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1-Tridecanol

HCID 8207
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Grundinformationen

CAS
112-70-9
Standard-SMILES
CCCCCCCCCCCCCO
InChIKey
XFRVVPUIAFSTFO-UHFFFAOYSA-N
Summenformel
C13H28O
Durchschnittliche Molmasse
200,36 g/mol
Monoisotopische Masse
200,21401551

Überblick

Tridecanol is an oily liquid; colorless; mild, pleasant odor. Floats on water. (USCG, 1999)

Namen und Bezeichner

Bevorzugter Name
1-Tridecanol
IUPAC
tridecan-1-ol
Englischer Name
1-Tridecanol
Summenformel
C13H28O
Molmasse
200.36

Namen und Synonyme

1-TRIDECANOL112-70-9Tridecan-1-olTridecyl alcoholn-Tridecan-1-oln-Tridecyl alcoholn-TridecanolDTXSID2021947DTXCID9019478I9428H868NSC-52521-tridecyl alcohol
Weitere Namen anzeigen
RefChem:907858203-998-8Tridecanol26248-42-080206-82-21-HydroxytridecaneMFCD000047561-Tridecanol, 97%

Datenbank-Bezeichner

CAS
112-70-9、26248-42-0、80206-82-2
PubChem CID
8207
DTXSID
DTXSID2021947
ChEMBL
CHEMBL24832
ChEBI
CHEBI:34123
UNII
8I9428H868
EC Number
203-998-8、279-420-3
Nikkaji
J3.764H

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
5,7
Polarare Oberfläche (TPSA)
20,2 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
11
Schwere Atome
14
Formalladung
0
Komplexität
91,2

Experimentelle und physikochemische Eigenschaften

LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
Polymers · 2 Einträge

Other Classes -> Alcohols and Polyols, Other

Other Classes -> Alcohols and Polyols, Other

CosmeticsRefatting; Viscosity controlling; Emulsion stabilizing; Emollient
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (1-Tridecanol) -> IFRA transparency List
LogP · 3 Einträge

log Kow = 5.82

8.52

5.82

OdorPLEASANT ODOR
Density · 4 Einträge

0.846 at 68 °F (USCG, 1999) - Less dense than water; will float

VAPOR DENSITY: 6.9 (AIR= 1) /COMMERCIAL MIXTURE/

0.8223 at 31 °C/4 °C

Relative density (water = 1): 0.8

Color/Form · 2 Einträge

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 3.1% (75 of 2412) of reports.

Danger

H315 (13.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2412 reports by companies from 24 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

This chemical does not meet GHS hazard criteria for 4.7% (33 of 709) of reports.

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: 1-Tridecanol

Chemical: Alcohols, C12-14

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

REACH registered substance: Alcohols, C12-14 (EC: 279-420-3)

REACH registered substance: Tridecan-1-ol (EC: 203-998-8)

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

Other Safety Information · 2 Einträge

IMAP assessments - Alcohols, C12-14: Human health tier I assessment

IMAP assessments - 1-Tridecanol: Human health tier I assessment

Fire Hazards · 2 Einträge

Combustible. (USCG, 1999)

Combustible.

Fire Potential · 2 Einträge

MODERATE TO SLIGHT, WHEN EXPOSED TO HEAT OR FLAME

Chemie und Industrie

Pharmakologische Informationen

Absorption, Distribution and Excretion · 2 Einträge

... Maximum permeation of melatonin (MT) was observed when fatty alcohol carbon chain length was 10. As the level of unsaturation increased from one to two double bonds, there was an increase in the permeation of MT both in porcine and human skin. However, a decrease in the permeation was observed with three double bonds. Regression analysis ... showed a significant positive correlation between porcine and human skin for saturated fatty alcohols (r(2)=0.8868, P=0.0005).

... The flux of melatonin across hairless rat skin was dependent on the carbon chain length of the fatty alcohols, with decanol showing the maximum permeation of melatonin. All fatty alcohols increased the transepidermal water loss (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.

Cellular LocationsExtracellular

Verwendung und Herstellung

Uses · 5 Einträge

Used as a lubricant, antifoam agent, and chemical intermediate for detergents and other products; [HSDB]

Used as intermediate for plasticizers and other compounds; [HSDB]

CHEM INT FOR DITRIDECYL PHTHALATE PLASTICIZER; FOR ISODECYL TRIDECYL PHTHALATE PLASTICIZER; FOR DITRIDECYL MALEATE; FOR ETHOXYLATED TRIDECYL ALCOHOL; FOR ALKOXYLATED TRIDECYL ALCOHOL; FOR TRIDECYL PHOSPHITE; FOR TRIDECYL GLYCERYL ESTER SULFONATE; FOR TRIDECYL SULFATE SODIUM SALT; FOR TRIDECYL THIOGLYCOLATE; FOR DITRIDECYL SULFOSUCCINATE, SODIUM SALT; FOR TRIDECYL 3-MERCAPTOPROPIONATE

Esters for synthetic lubricants; detergents; antifoam agent; in other tridecyl compounds; perfumery /commercial mixt of isomers/

Chemical intermediate for detergents-eg, its ethoxylate (as mixture)

U.S. Exports · 2 Einträge

(1972) No Data

(1975) No Data

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WATER WHITE LIQ

Crystals from alcohol

Solubility · 3 Einträge

INSOL IN WATER; SOL IN ALCOHOL & IN ETHER /1-TRIDECANOL/

Sol in ethanol, ether

Solubility in water, g/100ml at 20 °C: 0.01 (very poor)

Flash Point · 4 Einträge

250 °F (USCG, 1999)

121 °C

250 °F (121 °C) (Open cup)

121 °C o.c. (mixed isomers)

Boiling Point · 4 Einträge

525 °F at 760 mmHg (USCG, 1999)

152 °C at 14 mm Hg

155.00 to 156.00 °C. @ 15.00 mm Hg

274 °C

Physikochemische Eigenschaften

Schmelzpunkt
32.5 °C · 32.5 °C
Siedepunkt
155 · 155-156°C
Dichte
0.8223 g/cm3 · 0.8223 g/cm3(Temp: 31 °C)
Dampfdichte
6.9 · 6.9
Flammpunkt
250 °F · 250°F (COC)
pka
15.2 · 15.20±0.10(Predicted)
Farbe
Water-whiteliquid
Geruch (Odor)
pleasant odor

Combustible liquid when exposed to heat or flame.

Health HazardsNot harmful. (USCG, 1999)
Hazards Summary · 2 Einträge

A skin and eye irritant; [ICSC] A mild skin irritant, based on animal studies; [MSDSonline] See 1-Decanol.

A severe eye irritant; [CHRIS] Causes CNS depression in animal experiments; [RTECS] An irritant; [MSDSonline]

FDA RequirementsTridecyl alcohol is an indirect food additive for use only as a component of adhesives.
Reactive GroupAlcohols and Polyols
Reactivity Profile · 1 Eintrag

TRIDECANOL is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Chemical DangersReacts with strong reducing agents. This generates heat and flammable/explosive gas (hydrogen - see ICSC 0001). Attacks aluminium.
Air and Water ReactionsInsoluble in water.
NFPA Hazard Classification · 3 Einträge

0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.

1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.

0 - Materials that in themselves are normally stable, even under fire conditions.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Extinguish with dry chemical or alcohol foam. Water may be ineffective on fire. Cool exposed containers with water. (USCG, 1999)

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

First AidEYES: promptly flush with clean water for at least 15 minutes and see a physician.
Safe StorageSeparated from strong reducing agents. Store only in original container. Do NOT store or transport in containers made from aluminium. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Fire Fighting Procedures · 3 Einträge

MIST, SPRAY, DRY CHEMICAL, FOAM

To fight fire use mist, spray, dry chemical, foam.

Alc foam, dry chem, water fog. ...Water may cause frothing. /Mixed isomers/

Cleanup Methods · 2 Einträge

AEROBIC: 1-Tridecanol, present at 100 mg/L, reached 100% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(1). The zero order and first order biodegradation rates of 1-tridecanol in activated sludge were 1.04X10-2 ppm/hr and 5.2X10-3 1/hr, respectively(2). Using this first order degradation rate, the half-life of 1-tridecanol can be calculated as 5.6 days(SRC).

If in liquid state: collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent and remove to safe place. If in solid state: sweep spilled substance in sealable container, carefully collect remainder then remove to safe place.

Nonfire Spill ResponseStop discharge if possible. Isolate and remove discharged material. Notify local health and pollution control agencies. (USCG, 1999)
Disposal Methods · 1 Eintrag

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.

Spillage Disposal · 1 Eintrag

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. If liquid: collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. If solid: sweep spilled substance into sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Preventive Measures · 1 Eintrag

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Eye PreventionWear safety spectacles.
Fire PreventionNO open flames.

Toxikologische Informationen

Body Burden1-Tridecanol has been qualitatively detected in one sample of human adipose tissue from a 45 and over age group in the North Central Region of the United States(1).
Ecotoxicity ValuesEC50 Tetrahymena pyriformis (Ciliate; decreased population growth) 1.05 mg/L/48 hr; static /formulated product/
Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 35,000(SRC), determined from a log Kow of 5.82(2) and a regression-derived equation(3), indicates that 1-tridecanol is expected to be immobile in soil(SRC). Volatilization of 1-tridecanol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.3X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, adsorption to soil is expected to attenuate volatilization(SRC). 1-Tridecanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 4.36X10-4 mm Hg(5). A biodegradation half life of 5.6 days(SRC) can be calculated, using a first order degradation rate of 5.2X10-3 1/hr(6), suggesting that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 35,000(SRC), determined from a log Kow of 5.82(2) and a regression-derived equation(3), indicates that 1-tridecanol 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 1.3X10-4 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 14 hours and 8.5 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 16 years if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 600(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high(SRC). A biodegradation half-life of 5.6 days(SRC) can be calculated, using a first order degradation rate of 5.2X10-3 1/hr(8), suggesting 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-tridecanol, which has a vapor pressure of 4.36X10-4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-tridecanol 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 20 hours(SRC), calculated from its rate constant of 1.96X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Food Survey Values1-Tridecanol has qualitatively been detected as a volatile component of beef(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Ecotoxicity Excerpts · 1 Eintrag

/AQUATIC SPECIES/ The general anesthetic potency of several members of the homologous series of saturated aliphatic alcohols, including 1-tridecanol, was determined in tadpoles, using the loss of righting reflex as the criterion of anesthesia. 1-Tridecanol was found to be a partial anesthetic.

Plant Concentrations1-Tridecanol emission rates from green leaf composite samples and dead leaves were 5.5 ug/g and 51 ug/g, respectively(1).
Signs and Symptoms · 2 Einträge

Redness.

Redness. Pain.

Effluent Concentrations1-Tridecanol emission rate from paved road dust was 1.7 ug/g(1).
ICSC Environmental DataThe substance is toxic to aquatic organisms.
Soil Adsorption/Mobility · 1 Eintrag

The Koc of 1-tridecanol is estimated as 35,000(SRC), using a log Kow of 5.82(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1-tridecanol is expected to be immobile in soil.

Natural Pollution Sources1-Tridecanol emission rates from green leaf composite samples and dead leaves were 5.5 ug/g and 51 ug/g, respectively(1).

Regulatorische Informationen

FDA RequirementsTridecyl alcohol is an indirect food additive for use only as a component of adhesives.

Sicherheitsdaten

Toxizität
skn-rbt 410 mg open MLD UCDS** 10/14/64
U.S. Imports · 2 Einträge

(1972) No Data

(1975) No Data

U.S. Production · 6 Einträge

2023: 75,000,000 - <150,000,000 lb

(1972) 8.8X10+9 GRAMS

(1974) 9.2X10+9 GRAMS

(1990) >1 million-10 million pounds

(1994) >10 thousand-500 thousand pounds

(1998) >10 million-50 million pounds

Consumption PatternsOVER 90% AS A CHEM INT FOR PHTHALATE PLASTICIZERS AND APPROX 8% AS A CHEM INT FOR ETHOXYLATED TRIDECYL ALCOHOL (1972)
Consumer UsesSurfactant (surface active agent)
Industry UsesSurfactant (surface active agent)
Methods of Manufacturing · 4 Einträge

OXO REACTION OF CARBON MONOXIDE AND HYDROGEN WITH PROPYLENE TETRAMER, FOLLOWED BY HYDROGENATION OF THE RESULTING ALDEHYDE

Oxo process from C15 hydrocarbons.

Reaction of C11-C14 linear internal olefins with synth gas over a modified cobalt catalyst (modified oxo process) produces a mixt of n- & iso- alcohols (n-isomer predominates); reaction of olefins with synth gas followed by hydrogenation makes branched & linear primary alcohols.

Tridecyl alcohol is produced from tetrapropylene by the oxo process for use only as a processing aid in polyvinyl chloride resins.

Formulations/PreparationsGrade: Technical
Use Classification · 2 Einträge

Fragrance Ingredients

Cosmetics -> Refatting; Viscosity controlling; Emulsion stabilizing; Emollient

General Manufacturing Information · 3 Einträge

Petrochemical Manufacturing

1-Tridecanol: ACTIVE

/Tridecyl alcohol is/ a commercial mixture of isomers.