-2.6 at 25℃
CAS データベース95-87-4(CAS DataBase Reference)
NISTの化学物質情報Phenol, 2,5-dimethyl-(95-87-4)
EPAの化学物質情報2,5-Dimethylphenol (95-87-4)

化学的特性

WHITE TO CREAM COLORED CRYSTALS

安全性と法規制

GHS 分類DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P260, P262, P264, P270, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P361+P364, P363, P391, P405, and P501 (click each P-code to see the statement)H301 (99.8%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P261, P262, P264, P264+P265, P270, P272, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P361+P364, P362+P364, P363, P391, P405, and P501 (click each P-code to see the statement)
規制情報Chemical: Phenol, 2,5-dimethyl-Regulation (EC) No 1831/2003 (amended)Phenol, 2,5-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2,5-dimethyl- 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: 17-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/23775Phenol, 2,5-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
その他の安全情報IMAP assessments - Xylenols: Human health tier II assessment
輸送ラベル（DOT）Poison
火災危険Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
健康有害性SYMPTOMS: Symptoms of exposure to this compound may include severe irritation and burns of the skin and eyesirritation of the respiratory tract, dizziness, stomach pain, exhaustion, coma and damage to the liver or kidneys. Other symptoms include headache, nausea and vomiting. It may cause corrosion of the tissues of the mucous membranes and upper respiratory tract, eyes and skin. Inhalation may result in burning sensation, coughing, wheezing, laryngitis and shortness of breath. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchichemical pneumonitis and pulmonary edema. Symptoms of exposure to this class of compounds include skin sensitization, profuse sweating, painless blanching or erythema of the skin, intense thirst, diarrhea, cyanosis from methemoglobinemia, hyperactivity, stupor, blood pressure fall, hyperpnea, abdominal pain, hemolysis and convulsions. If death from respiratory failure is not immediate, jaundice and oliguria or anuria may occur.

用途

用途

薬用石鹸、殺菌洗浄剤、殺虫剤、医薬中間体,樹脂原料

天然物の起源

Reported found in coffee, smoked fatty fish, processed lean fish, malt whiskey, Scotch blended whiskey, katsuobushi (dried bonito) and kumazasa (Sasa albo-marginata).

使用

Used to make phenolic resins and (in isomeric mixtures) as an antioxidant for lubricating oils, gasoline, and elastomers. Also used as perfuming agents.

一般的な説明

Colorless to off-white crystalline solid. Odor threshold concentration 0.4 mg/L. Taste threshold concentration 0.5 mg/L.

製法・合成法

純化方法

Crystallise 2,5-xylenol from EtOH/ether. [Beilstein 6 IV 3164.]

有害性の概要Causes ataxia and convulsions in lethal-dose feeding studies[RTECS] Corrosive to tissuesInhalation may cause laryngeal spasm, edema of the bronchi, and chemical pneumonitisMay induce methemoglobinemiaChronic exposure may cause liver and kidney damage[CAMEO] Safe when used as a flavoring agent in food[JECFA] Toxic by ingestion and skin contactMay cause burns[eChemPortal: ESIS] A corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitisMay be absorbed through skin[MSDSonline] As the six dimethylphenol isomers and the mixed isomer substance are generally similar in toxicity, a common TLV for these substances is appropriate. . . . In mice, oral exposure to 250 mg/kg/day produced changes in blood parameters including statistically significant decreases in mean corpuscular volume and mean corpuscular hemoglobin concentration (4 and 3% reduction in mean values, respectively. . . . Available data on skin sensitization from exposure to dimethylphenol are mixed but warrant the addition of a DSEN notation. . . . All six dimethylphenol isomers were tested in a mouse local lymph node assay and the results found 2.4, 2,5, and 3,4-dimethylphenol to be positive for skin sensitization. There are no epidemiology studies. In a case report, ingestion of about 250 ml of a mixture of dimethylphenol isomers resulted in CNS depression, hypotension, and death. [ACGIH] See Phenol.
反応性グループPhenols and Cresols
Special ReportsEPA. EPA/600/8-88/031 p.30 (1987). Health effects assessment for dimethylphenols.Center for Chemical Hazard Assessment SRC TR 81-527, Second draft (1981). Information profiles on potential occupational hazards: xylenols.
Reactivity Profile2,5-DIMETHYLPHENOL is incompatible with bases, acid chlorides, acid anhydrides and oxidizing agents. It corrodes steel, brass, copper and copper alloys. (NTP, 1992)
DOT Emergency Guidelines/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXICinhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /XylenolsXylenols, liquidXylenols, solid//GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Xylenols/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Xylenols/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLYit is not effective in spill situations where direct contact with the substance is possible. /XylenolsFor more DOT Emergency Guidelines (Complete) data for 2,5-DIMETHYLPHENOL (8 total), please visit the HSDB record page.
Air and Water ReactionsThis chemical is hygroscopic. Insoluble in water.
Hazard Classes and CategoriesAcute Tox. 3 (99.8%)Acute toxicity - category 3Acute toxicity (Oral) - Category 4Acute Tox. 3 *
消火Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
応急処置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.
清掃方法FOUNDRY PLANT WASTE GASES WERE DEODORIZED WITH POTASSIUM PERMANGANATE, AND DEODORIZATION EFFICIENCY WAS MEASURED BY PRESENCE OF 2,5-XYLENOL IN SCRUBBED WASTE GASES.
非火災時の漏出対応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 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% 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 60-70% 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.
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.Chemical Treatability of 2,5-DimethylphenolConcentration Process: Biological treatmentChemical Classification: PhenolsScale of Study: UnknownType of Wastewater Used: Pure compound (one solute in a solvent)Results of Study: 94.5% reduction based on chemical oxygen demandrate of biodegradation 10.6 mg chemical oxygen demand/g hr (activated sludge process).
Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Threshold Limit Values (TLV)1.0 [ppm], inhalable fraction and vapor
Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.Some data suggesting breakthrough times /for butyl rubber/ of approximately an hour or more. /Aromatic hydroxyl cmpd/Breakthrough times /for neoprene/ greater than one hour reported by (normally) two or more testers. /Aromatic hydroxyl cmpd/Breakthrough times / for polyvinyl alcohol/ less (usually significantly less) than one hour reported by (normally) two or more testers. /Aromatic hydroxyl cmpd/
相互作用A SPONTANEOUSLY DEVELOPING VASOCONSTRICTION IN ISOLATED PERFUSED LUNG AND THE VASOCONSTRICTION CAUSED BY ARTERIALLY INJECTED ATP (50 UG) WERE BOTH INHIBITED BY THE ADDITION TO THE PERFUSATE OF VARIOUS PHENOLS INCLUDING 2,5-XYLENOL.
生態毒性値LC50 Salmo gairdneri (rainbow trout) 3.2-5.6 mg/l/96 hr /Static bioassay/LC50 Daphnia magna (cladoceran) 10.0 mg/1/48 hr /Static bioassay/
環境中動態TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 440(SRC), determined from a log Kow of 2.33(2) and a regression-derived equation(3), indicates that 2,5-dimethylphenol is expected to have moderate mobility in soil(SRC). Volatilization of 2,5-dimethylphenol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.1X10-6 atm-cu m/mole(SRC), determined from its vapor pressure of 0.156 mm Hg(4) and water solubility of 3540 mg/l(5). 2,5-Dimethylphenol is not expected to volatilize from dry soil surfaces based upon its vapor pressure(3). 2,5-Dimethylphenol has been reported to biodegrade in soil in 14 days at a temperature of 19 °C(6). Biodegradation under anaerobic conditions failed to occur in one study using a river sediment inoculum, time unspecified(7), yet 55% degradation occurred after 8 weeks in another study using a contaminated groundwater digester(8).AQUATIC FATE: Based on a classification scheme(1), a Koc value of 440(SRC), determined from a log Kow of 2.33(2) and a regression-derived equation(3), indicates that 2,5-dimethylphenol is expected to adsorb very little to suspended solids and sediment in water(SRC). 2,5-Dimethylphenol is expected to volatilize from water surfaces(3,SRC) based upon an estimated Henry's Law constant of 7.1X10-6 atm-cu m/mole(SRC), determined from its vapor pressure of 0.156 mm Hg(4) and water solubility of 3540 mg/l(5). Estimated volatilization half-lives for a model river and model lake are 6 days and 46 days, respectively(3,SRC). According to a classification scheme(6), an estimated BCF of 35(3,SRC), from 2,5-dimethylphenol's log Kow(2), suggests bioconcentration in aquatic organisms is moderate(SRC). In humic waters, degradation by the reaction with peroxy radicals should ensue with a half-life on the order of hours(7). 2,5-Dimethylphenol is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). The rate of biodegradation obtained for 2,5-dimethylphenol in a screening test with an adapted activated sludge seed was 94.5% chemical oxygen demand after 5 days(8). In addition, it has been reported that 2,5-dimethylphenol was readily degraded in St. Lawrence River water(9). Biodegradation under anaerobic conditions failed to occur in one study, time unspecified(10), yet 55% degradation occurred after 8 weeks in another study(11).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,5-dimethylphenol, which has a vapor pressure of 0.156 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,5-dimethylphenol 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 4.8 hours(SRC) from its rate constant of 8.00X10-11 cu cm/molecule-sec at 25 °C(3). Atmospheric 2,5-dimethylphenol is known to be removed by rainwater(4). 2,5-Dimethylphenol has an absorption band at 276 nm (alcohol-ether), and a shoulder may extend over 290 nm, thus making it a candidate for direct photochemical degradation(5,6). Night-time degradation in urban areas should occur rapidly through reaction with atmospheric nitrate radicals, as rate constants for this reaction with phenolic compounds are approximately 250 times faster than with hydroxyl radicals(7,SRC).
食品調査値2,5-Dimethylphenol was identified as a volatile component of fresh tree-ripened apricots (Prunus armeniaca L.) with a concn of 33 mg/kg fresh fruit tissue(1). 2,5-Dimethylphenol was identified as a volatile flavor component of the Japanese dried food, Bonito(2).
有害作用Neurotoxin - Other CNS neurotoxin
Effluent Concentrations2,5-Dimethylphenol was identified in Los Angeles County, CA effluent (1980-81) at 10 ug/l(1). Waste water from the gasification of Indian Head lignite coal in North Dakota was determined to have an estimated 2,5-dimethylphenol concentration of 358 mg/l(2). 2,5-Dimethylphenol was detected but not quantified in low temperature carbonization wastewater collected in Naspur, India(3).
Soil Adsorption/MobilityThe Koc of 2,5-dimethylphenol is estimated as 440(SRC), using a log Kow of 2.33(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2,5-dimethylphenol is expected to have moderate mobility in soil(SRC).
Natural Pollution Sources2,5-Dimethylphenol has been found in tobacco(1-3) and marijuana mainstream smoke(3), and black tea(4).
Atmospheric ConcentrationsURBAN/SUBURBAN: In 1984, a gas phase concn of 2,5-dimethylphenol was detected in 7 of 7 rain events in Portland, OR, at concns ranging from 15-70 ng/cu m, averaging 33 ng/cu m, analyzed as a mixture with 2,4-dimethylphenol(1). The amount associated with adsorption to particulate matter was <5% of the gas phase concn in every case(1). Not detected in either rural or urban air samples (detection limit = 0.05 ug/cu m)(2). SOURCE DOMINATED: Although found in gasoline and diesel motor exhaust, it was not detected in an Allegheny Mountain highway tunnel(3).
Human Toxicity ExcerptsTOXIC BY INGESTION AND SKIN ABSORPTION. /COMMERCIAL MIXTURES/LISTED AS A TUMOR PROMOTER. /FROM TABLE/
Artificial Pollution Sources/SRP/: 2,5-DIMETHYLPHENOL IS A CONSTITUENT OF ... AUTOMOBILE EXHAUST, AND SHALE OIL WASTE WATER.2,5-Dimethylphenol's use for the preparation of coal tar disinfectants (1), in the manufacture of artificial resins(1), as a constituent of coal tar creosote (0.7 wt%)(2), as a raw material for antioxidants in gasoline and rubber(3), and as a component of automobile and diesel exhaust(4-7) may result in its release to the environment through various waste streams(SRC). Dimethylphenols, of which 2,5-dimethylphenol is an isomer, are components of disinfectants, solvents, pharmaceuticals, insecticides, fungicides, plasticizers, rubber chemicals, additives to lubricants and gasolines, wetting agents and dyestuffs(8).
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 2,5-DIMETHYLPHENOL) WERE ISOLATED FROM THE AQUEOUS SAMPLES BY DICHLOROMETHANE EXTRACTION.... Adapted activated sludge at 20 °C, product is sole carbon source: 94% chemical oxygen demand removal at 11 mg chemical oxygen demand/g dry inoculum/hr ... .In shake flask studies, an initial 2,5-dimethylphenol concentration of 0.1 ug/ml was reduced to below detection following 2 weeks incubation in contaminated groundwater from the American Creosote Works Superfund site, Pensacola, FL(1). 2,5-Dimethylphenol was readily degraded in St. Lawrence River water(2). 2,5-Dimethylphenol completely biodegraded in 14 days within a hard, carbonaceous woody loam at 19 °C(3). Using a biological treatment simulator, 11.2% theoretical oxygen demand after 10 days was obtained for 2,5-dimethylphenol from a coal gasification waste water feed and an acclimated sludge seed(4). The rate of biodegradation obtained for 2,5-dimethylphenol in a screening test with an adapted activated sludge seed was 94.5% chemical oxygen demand loss after 5 days(5). In a biological treatment simulator using an activated sludge seed, 2,5-dimethylphenol underwent 78% chemical oxygen demand removal afer 40 daysat 50 days, no further degradation had ensued(6).ANAEROBIC: In a screening test using a mixed culture sewage seed and substrate concns of 100, 300, and 500 mg/l, anaerobic degradation did not occur(1). However, in another study, 2,5-dimethylphenol, at an initial concn of 5.44 mg/l, underwent 55% degradation when incubated in coal tar-contaminated groundwater in an anaerobic digester for 8 weeks(2).
水環境危害等級（WGK）3
TSCA 収載状態TSCA listed
RTECS 番号ZE5775000
輸送番号（UN）UN 2261 6.1/PG 2
税関コード29071400
危険文句（R）24/25-34-51/53
化審法(3)-521, (4)-57
危険表示T,N
安全措置（S）26-36/37/39-45-61
危険等級6.1Acute Tox. 3 DermalAcute Tox. 3 OralAquatic Chronic 2Eye Dam. 1Skin Corr. 1B
包装等級II
貯蔵分類6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
有害物質データ95-87-4(Hazardous Substances Data)