HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-sec-Butylphenol
OSBP · O-SEC-BUTYLPHENOL · 2-(1-methylpropyl)-Phenol · O-S-BUTYLPHENOL · 2-sec.Butylfenol · 2-SEC-BUTYLPHENOL · 2-(2-butyl)phenol · o-sec-butyl-pheno
Identifikatoren & physikalische Daten
| CAS No. | 53466-96-9 |
|---|---|
| Summenformel | C10H14O |
| Durchschnittliche Molmasse | 150,22 g/mol |
| Monoisotopische Masse | 150,10446507 g/mol |
| SMILES | CCC(C)c1ccccc1O |
| InChIKey | NGFPWHGISWUQOI-UHFFFAOYSA-N |
| PubChem CID | 6984 |
| ChEMBL | CHEMBL30193 |
| ChEBI | CHEBI:34303 |
| EC No. | 201-933-8 |
| DTXSID | DTXSID2022331 |
| Lokaler Name | 2-sec-Butylphenol |
Chemische & physikalische Eigenschaften
| XLogP | 3,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 111 |
| Stoffklassen | Other Classes -> PhenolsCorrosives |
| Duftstoffe | Fragrance Ingredient (Phenol, 2-(1-methylpropyl)-) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | log Kow = 3.27 |
| Dichte | 0.981 at 77 °F (NTP, 1992) - Less dense than waterwill float0.9804 kg/l @ 25 °CRelative density (water = 1): 0.980.890.982 g/mL at 25 °C(lit.) |
| Color/Form | LIQUIDAmber-colored liquidColorless liquid or solid (below 61 degrees F). |
| Löslichkeit | less than 1 mg/mL at 68 °F (NTP, 1992)INSOL IN WATERSOL IN ALCOHOL, ETHER & ALKALIESInsoluble in water, slightly soluble in alcohol, ether, and alkalies.Solubility in water: noneInsoluble. <0.1 g/100 mL at 20 ºC |
| Flammpunkt | 234 °F (NTP, 1992)107 °C225 °F |
| Siedepunkt | 439 to 442 °F at 760 mmHg (NTP, 1992)224-237 °C439-442 °F227 °F226-228 °C(lit.) |
| Schmelzpunkt | 54 °F (NTP, 1992)14 °C57 °F61 °F12 °C(lit.) |
| Dampfdichte | Relative vapor density (air = 1): 5.2 |
| Dampfdruck | Low (NIOSH, 2024)0.05 [mmHg]Vapor pressure, Pa at 20 °C: 100.03 mm Hg ( 20 °C) |
| Brechungsindex | Index of refraction = 1.5182 @ 21 °Cn20/D 1.522(lit.) |
| Lagerbedingungen | RT, stored under nitrogen |
| pKa (Säurekonstante) | 10.36±0.35(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | White to Light yellow |
| BRN | 1210026 |
| Henry-Konstante | 4.7×100 mol/(m3Pa) at 25℃, HSDB (2015) |
| Stabilität | Stable, but air sensitive. Incompatible with acid chlorides, acid anhydrides, bases, strong oxidizing agents, copper and its alloys, brass. |
| InChI | 1S/C10H14O/c1-3-8(2)9-6-4-5-7-10(9)11/h4-8,11H,3H2,1-2H3 |
| InChIKey | NGFPWHGISWUQOI-UHFFFAOYSA-N |
| SMILES | CCC(C)c1ccccc1O |
| LogP (Verteilungskoeffizient) | 3 at 20℃ |
| CAS Datenbank | 89-72-5(CAS DataBase Reference) |
| NIST chemische Informationen | Phenol, 2-(1-methylpropyl)-(89-72-5) |
| EPA chemische Informationen | o-sec-Butylphenol (89-72-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 1.2% (4 of 338) of reports.DangerH302 (87.9%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 338 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Phenol, 2-(1-methylpropyl)-Phenol, 2-(1-methylpropyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-(1-methylpropyl)- 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: 17-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/12476Phenol, 2-(1-methylpropyl)-: 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.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.) |
| Weitere Sicherheitsinformationen | Evaluation - Propyl and butyl phenols |
| DOT-Kennzeichnung | Corrosive |
| Brandgefahren | This chemical is combustible. (NTP, 1992) |
| Gesundheitsgefahren | Excerpt from NIOSH Pocket Guide for o-sec-Butylphenol: |
| Gefahrenübersicht | May cause skin burns[NIOSH] An irritant that may cause skin burns[CAMEO] In animal studies, skin exposure for 24 hours causes severe skin irritation. [CHEMINFO] |
| Reaktive Gruppe | Phenols and Cresols |
| UN-Einstufung | UN Hazard Class: 8UN Pack Group: III |
| TSCA-Anforderungen | Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.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. o-sec-Butylphenol is included on this list. |
| Reactivity Profile | Phenols, such as O-SEC-BUTYLPHENOL, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has pKa = 9.88). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. |
| Chemical Dangers | Reacts with oxidants. Reacts violently with bases, acid anhydrides and acid chlorides. Attacks steel and copper and its alloys. |
| Flammable Limits | Class IIB Combustible Liquid Combustible Solid |
| Brandbekämpfung | Fires involving this compound should be controlled with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)Use carbon dioxide, foam, powder. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Do NOT induce vomiting. Refer for medical attention . |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.(General first aid procedures) |
| Sichere Lagerung | Separated from acid anhydrides, acid chlorides, bases and food and feedstuffs. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Entsorgungsverfahren | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Verschüttetes entsorgen | Collect leaking and spilled liquid in sealable containers as far as possible. Sweep spilled substance into covered containers. Carefully collect remainder. Then store and dispose of according to local regulations. Personal protection: chemical protection suit. |
| Preventive Measures | The worker should immediately wash the skin when it becomes contaminated.Work clothing that becomes wet or significantly contaminated should be removed and replaced. |
| Isolation and Evacuation | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Eye Prevention | Wear face shield. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C. |
| Zielorgane | Eyes, skin, respiratory system |
| Umweltverhalten | TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1400(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that 2-(1-methylpropyl)phenol will have low mobility in soil(SRC). Volatilization of 2-(1-methylpropyl)phenol from moist soil surfaces will be slow(SRC) given an estimated Henry's Law constant of 2.1X10-6 atm-cu m/mole(4,SRC). Limited data, mainly derived by analogy to 4-s-butylphenol, indicate that 2-(1-methylpropyl)phenol may be resistant to biodegradation by non-adapted microbial populations(SRC). Resting cells of a Pseudomonas strain obtained by selective enrichment with 4-hydroxybenzoate as the sole carbon source, were able to biodegrade 2-(1-methylpropyl)phenol (oxygen uptake rate of 42 nmol O2/min/mg protein)(5). A structurally similar compound, 4-s-butylphenol (at 100 mg/L) was not biodegraded over a 2 week period using an activated sludge inoculum(6)however, a phenol-adapted yeast strain, isolated from soil, readily oxidized 4-s-butylphenol (present at 1 mmole) without a lag period(7).AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1400(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that 2-(1-methylpropyl)phenol would adsorb to suspended solids and sediment(SRC) in the water. 2-(1-Methylpropyl)phenol may volatilize from water surfaces based on an estimated Henry's Law constant of 2.1X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated half-lives for a model river and model lake are 21 and 160 days, respectively(3,SRC). Limited data, mainly derived by analogy to 4-s-butylphenol, indicate that 2-(1-methylpropyl)phenol may be resistant to biodegradation by non-adapted microbial populations(SRC). A 4-hydroxybenzoate adapted Pseudomonas strain was able to biodegrade 2-(1-methylpropyl)phenol (oxygen uptake rate of 42 nmol O2/min/mg protein)(5). A structurally similar compound, 4-s-butylphenol (at 100 mg/L) was not biodegraded over a 2 week period using an activated sludge inoculum(6)however, a phenol-adapted yeast strain, isolated from soil, readily oxidized 4-s-butylphenol (present at 1 mmole) without a lag period(7). An estimated BCF value of 180(3,SRC), determined from an experimental log Kow(2), suggests that 2-(1-methylpropyl)phenol may bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(8).ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 0.05 mm Hg at 25 °C(2,SRC) indicates that 2-(1-methylpropyl)phenol will exist mainly in the vapor phase in the ambient atmosphere. Vapor-phase 2-(1-methylpropyl)phenol 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 9 hours(3,SRC). |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Expositionspfade | The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.inhalation, skin absorption, ingestion, skin and/or eye contact |
| Signs and Symptoms | Cough. Sore throat.Pain. Blisters. Skin burns.Redness. Pain. Blurred vision. Severe deep burns.Burning sensation in the throat and chest. Abdominal pain. Shock or collapse. Vomiting.irritation eyes, skin, respiratory system |
| ICSC Environmental Data | Environmental effects from the substance have not been investigated adequately. |
| Soil Adsorption/Mobility | The Koc of 2-(1-methylpropyl)phenol is estimated as approximately 1400(SRC), using an experimental log Kow of 3.27(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 2-(1-methylpropyl)phenol has low mobility in soil(SRC). |
| Human Toxicity Excerpts | ACUTE OCCUPATIONAL EXPOSURES HAVE RESULTED IN MILD RESP IRRITATION, AS WELL AS SKIN BURNS. |
| Artificial Pollution Sources | 2-(1-Methylpropyl)phenol's production and use as a chemical intermediate in the preparation of resins, plasticizers, surface-active agents(1) or as an intermediate in the synthesis of insecticides, acaricides, and herbicides(2) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | Resting cells of a Pseudomonas strain, obtained by selective enrichment with 4-hydroxybenzoate as the sole carbon source, were able to biodegrade 2-(1-methylpropyl)phenol (oxygen uptake rate of 42 nmol O2/min/mg protein)(1). A structurally similar compound, 4-s-butylphenol (at 100 mg/L), was not biodegraded over a 2 week period using an activated sludge inoculum(2)however, a phenol-adapted yeast strain, isolated from soil, readily oxidized 4-s-butylphenol (present at 1 mmole) without a lag period(3). |
| Environmental Bioconcentration | An estimated BCF value of 180 was calculated for 2-(1-methylpropyl)phenol(SRC), using an experimental log Kow of 3.27(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms may occur(SRC). |
| Volatilization from Water/Soil | The Henry's Law constant for 2-(1-methylpropyl)phenol is estimated as 2.1X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 2-(1-methylpropyl)phenol will volatilize from water surfaces(2,SRC). 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) is estimated as approximately 21 days(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 160 days(2,SRC). 2-(1-Methylpropyl)phenol's estimated vapor pressure, 0.05 mm Hg(3,SRC) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil will be slow(SRC). |
| Berufliche Expositionsstufe (OEB) | A |
| Arbeitsplatzgrenzwert (OEL) | TWA: 5 ppm (30 mg/m3) [skin] |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3145 8/PG 2 |
| Zollcode | 29071910 |
| RTECS-Nr. | SJ8920000 |
| R-Sätze (R) | 20/21/22-34-22 |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-27-28-36/37/39-45 |
| Gefahrenklasse | 8Acute Tox. 4 OralSkin Corr. 1C |
| Verpackungsgruppe | III |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
| Gefahrstoffdaten | 89-72-5(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
Chemical intermediate in preparation of resins, plasticizers, surface-active agents.