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1-テトラコサノール

1-Tetracosanol

HCID 10472
ノート反応
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
部分構造検索類似構造を探す

基本情報

CAS
506-51-4
標準SMILES
CCCCCCCCCCCCCCCCCCCCCCCCO
InChIKey
TYWMIZZBOVGFOV-UHFFFAOYSA-N
分子式
C24H50O
平均分子量
354.7 g/mol
単同位体質量
354.38616621

概要

Tetracosan-1-ol is a very long-chain primary fatty alcohol that is tetracosane in which a hydrogen attached to one of the terminal carbons is replaced by a hydroxy group. It has been isolated from a variety of plants, including grape seeds, evening primrose (Oenothera biennis), pitaya fruits (Hylocereus polyrhizus and Hylocereus undatus), and the flowers of Arabian jasmine ( Jasminum sambac). It has a role as a vulnerary and a plant metabolite. It is a very long-chain primary fatty alcohol and a tetracosanol.

名称と識別子

優先名称
1-Tetracosanol
IUPAC
tetracosan-1-ol
現地名
1-テトラコサノール
英語名
1-Tetracosanol
分子式
C24H50O
分子量
354.65

名称と別名

1-Tetracosanol506-51-4LIGNOCERYL ALCOHOLTetracosan-1-olLignoceroln-TetracosanolTetracosyl alcoholLignoceric alcoholn-Tetracosanol-12N0PI37IOCNSC 93768HSDB 5674
名称をさらに表示
1-テトラコサノールリグノセロールリグノセリルアルコールテトラコサン-1-オールテトラコサノール, 1-テトラコサノールTETRACOSANOLcarnaubyl alcoholALCOHOL C24etracosan-1-ol
UNII-2N0PI37IOCEINECS 208-043-9NSC-93768DTXSID8027161CHEBI:77413EC 208-043-9RefChem:25873DTXCID107161

データベース識別子

CAS
506-51-4
PubChem CID
10472
DTXSID
DTXSID8027161
ChEBI
CHEBI:77413
UNII
2N0PI37IOC
EC Number
208-043-9
Nikkaji
J116.891F

物性

構造計算による物性

XLogP
11.6
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
22
重原子数
25
形式電荷
0
複雑度
214

実験および物理化学的性質

LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
PolymersOther Classes -> Alcohols and Polyols, Other
DensityWaxy consistency ... lower specific density than water ... odorless except for traces of impurities such as carbonyl compounds and hydrocarbons, which are usually present. ... /Tetradecanol and higher alcohols/
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point210 °C at 0.4 mm Hg
Melting Point77 °C
Physical DescriptionWhite powder; [MSDSonline]
Other Experimental Properties · 2 件

Immiscible in water /Decanol and higher fatty alcohols/

Common organic solvents such as petroleum ether, lower alcohols, and diethyl ether are suitable solvents for fatty alcohols. /Fatty alcohols/

物理化学的性質

融点
75 · 75-77 °C

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 · 5 件

This chemical does not meet GHS hazard criteria for 85.9% (128 of 149) of all reports.

Warning

H319 (10.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 149 reports by companies from 8 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 3 件

Chemical: 1-Tetracosanol

REACH registered substance: Tetracosanol (EC: 208-043-9)

1-Tetracosanol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - 1-Tetracosanol: Human health tier I assessment
Hazards SummaryMay cause irritation; [MSDSonline]
Hazard Classes and CategoriesEye Irrit. 2 (10.1%)

安全と保護具

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

化学と産業

用途と製造

Uses · 3 件

Used as intermediates; Fatty alcohols with chain lengths >18 are used to prevent evaporation of water reservoirs during dry seasons; Naturally occurring in lanolin and green leaf composite samples; [HSDB]

The industrial importance of fatty alcohols is due to the large number of reactions that the hydroxyl group may undergo ... many of the resulting derivatives are intermediates of commercial importance /Fatty alcohols/

Fatty alcohols with chain lengths greater than 18 ... are suitable for protection of water reservoirs against evaporation during dry seasons ... evaporation can be reduced up to 50% /Fatty alcohols/

U.S. Production · 1 件

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

General Manufacturing Information · 2 件

1-Tetracosanol: ACTIVE

Lanolin was saponified and extracted with petroleum ether. The natural fraction of lanolin obtained (wool wax alcohols) was treated with digitonin. After thin-layer chromatography, 5 fractions were isolated from the digitonin-negative fraction from which several steroidal hydrocarbons, including lignoceryl alcohol, were isolated.

応用分野

使用1-Tetracosanol is a useful reagent for organic synthesis.

サプライヤー100 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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関連反応

1 件
反応記録を作成
HRID 2242761 の反応式
HRID 2242761反応物としてuspto-grants-2010_03

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
沸点
190 °C · 190 °C
比重(密度)
0.839 · 0.839
蒸気圧
0 Pa · 0Pa at 25℃
屈折率
1.4471 · 1.4471 (estimate)
闪点
142 ℃ · 142℃
貯蔵温度
2 · 2-8°C
溶解性
クロロホルム(わずかに)、ヘキサン(わずかに)
酸解離定数(Pka)
15.2 · 15.20±0.10(Predicted)
外見
シャイニーフレークまたはふわふわパウダー
色
白い
水溶解度
1 μg/L · 1μg/L at 25℃
BRN
1777129 · 1777129
Henry's Law Constant
3.4 · 3.4×10-3 mol/(m3Pa) at 25℃, HSDB (2015)
InChI
1S/C24H50O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25/h25H,2-24H2,1H3
InChIKey
TYWMIZZBOVGFOV-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCO
LogP
15 at · 15 at 20℃
CAS データベース
506 · 506-51-4(CAS DataBase Reference)
EPAの化学物質情報
1 · 1-Tetracosanol (506-51-4)

化学的性質

化学的特性white shiny flakes or fluffy powder

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5.1X10+5(SRC), determined from a structure estimation method(2), indicates that 1-tetracosanol is expected to be immobile in soil(SRC). Volatilization of 1-tetracosanol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.9X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to mosit soil is expected to attenuate volatilization(SRC). 1-Tetracosanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.4X10-9 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation data were not available(SRC, 2006), but long chain linear alcohols are expected to biodegrade(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5.1X10+5(SRC), determined from a structure estimation method(2), indicates that 1-tetracosanol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 2.9X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 6 hours and 7.6 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 14 years if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from an estimated log Kow of 11(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2006), but long chain linear alcohols are expected to biodegrade(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-tetracosanol, which has an estimated vapor pressure of 2.4X10-9 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase lignoceryl alcohol 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 11 hours(SRC), calculated from its rate constant of 3.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 1-tetracosanol may be removed from the air by wet or dry deposition(SRC).

Plant Concentrations1-Tetracosanol emission rates from green leaf composite samples and dead leaves were 470 ug/g and 240 ug/g, respectively(1).
Effluent Concentrations · 1 件

1-Tetracosanol emission rates from wood smoke were calculated as 2.9 ug/g, 0.7 ug/g, and 2.9 ug/g from oak, eucalyptus and pine, respectively(1). 1-Tetracosanol emission rate from road dust samples was 22 ug/g(2). 1-Tetracosanol emission rate from pine wood (Pinus elliottii) smoke was measured at 1163 ng/g of burnt wood(3). 1-Tetracosanol was identified in smoke from the burning of chitin biopolymers(4).

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 1-tetracosanol can be estimated to be 5.1X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1-tetracosanol is expected to be immobile in soil.

Natural Pollution Sources1-Tetracosanol has been found in lanolin(1). 1-Tetracosanol emission rates from green leaf composite samples and dead leaves were 470 ug/g and 240 ug/g, respectively(2).
Artificial Pollution Sources · 1 件

1-Tetracosanol's production and possible use as a chemical intermediate(1) may result in its release to the environment through various waste streams. It's possible use as a water reservoir evaporation inhibitor(1) would result in its direct release to the environment.

Environmental BiodegradationBiodegradation data for lignoceryl alcohol were not available(SRC, 2006), but long chain linear alcohols are expected to biodegrade(1).
Sediment/Soil ConcentrationsSEDIMENT: 1-Tetracosanol was reported as extractable concentrations of 148 and 254 ng/g and bonded concentrations of 78 and 104 ng/g in anoxic continental slope sediment off southwestern Taiwan(1).
Environmental Bioconcentration · 1 件

An estimated BCF of 3 was calculated for 1-tetracosanol(SRC), using an estimated log Kow of 10.66(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for 1-tetracosanol is estimated as 2.9X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1-tetracosanol is expected to volatilize rapidly from water surfaces(2). 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)(2) is estimated as 6 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 7.6 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 14 years if adsorption is considered(3). 1-Tetracosanol's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 1-Tetracosanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.4X10-9 mm Hg(SRC), determined from a fragment constant method(4).

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of 1-tetracosanol with photochemically-produced hydroxyl radicals has been estimated as 3.5X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 11 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1-Tetracosanol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2).

Probable Routes of Human Exposure · 1 件

NIOSH (NOES Survey 1981-1983) has statistically estimated that 1281 workers (1064 of these are female) are potentially exposed to 1-tetracosanol in the US(1). Occupational exposure to 1-tetracosanol may occur through dermal contact with products containing this compound(SRC). Monitoring data indicate that the general population may be exposed to 1-tetracosanol via inhalation of ambient air and through dermal contact with products containing 1-tetracosanol(SRC).

安全データ

wgk
-
tsca
TSCA listed
hs_code
29051900
化審法
(2)-217
safety_code
22-24/25
ストレージクラス
11 - Combustible Solids
有毒物質データの
506-51-4(Hazardous Substances Data)
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補足説明 · 1 件

定義ChEBI: A long-chain primary fatty alcohol that is tetracosane in which a hydrogen attached to one of the terminal carbons is replaced by a hydroxy group. It has been isolated from a variety of plants, including grape seeds, evening primrose (Oenothera bienn s), pitaya fruits (Hylocereus polyrhizus and Hylocereus undatus), and the flowers of Arabian jasmine ( Jasminum sambac).