1-Tetradecanol

HCID 8209CAS 112-72-1

기본 정보

표준 SMILES
CCCCCCCCCCCCCCO
InChIKey
HLZKNKRTKFSKGZ-UHFFFAOYSA-N
분자식
C14H30O
평균 분자량
214.39 g/mol
단동위원소 질량
214.22966558

개요

Tetradecanol is a colorless thick liquid (heated) with a faint alcohol odor. Solidifies and floats on water. (USCG, 1999)

이름 및 식별자

우선 이름
1-Tetradecanol
IUPAC
tetradecan-1-ol
현지명
미리스틱 알코올 (N-테트라데칸올)
영어명
1-Tetradecanol
분자식
C14H30O
분자량
214.39

이름 및 동의어

1-TETRADECANOLTetradecan-1-ol112-72-1Myristyl alcoholTetradecyl alcoholn-TetradecanolMyristic alcoholLoxanol Vn-Tetradecyl alcoholLanette Kn-Tetradecanol-11-Hydroxytetradecane
이름 더 보기
미리스틱알코올(N-테트라데칸올)미리스틱알코올미리스틸알코올미리스틱알코올(N-테트라데칸올)1-테트라데카놀myristicmyristylLanette 141-Tetradecandol
Alfol 14Dytol R-52C14 alcoholAlcohol(C14)DTXSID9026926NSC-8549BRN 1742652V42034O9PU

데이터베이스 식별자

CAS
112-72-1、27196-00-5、67762-30-5、67762-41-8、68002-95-9、68333-80-2、68855-56-1、71750-71-5、75782-87-5
PubChem CID
8209
DTXSID
DTXSID9026926
ChEMBL
CHEMBL24022
ChEBI
CHEBI:77417
UNII
V42034O9PU
EC Number
204-000-3、248-318-0
Nikkaji
J10.104D

물성

구조 계산 물성

XLogP
6.2
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
12
무거운 원자 수
15

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Other Organic Compounds
LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
Cosmetics · 2건

Cosmetic ingredients (Myristyl Alcohol) -> CIR (Cosmetic Ingredient Review)

Viscosity controlling; Emulsion stabilizing; Skin conditioning; Emollient; Foam boosting

SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (1-Tetradecanol) -> IFRA transparency List
Pesticides · 2건

Attractants

Active substance -> EU Pesticides database: Approved

물리화학적 성질

녹는점
35 · 35-39 °C(lit.)
끓는 점
289 °C · 289 °C(lit.)
밀도
0.823 g/mL · 0.823 g/mL at 25 °C(lit.)
증기 밀도
7.4 · 7.4 (vs air)
증기압
1 hPa · <1 hPa (20 °C)
굴절률
1.4454 · 1.4454

화학적 성질

white low melting solid or flakes

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 15% (312 of 2077) of reports.

Warning

H315 (33.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2077 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

유해성 정보

Regulatory Information · 6건

Chemical: 1-Tetradecanol

Commission Regulation (EC) No 2229/2004

1-Tetradecanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Tetradecanol 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)

2008/127, Reg. (EU) 2017/195, Reg. (EU) 2021/745, Reg. (EU) 2022/1251, Reg. (EU) No 540/2011, Reg. (EU) No 918/2014, Reg. (EU)2020/1160

Status: Active Update: 22-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15422

1-Tetradecanol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1-Tetradecanol: Human health tier I assessment
Fire PotentialCombustible when exposed to heat or flame...
Health HazardsLow toxicity. Overexposure causes some central nervous system depression. Prolonged skin contact causes skin irritation. (USCG, 1999)
Hazards SummaryLow toxicity, but overexposure can cause CNS depression and prolonged skin contact causes irritation; [CAMEO] A moderate skin irritant; A mild eye irritant; [MSDSonline]
FDA RequirementsMyristyl alcohol is an indirect food additive for use only as a component of adhesives.

안전 및 보호

Fire FightingFire Extinguishing Agents Not to Be Used: Water or foam may cause frothing.
First AidINGESTION: induce vomiting and call a doctor; if necessary, support respiration.
Fire Fighting Procedures · 3건

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Wear self contained breathing apparatus for fire fighting if necessary.

To fight fire use carbon dioxide, dry chemical.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place.
Cleanup Methods · 3건

Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

Prevent futher leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.

Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist, or gas. Ensure adequate ventilation. Avoid breathing dust.

Disposal Methods · 1건

SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

독성 정보

Interactions · 1건

The objective of this study was to evaluate the skin permeation enhancement effect and skin irritation of saturated fatty alcohols using melatonin as a model compound. A saturated solution of melatonin in a mixture of water and ethanol (40:60) containing 5% w/v of saturated fatty alcohol was used in the skin permeation studies using Franz diffusion cells. For skin irritation studies, 230 uL of fatty alcohol solution was applied on the dorsal surface of the hairless rats using Hill top chamber. The skin irritation was evaluated by visual scoring method and bioengineering methods such as measurement of transepidermal water loss (TEWL) and skin blood flow. The flux of melatonin across hairless rat skin was found to be dependent on the carbon chain length of the fatty alcohols, with decanol showing the maximum permeation of melatonin. All fatty alcohols increased the TEWL and skin blood flow significantly compared with the vehicle. The fatty alcohols (decanol, undecanol and lauryl alcohol), which showed greater permeation of melatonin, also produced greater TEWL, skin blood flow and erythema. Tridecanol and myristyl alcohol showed lower permeation enhancement effect but caused greater skin irritation. Octanol and nonanol may be the most useful enhancers for the transdermal delivery of melatonin considering their lower skin irritation and a reasonably good permeation enhancement effect. ...

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 18,197-26,303 in humic acid(2), indicate that 1-tetradecanol is expected to be immobile in soil(SRC). Volatilization of 1-tetradecanol from moist soil surfaces is expected given a Henry's Law constant of 1.04X10-4 atm-cu m/mole(3). However, adsorption to soil is expected to attenuate volatilization(SRC). 1-Tetradecanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.1X10-4 mm Hg at 25 °C(4). A biodegradation rate constant of 52.5 1/hr in sludge was reported for 1-tetradecanol(5), indicating that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), reported Koc values of 23,320-64,060 in suspended solids(2), indicate that 1-tetradecanol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 1.04X10-4 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 17 hours and 10 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 20-55 months if adsorption is considered(5). 1-Tetradecanol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(6), an estimated BCF of 190(SRC), from its log Kow of 6.03(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is high(SRC). A biodegradation rate constant of 52.5 1/hr was reported in sludge(9), indicating that biodegradation may be an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-tetradecanol, which has a vapor pressure of 1.1X10-4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-tetradecanol 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 18 hours(SRC), calculated from its rate constant of 2.1X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 1-Tetradecanol does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values1-Tetradecanol was identified as a volatile component of aroma of cooked (1) and raw beef(2). 1-Tetradecanol has been detected in wine and spirits(3).
Toxicity Summary · 2건

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

IDENTIFICATION AND USE: 1-Tetradecanol is a white solid or crystal used in organic synthesis, plasticizers, antifoaming agent, intermediate, perfume fixative for soaps and cosmetics, wetting agents and detergents, ointments and suppositories, shampoos, toothpaste, cold creams, and specialty cleaning preparations. 1-tetradecanol and 1-dodecanol are also used in combination with the (E, E) -8, 10-dodecadiene-1-ol, (Z)-11-tetradecene-1-yl acetate, and (Z)-9-tetradecene-1-yl acetate as a pheromone confusion mixture for controlling pests on plants, e.g., codling moths and leaf wrappers. In Denmark, the product is used for insect control in apples and pears. It is registered for pesticide use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses. 1-Tetradecanol has been tested as experimental medication in controlling the progression of chronic periodontal disease. HUMAN EXPOSURE AND TOXICITY: Thirty-one patients allergic to Hirudoid cream were patch tested with the ingredients. 29 were allergic to the cream base and 16 to one or more components. The most common allergens were for 1-tetradecanol, cetostearyl alcohol, and parabens. It has been stated that 1-tetradecanol should not be patch tested at 10% in petrolatum, but at a lesser concentration, due to irritant properties. ANIMAL STUDIES: It has been reported that 1-tetradecanol causes no skin irritation and slight eye irritation.

Plant Concentrations · 1건

1-Tetradecanol emission rates from green leaf composite samples and dead leaves were 51 ug/g and 25 ug/g, respectively(1). Essential oil from the herbal part of Cymocarpum erythracum was 73.1% 1-tetradecanol; plants were collected in Erzincan, Turkey(2). 1-Tetradecanol was detected at a range of 0-432 ppm in the shoots of Mitracarpus scaber (Rubiaceae)(3).

Ongoing Test Status · 1건

EPA has released the first beta version (version 0.5) of the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The beta version of the iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays; Click on the "Chemical Explorer" button on the tool bar to see the data./[USEPA; ICSS Dashboard Application; Available from, as of April 22, 2015: http://actor.epa.gov/dashboard/]

규제 정보

FDA RequirementsMyristyl alcohol is an indirect food additive for use only as a component of adhesives.
FIFRA Requirements · 1건

New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 001510; Type of Pesticide: biological - insect pheromone; Use Site: food use; Year: 92.

안전 데이터

wgk
-
tsca
TSCA listed
rtecs
XB8655000
ridadr
UN 3077 9 / PGIII
독성
LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 2000 mg/kg
HS 번호
2905 19 00

화학 및 산업

약리 정보

Cellular LocationsExtracellular

용도 및 제조

Uses · 6건

CIR ingredient: Myristyl Alcohol

Used as a chemical intermediate, emulsion stabilizer, fragrance, and viscosity increasing agent; Used in plasticizers, anti-foam agents, soaps, perfumes, detergents, suppositories, creams, shampoos, toothpaste, and cleaning preparations; [HSDB]

For 1-tetradecanol (USEPA/OPP Pesticide Code: 001510) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

1-dodecanol and 1-tetradecanol are used in combination with the (E, E) -8, 10-dodecadiene-1-ol, (Z)-11-tetradecene-1-yl acetate, and (Z)-9-tetradecene-1-yl acetate as pheromone confusion mixture for controlling pests on plants, e.g., codling moths and leaf wrappers. In Denmark, the product is used for insect control in apples and pears. Mode of action is to prevent mating of codling moths and several species of leaf wrappers, whereby propagation is prevented. That results in a reduced moth (leaf rollers) population and therefore less damage to the ... /crops/. The product has not previously been selected by the Danish EPA for control of content of active substances.

Organic synthesis, plasticizers, antifoam agent, intermediate, perfume fixative for soaps and cosmetics, wetting agents and detergents, ointments and suppositories, shampoos, toothpaste, cold creams, specialty cleaning preparations.

As emollient for cold creams, etc., also for making the sulfated alcohol whose sodium salt is applicable as a "wetter" in textiles.

U.S. Production · 6건

2023: 50,000,000 - <100,000,000 lb

(1986) >10 million-50 million pounds

(1990) >10 million-50 million pounds

(1994) >10 million-50 million pounds

(1998) >50 million-100 million pounds

For more U.S. Production (Complete) data for 1-TETRADECANOL (8 total), please visit the HSDB record page.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesSurfactant (surface active agent)
Methods of Manufacturing · 4건

Prepared by sodium reduction of fatty acid esters ... by lithium aluminum hydride reduction of fatty acids ... from acetaldehyde plus dimethylamine.

Ethylene (Alfol/Epal processes; coproduced with n-hexanol/n-octanol/n-decanol/n-alkanol(C8-C10)/lauryl alcohol, narrow-cut/n-alkanol(C12-C14)/cetyl alcohol/stearyl alcohol/n-alkanol(C12-C18)/cetyl stearyl alcohol/n-alkanol(C20+))

n-Alkanol(C12-C14)(fractionation; coproduced with lauryl alcohol, narrow-cut)

Myristic acid (hydrogenation)

Formulations/Preparations · 5건

Grade: Technical

Available commercially in broad or narrow cuts.

Trade names: AEC Myristyl alcohol; Alfol 14; Cachalot myristyl alcohol M-43; CoChem MA; Lanette 14; Nacol 14-99; Sabonal C14; Unihydag WAX-14

Trade name mixtures: Homulgator 920 G; Homulgator 1330 G; Homulgator 910 G Extra; Montanov 14; Neo PCL SE o/w 2/066280; ProLipid 141; Sabonal C12 14; Unieucerin

For more Formulations/Preparations (Complete) data for 1-TETRADECANOL (13 total), please visit the HSDB record page.

응용 분야 · 3건

용도화장품의피부연화제,계면활성제.

용도1-Tetradecanol is used as an ingredient in cosmetics such as cold creams. It is an active intermediate in the chemical synthesis of sulfated alcohol. It is also employed in the fabrication of temperature-regulated drug release system based on phase-change materials. It plays a vital role in filling the hollow interiors of gold nanocages in the fabrication of new theranostic system, which has unique feature of photoacoustic imaging.

일반 설명Colorless thick liquid (heated) with a faint alcohol odor. Solidifies and floats on water.

제조 방법 · 2건

1-Tetradecanol is prepared from the head oil of the Sperm Whale via the acid and the ester.

생산 방법Myristyl alcohol is found in spermaceti wax and sperm oil, and may be synthesized by sodium reduction of fatty acid esters or the reduction of fatty acids by lithium aluminum hydride. It can also be formed from acetaldehyde and dimethylamine.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

추가 설명

정의ChEBI: 1-Tetradecanol is a long-chain fatty alcohol that is tetradecane in which one of the terminal methyl hydrogens is replaced by a hydroxy group It is a long-chain primary fatty alcohol, a fatty alcohol 14:0 and a primary alcohol.

관련 반응

53건

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