2,5-Ditert-pentyl-1,4-benzenediol
2,5-Di-tert-amylhydroquinone
CAS: 79-74-3
Molecular Formula: C16H26O2
2,5-Ditert-pentyl-1,4-benzenediol - Names and Identifiers
| Name | 2,5-Di-tert-amylhydroquinone |
| Synonyms | 2,5-di-amylhydroquinone 2,5-Di-t-amylhydroquinone 2,5-di-tert-amyl-hydroquinon 2,5-Di-t-amyl-p-hydroquinone 2,5-Di-tert-amylhydroquinone 2,5-Di-Tert-Amyl Hydroquinone 2,5-Di-tert-amylbenzene-1,4-diol 2,5-Ditert-pentyl-1,4-benzenediol 2,5-Di-tert-pentylbenzene-1,4-diol 2,5-bis(1,1-dimethylpropyl)-4-benzenediol 2,5-bis(2-methylbutan-2-yl)benzene-1,4-diol |
| CAS | 79-74-3 |
| EINECS | 201-222-2 |
| InChI | InChI=1/C16H26O2/c1-7-15(3,4)11-9-14(18)12(10-13(11)17)16(5,6)8-2/h9-10,17-18H,7-8H2,1-6H3 |
2,5-Ditert-pentyl-1,4-benzenediol - Physico-chemical Properties
| Molecular Formula | C16H26O2 |
| Molar Mass | 250.38 |
| Density | 0.9781 (rough estimate) |
| Melting Point | 179 °C |
| Boling Point | 353.51°C (rough estimate) |
| Flash Point | 162.7°C |
| Water Solubility | 200ng/L at 20℃ |
| Vapor Presure | 0Pa at 20℃ |
| Appearance | powder to crystal |
| Color | White to Yellow to Orange |
| Merck | 14,3304 |
| pKa | 11.21±0.23(Predicted) |
| Storage Condition | Room Temprature |
| Refractive Index | 1.6000 (estimate) |
2,5-Ditert-pentyl-1,4-benzenediol - Risk and Safety
| WGK Germany | 3 |
| RTECS | MX6300000 |
2,5-Ditert-pentyl-1,4-benzenediol - Reference Information
| LogP | 5.1 at 25℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Application | 2, 5-di-tert-amyl hydroquinone can be used as a pharmaceutical synthesis intermediate, can be used in laboratory research and development and chemical pharmaceutical synthesis process. |
| preparation | 2, 5-di-tert-amyl hydroquinone was prepared as follows: 110.1g(1.000mol) of hydroquinone (HQ) it was placed in an autoclave together with 132.0G of toluene. After purging with N2, 30g(0.0343mol) of methanesulfonic acid were added and the mixture was heated to 60 °c. Starting at 55 °c, 3.5g(2.260mol) of isopentene are added over a period of 158.8 hours, a secondary reaction is carried out at 65-70 °c for 3.5 hours, and the reaction mixture is then diluted with 397.6g of toluene. A solution of 25.7g(8%,0.0245mol) of NaHCO3 was then added over 7 minutes at 70 °c. Used to neutralize about 70% of the free acid. In order to effectively neutralize the acid residue remaining in the cured product and eliminate the intermediate formed quinone material, 74.1G of an aqueous solution consisting of 4% Na2HPO4 and 1% Na2SO3 are added over 23 minutes, the reaction mixture was also heated to 90 °c to ensure complete dissolution of the product. After stirring for 25 minutes, the heavy aqueous phase was discharged at a, after which 196.3G of the buffer solution (II) used above was added and another washing was carried out under the same conditions. The pH of the aqueous phase discharged was 7. In order to remove salt impurities, 171.3G of deionized water was added and stirred for 60 minutes before the aqueous phase was drained. The organic solution was gradually cooled to 0 °c to precipitate it. After filtration at this temperature and washing with 200g of cold toluene, the product 2, 5-di-tert-amyl hydroquinone was dried at the highest temperature, yield: 92% (relative to hydroquinone (HQ). |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:49:11
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