4-tert-Butylphenol
PTBP · P-TERT-BUTYLPHENOL · PARA-TERT-BUTYLPHENOL · 4-t-Butylphenol · 4-(1,1-DIMETHYLETHYL)PHENOL · t-Butylphenol · p-terc.Butylfenol · Phenol, 4-tert-butyl-
Identifikatoren & physikalische Daten
| CAS No. | 98-54-4 |
|---|---|
| Summenformel | C10H14O |
| Durchschnittliche Molmasse | 150,22 g/mol |
| Monoisotopische Masse | 150,10446507 g/mol |
| SMILES | CC(C)(C)c1ccc(O)cc1 |
| InChIKey | QHPQWRBYOIRBIT-UHFFFAOYSA-N |
| PubChem CID | 7393 |
| ChEMBL | CHEMBL16217 |
| ChEBI | CHEBI:34444 |
| EC No. | 202-679-0 |
| DTXSID | DTXSID1020221 |
| Lokaler Name | 4-tert-Butylphenol |
Chemische & physikalische Eigenschaften
| XLogP | 3,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 115 |
| Stoffklassen | Other Classes -> PhenolsAntioxidant |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Duftstoffe | Fragrance substance (p-tert-Butylphenol) -> IFRA amendment 40 |
| LogP (Verteilungskoeffizient) | log Kow = 3.312.4/3.43.16 |
| Geruch | Distinctive odor |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 0.908 at 176 °F (NTP, 1992) - Less dense than waterwill float1.037 at 25 °CDensity: 0.908 g/cu cm at 80 °C0.9 g/cm³1.037 @25 °C0.908 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Viscosity | 2.4 mPa.s at 110 °C |
| Color/Form | Needles from waterNeedles from ligninWhite crystalsCrystals, needles, or practically white flakes |
| Löslichkeit | Insoluble (NTP, 1992)In water, 580 mg/L at 25 °CIn water, 610 mg/L at 25 deg (OECD Guideline 105)In water, 607.2 mg/L at 25 °C (pH 6-7) National Standard ASTM E 1148 - 02, which is similar to OECD Guideline No. 105)Soluble in ethanol, ether, chloroform, alkalis0.58 mg/mL at 25 °Cethanol: soluble50mg/mL, clear, colorless8.7 g/L (20 ºC) |
| Flammpunkt | 235 °F (NTP, 1992)113 °C (235 °F) - closed cup115 °C o.c. |
| Schmelzpunkt | 96-101 °C (lit.) |
| Siedepunkt | 236-238 °C (lit.) |
| Dampfdruck | 1 mm Hg ( 70 °C) |
| Brechungsindex | 1.4787 |
| FEMA | 3918 | P-TERT-BUTYLPHENOL |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Flakes or Pastilles |
| pKa (Säurekonstante) | 10.23(at 25℃) |
| Farbe | White to light beige |
| Wichte | 0.908 |
| Geruch | at 1.00 % in propylene glycol. oakmoss leather |
| pH | 7 (10g/l, H2O, 20℃) |
| Explosionsgrenze | 0.8-5.3%(V) |
| Geruchsart | leathery |
| Biologische Quelle | synthetic |
| JECFA Number | 733 |
| Merck | 14,1585 |
| BRN | 1817334 |
| Henry-Konstante | 8.9×100 mol/(m3Pa) at 25℃, Parsons et al. (1972) |
| Stabilität | Stable. Incompatible with copper, steel, bases, acid chlorides, acid anhydrides, oxidizing agents. |
| InChI | 1S/C10H14O/c1-10(2,3)8-4-6-9(11)7-5-8/h4-7,11H,1-3H3 |
| InChIKey | QHPQWRBYOIRBIT-UHFFFAOYSA-N |
| SMILES | CC(C)(C)c1ccc(O)cc1 |
| LogP (Verteilungskoeffizient) | 3 at 23℃ |
| CAS Datenbank | 98-54-4(CAS DataBase Reference) |
| NIST chemische Informationen | Phenol, p-tert-butyl-(98-54-4) |
| EPA chemische Informationen | p-tert-Butylphenol (98-54-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH315: Causes skin irritation [Warning Skin corrosion/irritation]P203, P264, P264+P265, P273, P280, P302+P352, P305+P354+P338, P317, P318, P321, P332+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.2% (7 of 3826) of reports.H314 (12.2%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation] |
|---|---|
| Regulatorische Informationen | Chemical: Phenol, 4-(1,1-dimethylethyl)-Hazard Traits - Endocrine ToxicityCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Phenol, 4-(1,1-dimethylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 4-(1,1-dimethylethyl)- 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: 07-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15260Substance: 4-tert-butylphenol |
| Weitere Sicherheitsinformationen | IMAP assessments - Phenol, 4-(1,1-dimethylethyl)-: Human health tier II assessment |
| DOT-Kennzeichnung | Corrosive |
| Brandgefahren | Combustible. (NTP, 1992) |
| Brandpotenzial | Combustible when exposed to heat or flame. |
| Gesundheitsgefahren | SYMPTOMS: Irritating to eyes, noses and throat. If inhaled, will cause difficult breathing. |
| Gefahrenübersicht | A severe skin, eye, and respiratory tract irritantMay cause skin sensitization and dermatitis after prolonged contactMay cause skin depigmentationAfter chronic exposure, may cause effects on the liver and nervous system[ICSC] Danger of cutaneous absorptionDanger of skin sensitization[MAK] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract |
Anwendungen & Verwendung
Beschreibung
Para-tertiary-butylphenol formaldehyde resin (PTBPF- R) is a polycondensate of para-tertiary-butylphenol and formaldehyde. Major occupational sources are neoprene glues and adhesives in industry, in the shoemaking and leather industry or in car production. It is also used as a box preservative in box and furniture manufacture, and in the production of casting moulds, car-brake linings, insulated electrical cables, adhesives, printing inks and paper laminates. Para-tertiary-butyl-phenol is the sensitizer.
Occurrence
Reported found in origanum (Coridothymus cap. (L.) Richb.)
Verwenden
4-tert-Butylphenol is a phenol derivative. Its contact with skin may lead to leukoderma. It is widely used in the polymer industry. Reaction of 4-tert-Butylphenol with mushroom tyrosinase has been reported to afford 4-t-butyl-o-benzoquinone and kinetics of this enzymatic reaction has been investigated.
Herstellung & Synthese
synthetische
Prepared by heating phenol with isobutanol in the presence of zinc chloride; also from phenol, tert- butyl chloride and excess alkali in alcohol