4-tert-Butylphenol - 4-tert-Butylphenol

Structural formula
Structural formula of 4-tert-butylphenol
General
Name 4-tert-Butylphenol
other names
  • 1-tert-Butyl-4-hydroxybenzol
  • p-tert-Butylphenol
Sum formula C10H14O
Brief description

white solid with a phenolic odor [1]

External identifiers / databases
CAS number 98-54-4
EC number 202-679-0
ECHA-InfoCard 100.002.436
PubChem 7393
Wikidata Q2306557
characteristics
Molar mass 150.22 g · mol −1
Physical state

fest

density

0,908 g·cm−3 (20 °C)[1]

Melting point

100 °C[1]

boiling point

237 °C[1]

Vapor pressure

1,30 hPa (60 °C)[2]

solubility

very heavy in water (0.6 g l −1 at 20 ° C) [1]

safety instructions
GHS hazardous substance labeling from Regulation (EC) No. 1272/2008 (CLP) , [3] possibly extended [1]
05 - Corrosive 08 - Dangerous to health 09 - Dangerous for the environment

danger

H and P phrases H: 315​‐​318​‐​361f​‐​410
P: 201​‐​281​‐​301+330+331​‐​305+351+338​‐​310 [1]
Authorization procedure under REACH

of particular concern : serious impact on the environment are considered to be likely [4]

MAK

Switzerland: 0.08 ml · m −3 or 0.5 mg · m −3 [5]

Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4- tert- butylphenol is a chemical compound from the group of phenols .

Extraction and presentation

4- tert- butylphenol can be obtained by reacting phenol with tert- butanol in water at high pressure and temperatures around 250 ° C, whereby 2- tert- butylphenol is also formed. [6] It can also be obtained by reacting phenol with isobutylene , which also produces 3- tert- butylphenol . [7]

characteristics

4- tert- butylphenol is a flammable white solid with a phenol-like odor that is very sparingly soluble in water. It decomposes when heated, producing carbon monoxide and carbon dioxide . [1]

use

4- tert- butylphenol is used in the manufacture of synthetic resins , [2] mainly as a monomer for the manufacture of polycarbonates , phenolic resins and epoxy resins . [8th]

safety instructions

4- tert- butylphenol has depigmenting properties and can trigger allergies and leukoderma-like changes. [9] There is evidence that 4- tert- butylphenol acts as a hormonal disruptor in the environment . [8th]

4- tert- butylphenol was included in the EU's ongoing action plan ( CoRAP ) in 2014 in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation . The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of 4- tert- butylphenol were concerns about high (aggregated) tonnage and as a potential endocrine disruptor . The reassessment took place from 2014 and was carried out by Germany . [10]

Individual evidence

  1. a b c d e f g h i j Entry on 4-tert-butylphenol in the GESTIS substance database of the IFA , accessed on November 9, 2019(JavaScript required) .
  2. a b OECD: Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) für Phenol, 4-tert-butyl-, abgerufen am 19. April 2015.
  3. Entry on 4-tert-butylphenol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on November 9, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
  4. Entry in the SVHC list of the European Chemicals Agency , accessed on July 16, 2019.
  5. Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 98-54-4 or 4-tert-butylphenol ), accessed on November 2, 2015.
  6. U. Marcus Lindstrom: Organic Reactions in Water: Principles, Strategies and Applications. John Wiley & Sons, 2008, ISBN 0-470-99424-X, S. 280 ( limited preview in Google Book Search).
  7. George E. Totten: Handbook of Hydraulic Fluid Technology, Second Edition. CRC Press, 2011, ISBN 978-1-4200-8527-3, S. 840 ( limited preview in Google Book search).
  8. a b Umweltbundesamt: Substance assessments under REACH , accessed on April 20, 2015.
  9. J. Geier, H. Lessmann, among others: Impact of a job-related sensitization to p-tert-butylphenol-formaldehyde resin ( Memento of May 14, 2018 in the Internet Archive ). In: Dermatology in Work and Environment , Volume 58, No. 4/2010, pp. 190–192, accessed on April 20, 2015.
  10. Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 4-tert-butylphenol , accessed on March 26, 2019.Vorlage:CoRAP-Status/2014