基本情報
- 標準SMILES
CCc1cccc(O)c1- InChIKey
HMNKTRSOROOSPP-UHFFFAOYSA-N- 分子式
- C8H10O
- 平均分子量
- 122.16 g/mol
- 単同位体質量
- 122.07316494
概要
3-Ethylphenol is a member of phenols.
名称と識別子
- 優先名称
- 3-Ethylphenol
- IUPAC
- 3-ethylphenol
- 現地名
- 3-エチルフェノール
- 英語名
- 3-Ethylphenol
- 分子式
- C8H10O
- 分子量
- 122.16
名称と別名
名称をさらに表示
データベース識別子
- CAS
620-17-7- PubChem CID
- 12101
- DTXSID
DTXSID0022480- ChEMBL
CHEMBL58052- ChEBI
CHEBI:34332- UNII
- 0G9ZK222JX
- EC Number
- 210-627-3
- Nikkaji
- J2.086I
物性
構造計算による物性
- XLogP
- 2.4
- 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
- 9
- 形式電荷
- 0
- 複雑度
- 80.6
実験および物理化学的性質
Vapor Pressure
0.05 [mmHg]
0.05 mm Hg at 25 °C
物理化学的性質
- 融点
- -4 °C · -4 °C
- 沸点
- 212 °C750 · 212 °C750 mm Hg(lit.)
- 比重(密度)
- 1.001 g/mL · 1.001 g/mL at 25 °C (lit.)
- 屈折率
- 20 · n20/D 1.533(lit.)
- 闪点
- 202 °F · 202 °F
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 外見
- clear liquid
- 酸解離定数(Pka)
- 1 · pK1:10.07 (25°C)
- 色
- Colorless to Light orange to Yellow
- 臭い (Odor)
- カビ臭い匂い
- においのタイプ
- かび臭い
- 水溶解度
- 水にわずかに溶ける。
- BRN
- 1857002 · 1857002
- Henry's Law Constant
- 4.9 · 4.9×100 mol/(m3Pa) at 25℃, Karl et al. (2003)
- 化粧品成分の機能
- 香料
- InChI
- 1S/C8H10O/c1-2-7-4-3-5-8(9)6-7/h3-6,9H,2H2,1H3
- InChIKey
- HMNKTRSOROOSPP-UHFFFAOYSA-N
- SMILES
- CCc1cccc(O)c1
- LogP
- 2.4 · 2.400
- CAS データベース
- 620 · 620-17-7(CAS DataBase Reference)
- NISTの化学物質情報
- 3 · 3-Ethylphenol(620-17-7)
- EPAの化学物質情報
- m-Ethylphenol (620-17-7)
化学的性質
化学的特性clear brown liquid
安全と法規制
GHS分類
GHS Classification
Danger
H301 (39%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 200 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
危険有害性情報
Regulatory Information
Chemical: Phenol, 3-ethyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Phenol, 3-ethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 3-ethyl- 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)
Phenol, 3-ethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Acute Tox. 3 (39%)
Acute toxicity - category 4
Acute toxicity (Oral) - Category 4
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 480(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 3-ethylphenol will have moderate mobility in soil(SRC). Based on limited data, biodegradation of this compound is likely. A system where water was passed through contaminated soil (initial 3-ethylphenol concn = 73 ug/L) and then through a upflow aerated column was capable of 93% removal in 37 days(4). 3-Ethylphenol's measured and estimated values for vapor pressure(5) and Henry's Law constant(6,SRC), respectively, indicate that volatilization from dry and moist soil surfaces is possible, but will not be a major fate process for this compound(SRC).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 480(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 3-ethylphenol may adsorb to suspended solids and sediment(SRC) in the water. Based on limited data, biodegradation of this compound is likely. A system where water was passed through contaminated soil (initial 3-ethylphenol concn = 73 ug/L) and then through a upflow aerated column was capable of 93% removal in 37 days(4). 3-Ethylphenol should volatilize from water surfaces based on an estimated Henry's Law constant of 1.1X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Estimated half-lives for a model river and model lake are 37 and 274 days, respectively(3,SRC). An estimated BCF value of 40(3,SRC), from an experimental log Kow(2), suggests that 3-ethylphenol may bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(6).
ATMOSPHERIC FATE: According to a suggested classification scheme(1), a measured vapor pressure of 0.05 mm Hg at 25 °C(2) indicates that 3-ethylphenol will mainly exist in the vapor phase in the ambient atmosphere. Vapor-phase 3-ethylphenol 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 5 hours(3,SRC).
Effluent Concentrations
Final effluent collected from the Los Angeles County wastewater treatment plant contained 3-ethylphenol at an average concentration of 15 ug/L(1). 3-Ethylphenol was detected at unreported concentrations in a groundwater plume emanating from the Hipps Road Landfill, Florida(2). 3-Ethylphenol was detected in industrial wastewater from the following industries: petroleum refining (1 of 21 extracts), organic chemicals (1 of 31 extracts), and publicly-owned treatment works (1 in 44 extracts)(3). 3- and 4-ethylphenol (mixed) were detected in cigarette smoke at 1.2-2.8 mg/100 cigarettes(4). 3-Ethylphenol was detected in wastewater from the gasification of Indian Head lignite coal(5).
Soil Adsorption/Mobility
The Koc of 3-ethylphenol is estimated as approximately 480(SRC), using a measured log Kow of 2.40(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 3-ethylphenol has moderate mobility in soil(SRC).
Natural Pollution Sources
A xylenol fraction boiling between 216 and 218 °C containing predominantly 3- and 4-ethylphenol is obtained from brown coal low-temperature tar and used in the varnish industry.
Volcanic ash from Mount St. Helens, following th May 18, 1980 eruption, contained 3-ethylphenol(1).
Artificial Pollution Sources
3-Ethylphenol's production and use in the manufacture of photochemicals and varnishes(1), may result in its release to the environment through various waste streams(SRC). 3-Ethylphenol is also released in effluent streams from coal gasification plants(3) and from cigarette smoke(2).
Environmental Biodegradation
A lab-scale, upflow aerated column receiving water that had first passed through a soil sample, obtained from a former asphalt production plant, (3-ethylphenol influent initially at 73 ug/L) was capable of 93% removal of this compound within 37 days(1). An on-site (at the production plant) upflow aerated column and trickling filter, after 38 days of operation, removed 86% and 22% of the initial concentration of p-ethylphenol, respectively(1). Differences between lab scale and on-site reactors were due to differences in the hydraulic load(1). Pseudomonas strain FH23, isolated by enrichment culture with 4-hydroxybiphenyl, had a oxygen uptake rate of 9 nmol/min/mg protein when grown with 3-ethylphenol as the sole carbon source(2).
Environmental Bioconcentration
An estimated BCF value of 40 was calculated for 3-ethylphenol(SRC), using a measured log Kow of 2.40(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms may be an important fate process(SRC).
Volatilization from Water/Soil
The Henry's Law constant for 3-ethylphenol is estimated as 1.1X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 3-ethylphenol 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 37 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 274 days(2,SRC). 3-Ethylphenol's values for vapor pressure(4) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil surfaces is possible, but not likely to be a major fate process for this compound(SRC).
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of 3-ethylphenol with photochemically produced hydroxyl radicals has been estimated as 8.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). 3-Ethylphenol has a measured pKa of 9.9, indicating that under most environmental conditions this compound will exist mainly as the non-dissociated form(2).
安全データ
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3145 8/PG 3
- hs_code
- 2907199090
- risk_code
- 20/21/22-36/37/38-34
- 化審法
- (3)-500, (4)-57
- 消防法
- 危-4-3-III
- hazard_code
- Xn,C
- safety_code
- 26-37/39-36/37-45-36/37/39
- hazard_class
- 8
- packing_group
- III
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- ストレージクラス
- 10 - Combustible liquids
- 有毒物質データの
- 620-17-7(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
Used as a starting material for photochemicals; [HSDB]
Pure 3-ethylphenol is a starting material for photochemicals.
3-Ethylphenol and .... are contained in the xylenol fraction boiling between ca. 205 and 225 °C obtained from tar phenols, which is used, for example, for the production of phenolic resins.
U.S. Production
2023: 3,255,915 lb
(1977) AT LEAST 4.54X10+5 GRAMS
Methods of Manufacturing
3-Ethylphenol is produced by sulfonation of ethylbenzene and subsequent alkali melt of the 3-ethylbenzenesulfonic acid obtained. By sulfonation under severe conditions, the 4-ethylbenzenesulfonic acid formed initially isomerizes to form a mixture of 2-,3-, and 4-ethylbenzenesulfonic acids in a ratio of 2:58:40. The 2- and 4-ethylbenzenesulfonic acids are selectively hydrolyzed back to ethylbenzene and sulfuric acid by blowing steam through the mixture at 150-170 °C. 3-Ethylphenol is then obtained by alkali melt of the remaining 3-ethylbenzenesulfonic acid at 330-340 °C in up to 98% purity.
General Manufacturing Information
Paint and Coating Manufacturing
Phenol, 3-ethyl-: ACTIVE
応用分野
用途反応性高分子原料,酸化防止剤,医薬品,農薬,染料等の原料
使用It is used as a photographic chemical intermediate and an intermediate for the cyan coupler of photographic paper. It has a wide application in fragrance industry.
調製方法
3-Ethylphenol is produced by sulfonation of ethylbenzene and subsequent alkali melt of the 3-ethylbenzenesulfonic acid obtained. By sulfonation under severe (thermodynamically controlled) conditions (200 ℃) the 4-ethylbenzenesulfonic acid formed initially isomerizes to form a mixture of 2-, 3-, and 4- ethylbenzenesulfonic acids in a ratio of ca. 2 : 58 : 40. The 2- and 4-ethylbenzenesulfonic acids are selectively hydrolyzed back to ethylbenzene and H2SO4 by blowing steam through the mixture at 150–170 ℃. 3-Ethylphenol is then obtained by alkali melt of the remaining 3-ethylbenzenesulfonic acid at 330–340 ℃ in up to 98% purity.
上流・下流製品情報
上流原料
下流製品
関連反応
関連ノート
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