Cyclopentanol

HCID 7298CAS 96-41-3

基本情報

標準SMILES
OC1CCCC1
InChIKey
XCIXKGXIYUWCLL-UHFFFAOYSA-N
分子式
C5H10O
平均分子量
86.13 g/mol
単同位体質量
86.07316494

概要

Cyclopentanol appears as a colorless viscous liquid with a pleasant odor. Slightly less dense than water. Vapors heavier than air. Used to make perfumes and pharmaceuticals.

名称と識別子

優先名称
Cyclopentanol
IUPAC
cyclopentanol
現地名
シクロペンタノール
英語名
Cyclopentanol
分子式
C5H10O
分子量
86.13

名称と別名

CYCLOPENTANOL96-41-3Cyclopentyl alcoholHydroxycyclopentaneDTXSID1033371UN22441L43Q07TBUNSC-49117DTXCID9013371CHEBI:16133UN-2244RefChem:129864
名称をさらに表示
シクロペンタノールシクロペンチルアルコール1-シクロペンタノールシクロペンタン-1-オールシクロペンタノ-ルヒドロキシシクロペンタンopentanoLCyclopentanol>Cyclopentanol-D8Cyclopentanol,99%Cyclopentanol 99%Cyclopentanol, 98%+
202-504-81-cyclopentanolMFCD00001363CAS-96-41-3HSDB 2821EINECS 202-504-8NSC 49117cydopentanol

データベース識別子

CAS
96-41-3
PubChem CID
7298
DTXSID
DTXSID1033371
ChEMBL
CHEMBL288998
ChEBI
CHEBI:16133
UNII
1L43Q07TBU
EC Number
202-504-8
Nikkaji
J43.298I

物性

構造計算による物性

XLogP
0.8
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
0
重原子数
6

実験および物理化学的性質

Chemical ClassesFlammable agents - 2nd degree
SolventsSolvents -> Alcohols (<C12)
SpringerMaterials PropertiesBoiling point
LogPlog Kow = 0.71
Odor · 2 件

Odor of amyl alcohol, somewhat like peppermint

Pleasant odor

Density0.9478 @ 20 °C/4 °C

物理化学的性質

融点
-19 °C · -19 °C (lit.)
沸点
139 · 139-140 °C (lit.)
比重(密度)
0.948 g/mL · 0.948 g/mL at 20 °C 0.949 g/mL at 25 °C (lit.)
屈折率
20 · n20/D 1.453(lit.)
闪点
124 °F · 124 °F
貯蔵温度
Flammables area

化学的性質

化学的特性シクロペンタノールは化学式C5H10Oで表される有機化合物ですこの化合物は五メンバーリングのシクロアルカンであるシクロペンタンにヒドロキシル基OHが結合した構造を持っていますシクロペンタノールはアルコールの一種であり特に二級アルコールに分類されますその特徴として水とも有機溶剤とも混和可能であることが挙げられます

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 57 reports by companies from 3 notifications to the ECHA C&L Inventory.

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 5 件

Chemical: Cyclopentanol

Commission Regulation (EC) No 1565/2000 (Repealed by Com.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

Status: Active Update: 30-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/15902

Cyclopentanol: HSNO Approval: HSR001247 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 2 件

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Fire PotentialMODERATE, IN PRESENCE OF HEAT OR FLAME.
Health Hazards · 2 件

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· May cause toxic effects if inhaled or absorbed through skin.

Hazards SummaryCan defat skin and cause CNS depression; [HSDB] An eye irritant; [eChemPortal: ERMA] An irritant; [MSDSonline]

安全と保護具

Fire FightingExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Accidental Release Measures · 2 件

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 件

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 1 件

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Use "alcohol" foam, dry chemical or carbon dioxide. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Keep run-off water out of sewers and water sources.

Storage Conditions · 1 件

IN GENERAL, MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS...SHOULD BE STORED IN COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD & SHOULD BE PERIODICALLY INSPECTED & MONITORED.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 58(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that cyclopentanol will have high mobility in soil(SRC); leaching of this compound may be important under some environmental conditions(SRC). In soil, cyclopentanol is expected to readily biodegrade(SRC). In tests using activated sludge inocula, 95% of the inital COD (cyclopentanol at 200 mg/L COD), was removed over 120 hours(4); 97%(5) of the theoretical BOD was obtained within 5 days (cyclopentanol at 100 mg/L). Volatilization of cyclopentanol should be important from dry soil surfaces(SRC) given a measured vapor pressure of 1892 mm Hg at 25 °C(6). Volatilization from moist soil surfaces will be very slow(SRC) based on an estimated Henry's Law constant of 2.6X10-6 atm-cu m/mole(7,SRC).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 58(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that cyclopentanol will not adsorb to suspended solids and sediment(SRC) in the water. Cyclopentanol is expected to readily biodegrade in water(SRC). In tests using activated sludge inocula, 95% of the inital COD (cyclopentanol at 200 mg/L COD), was removed over 120 hours(4); 97%(5) of the theoretical BOD was obtained within 5 days (cyclopentanol at 100 mg/L). Cyclopentanol will volatilize from water surfaces based on an estimated Henry's Law constant of 2.6X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(6). Estimated half-lives for a model river and model lake are 13 and 98 days, respectively(3,SRC). An estimated BCF value of 2(3,SRC), from a measured log Kow(2), suggests that cyclopentanol will bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(7).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), a measured vapor pressure of 1892 mm Hg at 25 °C(2) indicates that cyclopentanol will mainly exist in the vapor phase in the ambient atmosphere. Vapor-phase cyclopentanol 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 1.5 days(3,SRC).

Food Survey ValuesCyclopentanol is present, at unreported concentrations, as a volatile component of aroma for both beef and pork(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Soil Adsorption/Mobility · 1 件

The Koc of cyclopentanol is estimated as approximately 58(SRC), using a measured log Kow of 0.71(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that cyclopentanol has high mobility in soil(SRC).

TSCA Test Submissions · 5 件

Cyclopentanol (CAS # 96-41-3) was evaluated for acute oral toxicity. The test substance was administered by gavage to Wistar-derived male rats. Dosage and mortality data are as follows: 2.5 ml/kg (5/5); 1.25 ml/kg (5/5); and 0.625 ml/kg (5/6). Toxic signs included sluggish; unsteady gait; red fluid around eyes and mouth; and convulsions at 1.25 and 0.625 ml/kg. Gross pathology revealed mottled red and tan livers; distended and gas-filled stomachs; and pale kidneys.

Cyclopentanol (CAS # 96-41-3) was evaluated for acute dermal toxicity. The test substance was applied once to the clipped-intact skin of male New Zealand white rabbits for 24 hours. Dosages and mortality data are as follows: 1.60 ml/kg (2/2); 0.20 ml/kg (4/4); 0.10 ml/kg (0/4); and 0.05 ml/kg (0/2). The LD50 was determined to be 0.141 ml/kg. Toxic signs at 0.20 ml/kg and above, include erythema, edema, vocalization, hyperactivity, lacrimation and convulsions. Gross pathology revealed mottled red and light tan livers, and tan kidneys.

Cyclopentanol (CAS # 96-41-3) was evaluated for acute inhalation toxicity. The test substance was administered to 6 rats (strain and sex not indicated) per single exposure for 136 minutes (100% mortality) or 68 minutes (no mortalities) as a substantially saturated atmosphere at room temperature. LT50 was determined to be 96 minutes. Mortality resulted after a few hours. Toxic signs included lacrimation, hypoactivity, severe tremors, ataxia, salivation, dilated pupils, and coordination loss. Gross pathology revealed dark red lungs, and gas-filled stomach and intestines.

Cyclopentanol (CAS # 96-41-3) was evaluated for primary dermal irritation. The test substance was applied in 0.01 ml amounts to the clipped, uncovered intact skin of 5 rabbits (sex and strain not indicated), either undiluted or in dilutions of 10%, 1.0%, 0.1%, or 0.01% solvent. No irritation was noted on 4 rabbits, and moderate capillary injection was noted on one rabbit (Grade 2) at an unspecified concentration.

Cyclopentanol (CAS # 96-41-3) was evaluated for primary eye irritation. The test substance was applied to the conjunctival sac of 5 rabbits (sex and strain not indicated) at 0.005 ml, 0.02 ml, 0.10 ml, or 0.5 ml of undiluted or 0.5 ml of 40%, 15%, 5%, or 1% dilutions of test material. Moderate to severe corneal injury with iritis resulted from 0.005 ml of undiluted and 0.5 ml of 40% dilution of test material. No injury to minor corneal injury, with iritis in one rabbit, resulted from 15% dilution.

Atmospheric Concentrations · 1 件

Cyclopentanol was detected in 10% of expired air samples taken from an urban population of humans(28 subjects, 224 expired air samples); the average concentration was 0.9 ng cyclopentanol/L expired air(1). 8.5% of 387 expired air samples from 54 human subjects contained cyclopentanol at an average concentration of 0.329 ng/L expired air(2).

安全データ

wgk
1
tsca
TSCA listed
ridadr
UN 2244
hs_code
29061990
risk_code
10-36/37/38
化審法
(3)-2306

化学と産業

用途と製造

Uses · 3 件

Used as a solvent (perfumes and pharmaceuticals) and for organic synthesis; [Hawley]

Perfume and pharmaceutical solvent, intermediate for dyes, pharmaceuticals, and other organics.

In the preparation of quingestanol acetate.

Methods of Manufacturing · 3 件

BY REDUCTION OF CYCLOPENTANONE WITH LIALH4 IN ETHER @ ROOM TEMP.

...BY MODIFIED MEERWEIN-PONDORF-VERLEY REDUCTION OF CYCLOPENTANONE IN PRESENCE OF ALUMINUM ISOPROPOXIDE & SODIUM HYDROXIDE. BY CATALYTIC HYDROGENATION OF PURE CYCLOPENTANONE WITH COPPER CHROMITE @ 150 °C & 150 ATM.

BY CATALYTIC HYDROGENATION OF CYCLOPENTANONE WITH PLATINUM OXIDE & PLATINUM BLACK @ 2-3 ATM: NOLLER, ADAMS, J AM CHEM SOC 48, 1084 (1926); BY HYDRATION OF CYCLOPENTENE IN AQ H2SO4: HEPP, US PATENT 2,414,646 (1947 TO PHILLIPS PETR)...

General Manufacturing InformationCyclopentanol: ACTIVE
応用分野 · 5 件

解説シクロペンタノール (Cyclopentanol) とは、の水素が一つヒドロキシ基で置換された構造をしている有機化合物です。 環状アルコールの1種にあたります。CAS登録番号は96-41-3です。分子式C5H10O、分子量86.13、融点-19℃、沸点139-140℃です。常温では無色からわずかにうすい黄色の液体となっており、 不快臭を放つとされています。密度は0.949g/mLです。 他の名称には、「シクロペンチルアルコール (Cyclopentyl alcohol) 」「ヒドロキシシクロペンタン (Hydroxycyclopentane) 」などがあります。水には難溶ですが、アルコール、エーテルおよびには極めて容易に溶けます。

用途香水や医薬品の中間体溶剤、染料、医薬品などの有機物

使用Cyclopentanol is a versatile compound used as a building block, intermediate and solvent.

一般的な説明A colorless viscous liquid with a pleasant odor. Slightly less dense than water. Flash point 124°F. Vapors heavier than air. Used to make perfumes and pharmaceuticals.

使用用途図2. シクロペンタノールの酸化によるシクロペンタノンの合成の例 シクロペンタノールの主な用途は、一般的な溶剤、香料調剤用の溶剤、医薬・農薬原料などです。また、シクロペンタノールは、のであり、TEMPOなどの安価な触媒で極めて高選択的にシクロペンタノンを製造することができます。 シクロペンタノンは各種産業用途で利用価値が高い化合物であるため、この変換反応は非常に重要です。例えば、特定フロンや1,1,1-は、金属材料に付着する油の洗浄液として有益ですが、環境に影響があるため、新しい代替洗浄液が必要となっています。 そこで、生分解性が良好であるシクロペンタノンが、近年代替洗浄液として注目を集めています。また、シクロペンタノン (及びその前駆体のシクロペンタノール) は、各種医薬品の合成中間体であるため、合成化学的にも重要な化合物と言えます。

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補足説明

定義ChEBI: Cyclopentanol is the simplest member of the class of cyclopentanols bearing a single hydroxy substituent. The parent of the class of cyclopentanols.

関連反応

380 件

関連ノート

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