2,4-di- tert- butylphenol

Structural formula
General
Surname	2,4-di- tert- butylphenol
other names	2,4-bis (1,1-dimethylethyl) phenol 2,4-DTBP
Molecular formula	C 14 H 22 O
Brief description	white to yellowish solid with a phenolic odor
External identifiers / databases
CAS number 96-76-4 EC number 202-532-0 ECHA InfoCard 100.002.303 PubChem 7311 Wikidata Q26840829
properties
Molar mass	206.32 g mol −1
Physical state	firmly
density	0.56 g cm −3 (22 ° C)
Melting point	53-56 ° C
boiling point	264-265 ° C
Vapor pressure	<1 hPa (20 ° C)
solubility	practically insoluble in water (0.033 g l −1 at 25 ° C) soluble in methanol , ether , acetone and chloroform
Refractive index	1.508
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 315-318-410 P: 280-305 + 351 + 338 + 310
Toxicological data	> 2000 mg kg −1 ( LD 50 ,  rat ,  oral ) 2200 mg kg −1 ( LD 50 ,  rabbit ,  transdermal )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2,4-Di- tert- butylphenol is an aromatic compound . It is a derivative of phenol with two tert-butyl groups .

Extraction and presentation

2,4-Di- tert- butylphenol can be obtained by alkylating phenol with tert- butanol , with 2- , 4- tert- butylphenol , 2,6-di- tert- butylphenol or 2,4,6 depending on the reaction conditions -Tri- tert -butylphenol arise.

properties

2,4-Di- tert- butylphenol is a flammable, difficult to ignite, crystalline, white to yellowish solid with a phenol-like odor, which is practically insoluble in water.

use

2,4-Di- tert- butylphenol is used in research (for example to study the alkylation reaction with cinnamyl alcohol) and as an intermediate in the production of other chemical compounds.

safety instructions

In 2012, 2,4-di- tert- butylphenol was included in the Community's ongoing action plan ( CoRAP ) 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 2,4-di- tert- butylphenol were concerns about consumer use and widespread use as well as the dangers arising from a possible assignment to the group of CMR substances and as a potential endocrine disruptor. The re-evaluation has been running since 2017 and is carried out by Belgium .

Individual evidence

1. ↑ ^{a b c d e f g h i} Entry on 2,4-di-tert-butylphenol in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
2. ↑ ^{a b c} data sheet 2,4-di-tert-butylphenol (PDF) from Merck , accessed on August 6, 2017.
3. ↑ ^{a b} data sheet 2,4-di-tert-butylphenol, 97% from AlfaAesar, accessed on August 6, 2017 ( PDF )(JavaScript required) .
4. ^ William M. Haynes: CRC Handbook of Chemistry and Physics, 97th Edition . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 156 ( limited preview in Google Book search).
5. ^ G. Reniers: Sustainable Chemistry . WIT Press, 2011, ISBN 978-1-84564-558-8 , pp. 25 ( limited preview in Google Book search).
6. ^ Wilhelm Foerst: Newer Methods of Preparative Organic Chemistry . Elsevier, 2012, ISBN 978-0-323-15042-2 , pp. 350 ( limited preview in Google Book Search).
7. ↑ Data sheet 2,4-di-tert-butylphenol, 99% from Sigma-Aldrich , accessed on August 6, 2017 ( PDF ).
8. ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 2,4-di-tert-butylphenol , accessed on March 26, 2019.