1-Phenoxypropan-2-ol

1-Phenoxy-2-propanol

HCID 92839CAS 41593-38-8

Grundinformationen

Standard-SMILES
CC(O)COc1ccccc1
InChIKey
IBLKWZIFZMJLFL-UHFFFAOYSA-N
Summenformel
C9H12O2
Durchschnittliche Molmasse
152,19 g/mol
Monoisotopische Masse
152,08372962

Namen und Bezeichner

Bevorzugter Name
1-Phenoxy-2-propanol
IUPAC
1-phenoxypropan-2-ol
Lokaler Name
1-Phenoxypropan-2-ol
Englischer Name
1-Phenoxy-2-propanol
Summenformel
C9H12O2
Molmasse
152.19

Namen und Synonyme

1-Phenoxy-2-propanol770-35-4Propylene phenoxetol2-Propanol, 1-phenoxy-Propylene glycol phenyl ether2-Phenoxy-1-methylethanolDTXSID9027312beta-Phenoxyisopropanol87CZY0NY1Aracemic-1-Phenoxy-2-propanol(+-)-1-Phenoxy-2-propanolDTXCID407312
Weitere Namen anzeigen
PHENOXY PROPANOLDOWANOL(TM) PPH1-PhenoxyisopropanolDOWANOL®DOWANOL? PPhAURORA KA-7000
RefChem:869821DTXSID302741711-Phenoxypropan-2-olPhenoxyisopropanol130879-97-9PropylenephenoxytholMFCD000168611-phenoxy-propan-2-ol

Datenbank-Bezeichner

CAS
41593-38-8、770-35-4
PubChem CID
92839
DTXSID
DTXSID9027312
ChEMBL
CHEMBL1327532
UNII
87CZY0NY1A
EC Number
212-222-7
Nikkaji
J47.817B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,7
Polarare Oberfläche (TPSA)
29,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

SolventsSolvents -> Glycol Ethers (P Series)
CosmeticsPreservative; Solvent
LogP · 2 Einträge

log Kow = 1.50

1.5

OdorMild odor
Density1.0622 g/cu cm at 20 °C
Viscosity34 cP at 20 °C; 22.7 cP at 25 °C

Physikochemische Eigenschaften

Schmelzpunkt
11 °C · 11 °C
Siedepunkt
243 °C · 243 °C (lit.)
Dichte
1.064 g/mL · 1.064 g/mL at 20 °C (lit.)
Dampfdruck
1 Pa · 1Pa at 20℃
Brechungsindex
20 · n20/D 1.523(lit.)
Flammpunkt
230 °F · >230 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 6.1% (83 of 1367) of reports.

Warning

H319 (86.1%): 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 1367 reports by companies from 4 notifications to the ECHA C&L Inventory.

Danger

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 2-Propanol, 1-phenoxy-

2-Propanol, 1-phenoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanol, 1-phenoxy- 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: 23-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14251

Propylene phenoxytol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2-Propanol, 1-phenoxy-: Human health tier I assessment
Hazards Summary · 1 Eintrag

Severely irritating to eyes and not irritating to skin in rabbits; Not a skin sensitizer in guinea pigs using the Buehler method; Thermodynamically favored alpha isomer (secondary alcohol) comprising over 85% of the commercial product; CAS# 4169-04-4 is the beta isomer (primary alcohol), and CAS# 41593-38-8 is for the commercial product of mixed isomers; [OECD SIDS: Propylene Glycol Phenyl Ether - 2004] May cause irritation; [Acros Organics MSDS]

Special Reports · 4 Einträge

U.S. Chemical Safety Board; Freedom Industries Chemical Release. Accident Description: A leak originating from a storage tank at Freedom Industries contaminated the local water supply leaving hundreds of thousands of West Virginia residents without clean drinking water. The CSB's investigation is currently ongoing. No related Recommendations found.[U.S. Chemical Safety Board; Freedom Industries Chemical Release. Available from, as of July 17, 2014: http://www.csb.gov/freedom-industries-chemical-release-/]

CDC: Summary Report of Short-term Screening Level Calculation and Analysis of Available Animal Studies for Dipropylene Glycol Phenyl Ether (DiPPH) and Propylene Glycol Phenyl Ether (PPH)[CDC: Summary Report of Short-term Screening Level Calculation and Analysis of Available Animal Studies for Dipropylene Glycol Phenyl Ether (DiPPH) and Propylene Glycol Phenyl Ether (PPH); Available from, as of March 6, 2014: http://emergency.cdc.gov/chemical/MCHM/westvirginia2014/pdf/DiPPH-PPH-calculation.pdf]

OECD; Screening Information Dataset (SIDS) Inital Assessment Report for SIDS Initial Assessment Meeting (SIAM) 18, Proplylene Glycol Phenyl Ether (CAS 770-35-4) (2006). Summarize the literature on high production chemicals and provides an initial assessment.[Available from, as of August 14, 2014: http://www.inchem.org/pages/sids.html]

West Virginia Poison Center and Mid-Atlantic Center for Children's Health & the Environment; Factsheet February 10, 2014.[West Virginia Poison Center and Mid-Atlantic Center for Children's Health & the Environment; Factsheet February 10, 2014; Available from, as of April 3, 2014: http://www.childrensnational.org/files/PDF/MACCHE/Charleston_WV_Health_Professionals_Factsheet.pdf]

TSCA Requirements · 2 Einträge

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 1/26/94; Reporting date: 3/28/94.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1-Phenoxy-2-propanol is included on this list. Effective date: 1/26/94; Sunset date: 12/19/95.

EPA Safer ChemicalChemical: Propylene glycol phenyl ether

Sicherheit und Schutzausrüstung

Fire Fighting Procedures · 2 Einträge

Do not use a direct water stream; it may spread the fire. Use water fog or fine spray, carbon-dioxide or dry-chemical extinguishers, or foam. Water fog applied gently may be used as a blanket to extinguish the fire.

Wear positive-pressure, self-contained breathing apparatus (SCBA) and protective fire-fighting clothing or fight the fire from a safe distance.

Storage ConditionsStore PPh in carbon steel, stainless steel, or phenolic-lined steel drums. Do not store in aluminum, copper, galvanized iron, or galvanized steel.
Cleanup MethodsIf a large spill does occur, contain spilled material if possible. Pump the contained material into suitable and properly labeled containers using appropriate safety equipment.
Disposal Methods · 1 Eintrag

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 1 Eintrag

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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.

Toxikologische Informationen

Ecotoxicity Values · 5 Einträge

LC50; Species: Pimephales promelas (fathead minnows); Conditions: static (slightly aerated); Concentration: 280 mg/L for 96 hr (95% confidence interval: 263-297 mg/L)

LC50; Species: Leuciscus idus (Golden Orfe) adult; Conditions: static (slightly aerated), 20 +/- 1 °C; Concentration: 280 mg/L for 96 hr (95% confidence interval: 263-297 mg/L)

LC50; Species: Daphnia magna (Water flea); Concentration: 471 mg/L for 24 hr (95% confidence interval: 439-505 mg/L) /Conditions of bioassay not specified in source examined/

LC50; Species: Daphnia magna (Water flea); Concentration: 370 mg/L for 48 hr (95% confidence interval: 321-431 mg/L) /Conditions of bioassay not specified in source examined/

EC50; Species: Scenedesmus subspicatus (algae), 10000 cells/mL test volume, initially; Conditions: freshwater, static, 23 + or - 2 °C; Concentration: 74.5 mg/L for 72 hr; Effect: growth rate

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 23(SRC), determined from a structure estimation method(2), indicates that propylene glycol phenyl ether is expected to have very high mobility in soil(SRC). Volatilization of propylene glycol phenyl ether from moist soil surfaces is not expected to be an important fate process(SRC) given a an estimated Henry's Law constant of 2.9X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 0.00218 mm Hg(3), and water solubility, 1.51X10+4 mg/L(4). Propylene glycol phenyl ether enters the environment through evaporation from solvent or coating applications(5); therefore, it is expected to volatilize from dry soil surfaces(SRC). Propylene glycol phenyl ether biodegraded rapidly in aerobic soil degradation studies with initial half-lives of <5 days in two sandy loam soils(5); initial half-lives in a sandy soil ranged from <5 to <23 days(5). Biodegradation was much slower in anaerobic soil tests(5). Using OECD Guideline 301F (Manometric Respirometry Test), propylene glycol phenyl ether had a 60% degradation in 9.8 days and 72% degradation in 28 days which met the criteria for being classified as readily biodegradable(5). Propylene glycol phenyl ether was also readily biodegradable in Zahns-Wellens tests done in accordance with OECD guidelines(7).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 23(SRC), determined from a structure estimation method(2), indicates that propylene glycol phenyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.9X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 0.00218 mm Hg(4), and water solubility, 1.51X10+4 mg/L(5). According to a classification scheme(6), an estimated BCF of 2.5(SRC), from its log Kow of 1.50(4) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Propylene glycol phenyl ether is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Using OECD Guideline 301F (Manometric Respirometry Test), propylene glycol phenyl ether had a 60% degradation in 9.8 days and 72% degradation in 28 days which met the criteria for being classified as readily biodegradable(7). Propylene glycol phenyl ether was also readily biodegradable in Zahns-Wellens tests done in accordance with OECD guidelines(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), propylene glycol phenyl ether, which has a vapor pressure of 0.00218 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase propylene glycol phenyl ether 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 10 hours(SRC), calculated from its rate constant of 3.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Propylene glycol phenyl ether 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). [=

Adverse EffectsNeurotoxin - Acute solvent syndrome
Ongoing Test Status · 1 Eintrag

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; See the data in Chemical Explorer/[USEPA; ICSS Dashboard Application; Available from, as of March 28, 2014: http://actor.epa.gov/dashboard/]

Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc of propylene glycol phenyl ether can be estimated to be 23(SRC). According to a classification scheme(2), this estimated Koc value suggests that propylene glycol phenyl ether is expected to have very high mobility in soil.

Human Toxicity Excerpts · 2 Einträge

/GENOTOXICITY/ ... an in vitro chromosome aberration assay was conducted with PPh using human lymphocytes ... Concentrations of PPh up to 400 ug/mL were incubated with human lymphocytes, with and without metabolic activation. No increases in chromosomal aberrations were detected in this assay.

/OTHER TOXICITY INFORMATION/ Individuals applying paint or other PPh-containing coatings may be exposed to this propylene glycol ether. Dermal contact through minor spills or usage contact is a source of exposure, as is inhalation from aerosol or vapor generated during application or usage. General population exposure also is possible through inhalation of ambient air containing low concentrations of PPh that may be released from industrial processes or through evaporation of coatings or other products containing it. The rapid photochemical degradation of PPh would suggest that this means of exposure to the general population would be low. Ingestion of drinking water containing PPh as a contaminant (e.g., from a spill) also is possible. The ready biodegradability of PPh, again, would suggest that exposure of the general population to such a source of PPh would be low.

Regulatorische Informationen

TSCA Requirements · 2 Einträge

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 1/26/94; Reporting date: 3/28/94.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1-Phenoxy-2-propanol is included on this list. Effective date: 1/26/94; Sunset date: 12/19/95.

Sicherheitsdaten

wgk
1
tsca
TSCA listed
hs_code
29094990
RTECS-Nr.
UB8886500
risk_code
36
Toxizität
LD50 orl-rat: 2830 mg/kg NTIS** OTS0539745

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

The following urinary metabolites were tentatively identified within Liquid Chromatography (LC) peaks using HPLC/ESI/MS and HPLC/ESI/MS/MS techniques: LC Peak A (<1%) - Glucuronide conjugate of hydroquinone LC Peak B (1-2%) - Not identified LC Peak C (1.3-3.8%) - Not identified LC Peak D (<1%) - Not identified LC Peak E/F (60-63%) - Sulfate and glutathione conjugates of phenol; Sulfate and glucuronide conjugates of PPh, sulfate conjugates of ring-hydroxylated PPh and 1- phenoxy-2-propanone LC Peak G (<1%) - Not identified LC Peak H (1-2%) - Not identified LC Peak I (4-5%) - Glucuronide conjugate of PPh LC Peak J (<1%) - Not identified LC Peak K (8-9%) - Glucuronide conjugate of PPh LC Peak L (9- 10%) - Sulfate conjugate of PPh Based on comparisons of chromatographic retention times with authentic materials, acid hydrolysis of urine yielded free phenol (61%), hydroquinone (1.5%), and parent PPh (13%).

PPh is rapidly absorbed, distributed, and quickly metabolized and eliminated in male rats. Virtually all the administered dose is eliminated within 48 hours in the urine and feces. The three major routes of metabolism are 1) cleavage of PPh by O-dealkylation, yielding propylene glycol and phenol, followed by excretion of phenol as a sulfate, or glutathione conjugate in the urine; 2) direct sulfate or glucuronide conjugation of parent PPh and excretion into the urine; and 3) ring hydroxylation of parent PPh or its oxidized propanone metabolite, followed by sulfate conjugation and excretion into the urine. Minor urinary metabolites included the glucuronide conjugate of hydroquinone.

Absorption, Distribution and ExcretionPPh is rapidly absorbed, distributed throughout the body, metabolized, and eliminated. The major routes of elimination are via the urine and feces.

Verwendung und Herstellung

Uses · 5 Einträge

Permitted for use as an inert ingredient in non-food pesticide products; [EPA] Used as a solvent for paints, coatings, films, textile dyes and printing pastes, inks in ball point and felt tip pens, stamp pads, and paint removers, as a coalescent in water-based coatings and adhesives, and in cosmetics and soaps (possesses antibacterial properties); [OECD SIDS: Propylene Glycol Phenyl Ether - 2004]

Painting (Solvents) [Category: Paint]

Used extensively in dyeing applications, where it can function as both a dye solubilizer and as a dye carrier; Latex coalescent in water-based architectural and industrial coatings; Solvent for inks in ball point and felt tip pens, stamp pads, and textile printing pastes; Paint removers; Coalescent for latex adhesives; Useful in the formulation of homogeneous, stable metalworking fluids.

High-boiling solvent, bacterial agent, fixative for soaps and perfumes, intermediate for plasticizers.

A major use of propylene glycol phenyl ether is as a solvent that facilitates the mixing of aqueous and organic constituents in paints, coatings, and films. It is used as a latex coalescent in water-based architectural and industrial coatings and adhesives, a carrier solvent for textile dyes, a solvent for inks in ball point and felt tip pens, stamp pads, and textile printing pastes, and paint remover. Due to its antibacterial properties, it also is used in cosmetics and soaps.

Impurities · 1 Eintrag

Propylene glycol phenyl ether has a minimum purity of 93%. At least 93% of commercial propylene glycol phenyl ether is comprised of a mixture of 1-phenoxy-propan-2-ol and 2-phenoxypropan- 1-ol, with the former isomer as the major constituent. The individual isomers are not separated nor produced as individual chemicals. The remaining 7% consists of up to 7% di-PPh, 0.1% phenol and 0.35% water. Of the 93% that is a mixture of the two isomers, 1-phenoxy-propan- 2-ol (CAS No. 770-35-4) constitutes > 85% of the mixture (is the thermodynamically favored isomer) and 2-phenoxy-propan-1-ol (CAS No. 4169-04-4) constitutes < 15%.

U.S. Production · 5 Einträge

2023: 10,000,000 - <50,000,000 lb

2-Propanol, 1-phenoxy- is listed as a High Production Volume (HPV) chemical (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).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#8163]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2-Propanol, 1-phenoxy-. Aggregated National Production Volume: 10 to < 50 million pounds.

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2-Propanol, 1-phenoxy-. National Production Volume: 208,306 pounds lb/yr.

Consumer UsesOther
Industry UsesNot Known or Reasonably Ascertainable
Formulations/PreparationsDOWANOL PPH Glycol Ether; Propylene glycol phenyl ether >99.5%

Anwendungen

Verwenden1-Phenoxy-2-propanol is a useful synthetic intermediate. It was used in the preparation of acylarylthiocarbamates as nonnucleoside reverse transcriptase inhibitors.

Vor- und nachgelagerte Produkte

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Ergänzende Hinweise

DefinitionColorless liquid.Combustible.

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