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2-フェニル-2-プロパノール

2-Phenyl-2-propanol

HCID 12053
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
617-94-7
標準SMILES
CC(C)(O)c1ccccc1
InChIKey
BDCFWIDZNLCTMF-UHFFFAOYSA-N
分子式
C9H12O
平均分子量
136.19 g/mol
単同位体質量
136.088815

概要

2-phenylpropan-2-ol is a tertiary alcohol that is isopropanol in which the hydrogen attached to the carbon bearing the hydroxy group has been replaced by a phenyl group. It has a role as a Mycoplasma genitalium metabolite and a human xenobiotic metabolite. It is a member of benzyl alcohols and a tertiary alcohol. It derives from a hydride of a cumene.

名称と識別子

優先名称
2-Phenyl-2-propanol
IUPAC
2-phenylpropan-2-ol
現地名
2-フェニル-2-プロパノール
英語名
2-Phenyl-2-propanol
分子式
C9H12O
分子量
136.19

名称と別名

2-Phenyl-2-propanol2-Phenylpropan-2-ol617-94-7Dimethylphenylcarbinol1-Hydroxycumenealpha-Cumyl alcoholDimethylphenylmethanol2-PHENYLISOPROPANOLPhenyldimethylcarbinol2-Propanol, 2-phenyl-alpha,alpha-DimethylbenzenemethanolDTXSID3027247
名称をさらに表示
2-フェニル-2-プロパノールα,α-ジメチルベンジルアルコールジメチルフェニルカルビノール1-フェニル-1-メチルエタノールα,α-ジメチルベンゼンメタノール1-メチル-1-フェニルエタノールα-クミルアルコール2-フェニルプロパン-2-オール2フェニルプロパノル22‐フェニル‐2‐プロパノールBenzenemethanol, .alpha.,.alpha.-dimethyl-Benzenemethanol, α,α-dimethyl-α-Cumyl alcohol2-phenyl-2-propano2-phenyl-propan-2-ol2-Phenyl-2-propanol (2-Phenylisoprapanol)
2-phenylpropanol-2Benzyl alcohol, alpha,alpha-dimethyl-Benzenemethanol, alpha,alpha-dimethyl-JE030BGE05DTXCID107247CHEBI:131607RefChem:478192210-539-5

データベース識別子

CAS
617-94-7
PubChem CID
12053
DTXSID
DTXSID3027247
ChEMBL
CHEMBL3185495
ChEBI
CHEBI:131607
UNII
JE030BGE05
EC Number
210-539-5
Nikkaji
J28.650H

物性

構造計算による物性補完中

XLogP
1.8
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
10
形式電荷
0
複雑度
101

実験および物理化学的性質

PolymersOther Classes -> Alcohols and Polyols, Other
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Density · 2 件

0.9735 @ 20 °C/4 °C

0.9735 @ 20°C

Flavoring AgentsEU Flavoring substances
Color/FormPRISMS
SolubilityINSOL IN WATER; SOL IN ETHANOL, ETHER, BENZENE
Corrosivity · 1 件

The /process/ of corrosion was studied at several points along the flow in a biological treatment facility for phenolic waters. The waters contained phenol, sulfate, isopropylbenzene hydroperoxide, butylphenol, dimethylphenylcarbinol and other organic substances. Sulfate has been reduced by the action of Desulfovibrio desulfuricans. The rate of corrosion was assessed quantitatively using gravimetric and penetration indices, qualitatively by macroscopic observation. The rate of corrosion on carbon steel ranged from 0.04 to 0.8 g/sq m/hr where local forms of corrosion were detected. ...

Boiling Point · 2 件

202 °C @ 760 MM HG

202 °C @760 [mm Hg]

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 1.2% (24 of 1959) of reports.

Warning

H302 (98.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1959 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 5 件

Chemical: Benzenemethanol, .alpha.,.alpha.-dimethyl-

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

Benzenemethanol, .alpha.,.alpha.-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanol, .alpha.,.alpha.-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: 30-04-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/10103

2-Phenyl-2-propanol: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

Higher alcohols are not highly toxic in the industrial setting; Can cause liver injury, somnolence, and respiratory depression in experimental animals; [HSDB] Caused somnolence and changes in liver enzymes in inhalation study of rats; [RTECS] An irritant; [MSDSonline]

Special ReportsPereira WE et al; Environ Sci Technol 16 (7): 387-96 (1982). Characterization of organic contaminants in environmental samples associated with Mount St. Helens 1980 volcanic eruption.
Hazard Classes and Categories · 2 件

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

DIMETHYLPHENYLCARBINOL IS A METABOLITE OF ISOPROPYLBENZENE.

The enantioselective metabolism of cumene was studied in rabbits. The major metabolites identified /in urine/ were 2-phenyl-2-propanol, (R)-(+)-2-phenyl-1-propanol, (S)-(+)-2-phenylpropanoic acid and (R)-(-)-2-hydroxy-2-phenylpropanoic acid. Based on these metabolites, two routes of cumene metabolism were /noted/.

用途と製造

Uses · 4 件

Used as a solvent, chemical intermediate, and flotation frother; [HSDB]

Metal Extraction and Refining [Category: Industry]

SOLVENT; CHEM INT

As a flotation frother.

U.S. Production2023: 250,000 - <400,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

Benzenemethanol, .alpha.,.alpha.-dimethyl-: ACTIVE

応用分野

用途溶剤、化学中間体

使用2-Phenyl-2-propanol is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

上流・下流製品情報

上流原料

ジエチルエーテル (無水)安息香酸エチルヨードメタン

関連反応

75 件
反応記録を作成
HRID 18859 の反応式
HRID 18859生成物としてuspto-grants-2010_06
HRID 18860 の反応式
HRID 18860生成物としてuspto-grants-2010_06
HRID 18861 の反応式
HRID 18861生成物としてuspto-grants-2010_06
HRID 23828 の反応式
HRID 23828生成物としてuspto-grants-2005_02
HRID 42549 の反応式
HRID 42549反応物としてuspto-grants-2013_09
HRID 66633 の反応式
HRID 66633反応物としてuspto-grants-1982_08
HRID 147748 の反応式
HRID 147748生成物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 153013 の反応式
HRID 153013生成物として反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
1 / 10 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
Melting Point
36 °C
Vapor Pressure · 2 件

Vapor pressure = 0.52 mm Hg at 37.8 °C

0.52 [mm Hg] @37 °C

Refractive IndexINDEX OF REFRACTION: 1.5325 @ 20 °C/D
Physical Description · 2 件

CBI; Liquid

Solid; [HSDB] Yellow liquid; mp = 32-34 deg C; [MSDSonline]

物理化学的性質

融点
28 · 28-32 °C (lit.)
沸点
202 °C · 202 °C (lit.)
比重(密度)
0.973 g/mL · 0.973 g/mL at 25 °C (lit.)
蒸気圧
23 Pa · 23Pa at 20℃
屈折率
20 · n20/D 1.5196(lit.)
闪点
190 °F · 190 °F
貯蔵温度
Sealed in dry,Room Temperature
溶解性
クロロホルム、メタノール(微量)
外見
融解後の液体
酸解離定数(Pka)
14.49 · 14.49±0.29(Predicted)
色
無色透明~薄黄色
臭い (Odor)
100 %で。マイルドなグリーン、甘い土っぽい · 100.00%で。マイルドなグリーン、甘い土っぽい
においのタイプ
緑
水溶解度
水に不溶。
BRN
1905012 · 1905012
Henry's Law Constant
2 · 2.0×101 mol/(m3Pa) at 25℃, Wang et al. (2017)
化粧品成分の機能
香料
LogP
1.89 at · 1.89 at 25℃
CAS データベース
617 · 617-94-7(CAS DataBase Reference)
EPAの化学物質情報
2 · 2-Phenyl-2-propanol (617-94-7)

化学的性質

化学的特性clear colorless to yellow liquid after melting

Acute Tox. 4 (98.8%)

Acute toxicity (Oral) - Category 4

安全と保護具

Disposal Methods · 1 件

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.

Protective Action Criteria (PAC) · 3 件

3.1 [mg/m3]

34 [mg/m3]

210 [mg/m3]

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a recommended classification scheme(1), estimated Koc values of 36 to 270(SRC), determined from a structure estimation method(2), and an estimated log Kow(3,SRC) with a recommended regression-derived equation(5), indicate that 2-phenylisopropanol will have medium to very high mobility in soil(SRC). Volatilization of 2-phenylisopropanol may not be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 3.8X10-7 atm-cu m/mole(4,SRC), but may be important from dry soil surfaces(SRC) based on an estimated vapor pressure of 0.047 mm Hg at 25 °C(5,SRC) and a measured vapor pressure of 0.52 mm Hg at 37.8 °C(7). According to a Zahn-Wellens test, 2-phenylisopropanol will biodegrade readily in soil(6).

AQUATIC FATE: Based on a recommended classification scheme(1), estimated Koc values of 36 to 270(SRC), determined from a structure estimation method(2), and an estimated log Kow(3,SRC) with a recommended regression-derived equation(5), indicate that 2-phenylisopropanol has the potential to adsorb to suspended solids and sediment(SRC) in the water. 2-Phenylisopropanol should not volatilize from water surfaces based on an estimated Henry's Law constant of 3.8X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). An estimated BCF value of 18(4,SRC), from an estimated log Kow(3,SRC), suggests that 2-phenylisopropanol will not bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(6). According to a Zahn-Wellens test, 2-phenylisopropanol will biodegrade readily in water(7). 2-Phenylisopropanol may undergo reaction with photochemically produced hydroxyl radicals in water(8) with a half-life of approximately 170 days(8,9,SRC).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 0.047 mm Hg at 25 °C(2,SRC) indicates that 2-phenylisopropanol will exist in the vapor phase in the ambient atmosphere. Vapor-phase 2-phenylisopropanol 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 3 days(3,SRC).

Food Survey Values2-Phenylisopropanol has been qualitatively identified in corbicula(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Effluent Concentrations · 1 件

2-Phenylisopropanol has been detected in wastewater from the organics and plastics (23 ng/ul extract) and transportation equipment (2513 ng/ul extract) industries(1). At the Northeast Sewage Treatment plant located on the Delaware River near Philadelphia, 2-phenylisopropanol was detected at 70 ppb in the inflow, at 70 ppb in the outflow, at 2 ppb 2 miles upstream, and at 0.5 ppb one mile downstream(2). 2-Phenylisopropanol has been qualitatively identified in advanced waste treatment water from Orange County, CA(3).

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indexes(1), the Koc for 2-phenylisopropanol can be estimated to be about 36(SRC). The Koc of 2-phenylisopropanol can also be estimated to be approximately 274(SRC), using an estimated log Kow of 1.95(2,SRC) and a regression-derived equation(3,SRC). According to a recommended classification scheme(4), these estimated Koc values suggest that 2-phenylisopropanol has very high to medium mobility in soil(SRC).

TSCA Test Submissions · 5 件

2-Phenyl-2-propanol (CAS # 617-94-7) was evaluated for acute oral toxicity. The LD50 was determined to range from 1,400 to 3,000 mg/kg. No further information was submitted.

2-Phenyl-2-propanol (CAS # 617-94-7) was evaluated for dermal sensitization. Fifty-five human subjects received 24 hour exposures to test patches 3 times a week for 3 weeks and a challenge patch in the 6th week. There was little or no primary irritation. There was an indication of skin sensitization in 7 of the 55 subjects, and equivocal evidence of sensitization in 10 other subjects.

2-Phenyl-2-propanol (CAS # 617-94-7) was evaluated for primary dermal irritation. Daily application of the test substance to the skin of guinea pigs produced mild primary irritation. No further information was submitted.

2-Phenyl-2-propanol (CAS # 617-94-7) was evaluated for primary dermal irritation. Daily application of the test substance to the skin of rabbits produced mild primary irritation. No further information was submitted.

For more TSCA Test Submissions (Complete) data for 2-PHENYLISOPROPANOL (6 total), please visit the HSDB record page.

Artificial Pollution Sources2-Phenylisopropanol's production and use as a flotation frother(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 2 件

Using the Zahn-Wellens test, 2-phenylisopropanol biodegraded completely in 9 days(1).

Nine strains of non-pathogenic gram negative soil bacteria able to degrade dimethylphenylcarbinol ... a component of the wastes from phenol production, were selected. The dynamics of degradation of this substrate and changes in the UV spectra of the growth medium typical of all the strains obtained are described for the strain Pseudomonas putida GFS-106. This strain, which is also able to degrade phenol, was successfully used for the purification of phenolic wastes. It is shown that the culture liquid after complete dimethylphenylcarbinol by strains cultivated on a mineral medium is less toxic for some microorganisms than the initial soln of this cmpd.

Environmental Bioconcentration · 1 件

An estimated BCF value of 18 was calculated for 2-phenylisopropanol(SRC), using an estimated log Kow of 1.95(1,SRC) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will not be an important fate process(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for 2-phenylisopropanol is estimated as 3.8X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 2-phenylisopropanol will be essentially nonvolatile from water surfaces(2,SRC). 2-Phenylisopropanol's vapor pressure, 0.047 mm Hg(3,SRC) indicates that volatilization from dry soil surfaces may occur. However, 2-phenylisopropanol's Henry's Law constant(1,SRC) indicates that volatilization from moist soil may not occur(SRC).

Non-Human Toxicity Excerpts · 5 件

THE ORAL LD50 VALUE OF DIMETHYLPHENYLCARBINOL WAS 1.950 G/KG IN MICE AND 2.250 G/KG IN RATS. THE CLINICAL TOXIC SYMPTOMS WERE SIMILAR TO THOSE OF CNS DEPRESSANTS. DERMATITIS WAS INDUCED IN GUINEA PIGS, AS WERE OCULAR BURNS IN RABBITS.

THE SENSITIVITY OF RATS AND MICE TO DIMETHYLPHENYLCARBINOL (I) WAS PRACTICALLY SIMILAR. I AFFECTED THE NERVOUS SYSTEM, LIVER, AND KIDNEYS. UNDER ACUTE INHALATION, I CAUSES A STEADY DECREASE IN THE PEROXIDASE ACTIVITY AND INCREASE IN THE BLOOD CHOLINESTERASE IN RATS. CHRONIC I INCREASED THE NUMBER OF LEUKOCYTES SUBSTANTIALLY, REDUCED HEMOGLOBIN CONTENT OF THE BLOOD, AND INCREASED THE ACTIVITY OF AMINOTRANSFERASE.

Eye irritation score of 5 /From table/

Skin irritation score of 3 /From table/

Maximum inhalation exposure of saturated vapor with no mortality = 8 hours /From table/

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of 2-phenylisopropanol with photochemically produced hydroxyl radicals has been estimated as 5.5X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 3 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). The rate constant for the reaction between photochemically produced hydroxyl radicals in water and 2-phenylisopropanol is 4.6X10+9 L/mole-sec(2); assuming that the concentration of hydroxyl radicals in brightly sunlit natural water is 1X10-17 M(3), the half-life would be about 174 days(SRC).

安全データ

wgk
3
tsca
TSCA listed
rtecs
DO4562000
ridadr
1325
hs_code
2906299090
risk_code
22-36/37/38
化審法
(3)-1013, (3)-1034
hazard_code
Xn,Xi
hazard_note
Irritant
safety_code
26-36
有毒物質データの
617-94-7(Hazardous Substances Data)
危険度評価(NFPA 704基準/消防庁データ)
人的[青]=1
2-フェニルプロピレンオキシド
安息香酸メチル
クメンヒドロペルオキシド (約20%芳香族炭化水素含む)
α-メチルスチレン

下流製品

ヨードシクロヘキサン1H-Azepine-1-carbothioic acid, hexahydro-, S-(1-methyl-1-phenylethyl) ester1-クロロ-1-フェニル-1-メチルエタン3,3-ジメチルベンゾ[C][1,2]オキサボロール-1(3H)-オール3,3-ジメチルイソベンゾフラン-1(3H)-オン

補足説明

定義ChEBI: A tertiary alcohol that is isopropanol in which the hydrogen attached to the carbon bearing the hydroxy group has been replaced by a phenyl group.