基本情報
- 標準SMILES
Cc1ccc(O)c(C(C)(C)C)c1- InChIKey
IKEHOXWJQXIQAG-UHFFFAOYSA-N- 分子式
- C11H16O
- 平均分子量
- 164.24 g/mol
- 単同位体質量
- 164.12011513
名称と識別子
- 優先名称
- 2-tert-Butyl-4-methylphenol
- IUPAC
- 2-tert-butyl-4-methylphenol
- 現地名
- 2-tert-ブチル-p-クレゾール
- 英語名
- 2-tert-Butyl-4-methylphenol
- 分子式
- C11H16O
- 分子量
- 164.24
名称と別名
名称をさらに表示
データベース識別子
- CAS
2409-55-4、25567-40-2- PubChem CID
- 17004
- DTXSID
DTXSID2020212- ChEMBL
CHEMBL281976- UNII
- Y9VVU7G7J4
- EC Number
- 219-314-6、247-108-6
- Nikkaji
- J48.502K
物性
構造計算による物性
- XLogP
- 3.6
- 極性表面積
- 20.2 Ų
- 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
- 1
- 重原子数
- 12
- 形式電荷
- 0
- 複雑度
- 146
実験および物理化学的性質
Vapor Pressure
0.02 [mmHg]
0.025 mm Hg at 25 °C (extrapolated)
Kovats Retention Index
1345
1352.2;1353.1;1355;1387;1359.2;1327.6
2235
物理化学的性質
- 融点
- 50 · 50-52 °C(lit.)
- 沸点
- 244 °C · 244 °C(lit.)
- 比重(密度)
- 0.92 g/cm3 · 0.92 g/cm3 (75℃)
- 蒸気圧
- 4.9 Pa · 4.9Pa at 25℃
- 屈折率
- 1.4969 · 1.4969
- 闪点
- 212 °F · 212 °F
- 貯蔵温度
- Keep in dark place,Inert atmosphere,Room temperature
- 溶解性
- 0.1 g/mL、透明 · メタノール: 0.1 g/mL、透明
- 外見
- 結晶質量
- 酸解離定数(Pka)
- 11 · 11+-.0.18(Predicted)
- 色
- ホワイト~イエローベージュ
- PH
- 4 · 4-5 (H2O, 20℃)(saturated solution)
- 臭い (Odor)
- 100 %で。クレゾール薬用皮革 · 100.00%で。クレゾール薬用皮革
- においのタイプ
- 革っぽい
- 水溶解度
- 不溶性
- BRN
- 1817645 · 1817645
- Henry's Law Constant
- 6.6 · 6.6×100 mol/(m3Pa) at 25℃, HSDB (2015)
- 化粧品成分の機能
- 香料
- InChI
- 1S/C11H16O/c1-8-5-6-10(12)9(7-8)11(2,3)4/h5-7,12H,1-4H3
- InChIKey
- IKEHOXWJQXIQAG-UHFFFAOYSA-N
- SMILES
- Cc1ccc(O)c(c1)C(C)(C)C
- LogP
- 3.97 · 3.97
- CAS データベース
- 2409 · 2409-55-4(CAS DataBase Reference)
- NISTの化学物質情報
- 2 · Phenol, 2-(1,1-dimethylethyl)-4-methyl-(2409-55-4)
- EPAの化学物質情報
- 2 · 2-tert-Butyl-p-cresol (2409-55-4)
化学的性質
化学的特性white to yellow-beige crystalline mass
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 3.4% (6 of 176) of reports.
Danger
H314 (92.6%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H318 (36.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H335 (52.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H411 (19.3%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P260, P261, P264, P264+P265, P271, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 176 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 6 of 176 reports by companies.;There are 20 notifications provided by 170 of 176 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
Chemical: Phenol, 2-(1,1-dimethylethyl)-4-methyl-
Phenol, 2-(1,1-dimethylethyl)-4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-(1,1-dimethylethyl)-4-methyl- 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: 19-03-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/13640;Status: Active Update: 04-07-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/6813
2-t-Butyl-4-methylphenol: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Caused fatty liver degeneration and changes to renal tubules in inhalation study of rats; Caused ataxia, respiratory depression, and liver injury in lethal-dose feeding studies of rats; [RTECS] Emergency treatment: irritants; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; May be absorbed through skin; Effects in high-dose animal studies include acute pulmonary edema; [MSDSonline]
Hazard Classes and Categories
Skin Corr. 1C (92.6%);Eye Dam. 1 (36.9%);STOT SE 3 (52.3%);Aquatic Chronic 2 (19.3%)
Skin corrosion/irritation - Category 2;Serious eye damage/eye irritation - Category 2A;Hazardous to the aquatic environment (Acute) - Category 2;Hazardous to the aquatic environment (Long-term) - Category 2
安全と保護具
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.
毒性情報
Environmental Fate
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 3200(SRC), determined from a structure estimation method(2), indicates that 2-t-butyl-4-methylphenol will have no mobility in soil(SRC). Volatilization of 2-t-butyl-4-methylphenol may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.5X10-6 atm-cu m/mole(3,SRC). Insufficient data are available to determine the rate or importance of biodegradation of 2-t-butyl-4-methylphenol in soil(SRC).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 3200(SRC), determined from a structure estimation method(2), indicates that 2-t-butyl-4-methylphenol may adsorb to suspended solids and sediment(SRC) in the water. 2-t-Butyl-4-methylphenol may volatilize from water surfaces based on an estimated Henry's Law constant of 1.5X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). Estimated half-lives for a model river and model lake are 31 and 227 days, respectively(4,SRC). An estimated BCF value of 610(4,SRC), from an estimated log Kow(5,SRC), suggests that 2-t-butyl-4-methylphenol will bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(6). Insufficient data are available to determine the rate or importance of biodegradation of 2-t-butyl-4-methylphenol in water(SRC).
ATMOSPHERIC FATE: According to a suggested classification scheme(1), an extrapolated vapor pressure of 0.025 mm Hg at 25 °C(2,SRC) indicates that 2-t-butyl-4-methylphenol will exist primarily in the vapor phase in the ambient atmosphere. Vapor-phase 2-t-butyl-4-methylphenol 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 about 7.7 hours(3,SRC). Particulate-phase 2-t-butyl-4-methylphenol may be physically removed from the air by wet and dry deposition(SRC). Reaction of phenols with nitrate radicals may also be an important process(4,SRC).
Adverse Effects
Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.;Dermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Soil Adsorption/Mobility
Using a structure estimation method based on molecular connectivity indexes(1), the Koc for 2-t-butyl-4-methylphenol can be estimated to be about 3200(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that 2-t-butyl-4-methylphenol will be immobile in soil(SRC).
TSCA Test Submissions
2-(Tert-butyl)-4-methylphenol (CAS # 2409-55-4) was evaluated for acute toxicity. The test was carried out for 96 hours with 5 Bluegills (Lepomis macrochirus) per concentration. Concentrations and mortality data at 96 hours are as follows: 50% (5/5); 25% (5/5); 15% (5/5); 10% (5/5); 5% (0/5); and control (0/5). The fish showed no signs of stress during the course of the test. Based on solubility an LC50 could not be defined.
Environmental Bioconcentration
An estimated BCF value of 610 was calculated for 2-t-butyl-4-methylphenol(SRC), using an estimated log Kow of 3.97(1,SRC) and a recommended regression-derived equation(2). According to aclassification scheme(3), this BCF value suggests that bioconcentration of 2-t-butyl-4-methylphenol will be high in aquatic organisms(SRC).
Volatilization from Water/Soil
The Henry's Law constant for 2-t-butyl-4-methylphenol is estimated as 1.5X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 2-t-butyl-4-methylphenol will volatilize from water surfaces(2,SRC). 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) is estimated as approximately 31 days(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 227 days(2,SRC). 2-t-Butyl-4-methylphenol's Henry's Law constant(1,SRC) indicates that volatilization from moist soil may occur(SRC).
Non-Human Toxicity Excerpts
IN MICE, A SINGLE IP DOSE OF 2-T-BUTYL-4-METHYLPHENOL CAUSED INCREASED WET & DRY LUNG WT. COMPARISON OF TESTED ALKYLPHENOL CMPD SHOWED THAT THE STRUCTURAL FEATURE ESSENTIAL FOR TOXIC ACTIVITY WAS A PHENOLIC RING HAVING A METHYL GROUP AT THE 4-POSITION & ORTHO-ALKYL GROUP(S) WHICH CAN RESULT IN A MODERATE HINDERING EFFECT ON THE HYDROXYL GROUP. THESE STRUCTURAL REQUIREMENTS SUPPORT THE HYPOTHESIS THAT QUINONE METHIDES OR CLOSELY RELATED METABOLITES WHICH ARE FORMED BY MICROSOMAL OXIDATION OF THE TOXIC PHENOLS PLAY A ROLE IN PRODUCING LUNG DAMAGE.
FEMALE ALBINO RATS, CFE STRAIN, WT 76-154 G, GIVEN 7 DAILY DOSES OF 150 MG/KG/DAY BY GASTRIC INTUBATION, SHOWED SIGNIFICANT INCREASES IN HEXOBARBITONE OXIDASE (1.70 UMOLE/HR/G LIVER) & AMINOPYRINE DEMETHYLASE ACTIVITY (0.133 UMOLE/HR/G LIVER), & A 5.4% INCREASE IN LIVER WT. THERE WAS NO CHANGE IN LIVER WT 24 HR AFTER SINGLE DOSE OF 1.5 MMOLE/KG. NO CORRELATION WAS OBSERVED BETWEEN ENZYME INDUCTION & PROTEIN-BINDING CAPACITY OR SOLUBILITY IN LIPID MICELLES, & ONLY MODERATE CORRELATION TO PI VALUES (LOG PARTITION COEFFICIENT MINUS LOG PARTITION COEFFICIENT OF PHENOL) WAS FOUND. THERE WAS NO SIGNIFICANT EFFECT ON UDPG DEHYDROGENASE INDUCTION.
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of 2-t-butyl-4-methylphenol with photochemically produced hydroxyl radicals has been estimated as 5X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 7.7 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Reaction of phenols with nitrate radicals may also be an important process(2,SRC).
Environmental Water Concentrations
DRINKING WATER: 2-t-Butyl-4-methylphenol has been qualitatively identified in drinking water(1).
SURFACE WATER: 2-t-Butyl-4-methylphenol has been identified as a main component in Rhine River water and in shore filtered (activated carbon) Rhine water solvent extract(1).
Environmental Fate/Exposure Summary
2-t-Butyl-4-methylphenol's production and use as an antioxidant may result in its release to the environment through various waste streams. 2-t-Butyl-4-methylphenol has been identified in drinking water and in the Rhine River. If released to soil, 2-t-butyl-4-methylphenol will have no mobility. Volatilization of 2-t-butyl-4-methylphenol may be important from moist soil surfaces. If released to water, 2-t-butyl-4-methylphenol may adsorb to suspended solids and sediment. 2-t-Butyl-4-methylphenol may volatilize from water surfaces with estimated half-lives for a model river and model lake of 31 and 227 days, respectively. An estimated BCF value of 610 suggests that bioconcentration of 2-t-butyl-4-methylphenol will be high in aquatic organisms. Insufficient data are available to determine the rate or importance of biodegradation of 2-t-butyl-4-methylphenol in soil or water. If released to the atmosphere, 2-t-butyl-4-methylphenol will exist primarily in the vapor phase in the ambient atmosphere. Vapor-phase 2-t-butyl-4-methylphenol is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals; the half-life for this reaction in air is estimated to be about 7.7 hours. Reaction with nitrate radicals may also be important. Particulate-phase 2-t-butyl-4-methylphenol may be physically removed from the air by wet and dry deposition. The general population may be exposed to 2-t-butyl-4-methylphenol through contaminated drinking water and handling and use of numerous products formulated with the antioxidant. (SRC)
法規制情報
Regulatory Information
Chemical: Phenol, 2-(1,1-dimethylethyl)-4-methyl-
Phenol, 2-(1,1-dimethylethyl)-4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-(1,1-dimethylethyl)-4-methyl- 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: 19-03-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/13640;Status: Active Update: 04-07-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/6813
2-t-Butyl-4-methylphenol: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- F
- 8-9-23
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- GO7000000
- ridadr
- UN 2430 8/PG 3
- hs_code
- 29071900
- risk_code
- 34-37-51/53
- 化審法
- (3)-521
- hazard_code
- C,N
- safety_code
- 26-36/37/39-45-61-29-20
- hazard_class
- 8
- packing_group
- III
- Hazard Classifications
- Aquatic Chronic 2Skin Corr. 1B
- ストレージクラス
- 8A - Combustible corrosive hazardous materials
- 有毒物質データの
- 2409-55-4(Hazardous Substances Data)
化学と産業
用途と製造
Uses
Used to make rubber antioxidants, diazo derivatives, and other organic chemicals; [HSDB]
CHEM INT FOR ALDEHYDE CONDENSATES (RUBBER ANTIOXIDANTS; FOR 2,2'-METHYLENEBIS(4-METHYL-6-T-BUTYLPHENOL); WITH SULFUR DICHLORIDE FOR RUBBER ANTIOXIDANTS; FOR A BENZOTRIAZOLE UV LIGHT STABILIZER; FOR 6-(5-CHLOROBENZOTRIAZOLE) DERIV; FOR DIAZO DERIVATIVES
U.S. Production
2022: 250,000 - <550,000 lb;2021: 550,000 - <1,000,000 lb;2020: 1,000,000 - <5,000,000 lb
(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS
(1981) PROBABLY GREATER THAN 4.54X10+6 GRAMS
General Manufacturing Information
Phenol, 2-(1,1-dimethylethyl)-4-methyl-: ACTIVE
Phenol, (1,1-dimethylethyl)-4-methyl-: ACTIVE
応用分野
用途ゴム酸化防止剤の中間体
用途有機合成原料。
上流・下流製品情報
上流原料
下流製品
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