2,5-Di-tert-amylhydroquinone

Base Information

• Chemical Name: 2,5-Di-tert-amylhydroquinone
• CAS No.: 79-74-3
• Deprecated CAS: 211107-60-7,195460-39-0
• Molecular Formula: C16H26 O2
• Molecular Weight: 250.381
• European Community (EC) Number: 201-222-2
• NSC Number: 6267,455
• UNII: 19O4J76TTK
• DSSTox Substance ID: DTXSID5044992
• Nikkaji Number: J10.508B
• Wikidata: Q27252125
• ChEMBL ID: CHEMBL594135
• Mol file: 79-74-3.mol

Synonyms:79-74-3;2,5-Di-tert-amylhydroquinone;2,5-Di-tert-pentylbenzene-1,4-diol;2,5-Di-tert-pentylhydroquinone;Santouar A;Santovar A;2,5-bis(2-methylbutan-2-yl)benzene-1,4-diol;Dahq;Antage DAH;1,4-Benzenediol, 2,5-bis(1,1-dimethylpropyl)-;USAF B-21;Diamylhydroquinone;2,5-DI(TERT-AMYL)HYDROQUINONE;2,5-Di-t-amylhydroquinone;2,5-Bis(1,1-dimethylpropyl)hydroquinone;Hydroquinone, 2,5-di-tert-pentyl-;2,5-DI-T-PENTYLHYDROQUINONE;NSC 455;Hydroquinone, 2,5-di-t-pentyl-;Hydroquinone, 2,5-di-tert-amyl-;2,5-Di-tert-amylbenzene-1,4-diol;2,5-Bis(1,1-dimethylpropyl)-1,4-benzenediol;HSDB 5231;EINECS 201-222-2;BRN 2214556;UNII-19O4J76TTK;AI3-61041;19O4J76TTK;DTXSID5044992;NSC-455;EC 201-222-2;3-06-00-04748 (Beilstein Handbook Reference);Hydroquinone,5-di-tert-amyl-;2,1-dimethylpropyl)hydroquinone;Hydroquinone,5-di-tert-pentyl-;1, 2,5-bis(1,1-dimethylpropyl)-;2,1-dimethylpropyl)-1,4-benzenediol;WLN: 2X1&1&R BQ EQ DX2&1&1;AntageDAH;Santovar TAHQ;1,4-Benzenediol,2,5-bis(1,1-dimethylpropyl)-;Lowinox AH25;DTAHQ;Lowinox AH 25;2,5-di-t-amylhidroquinona;2 5-Di-t-amylhydroquinone;hydroquinone derivative, 5a;Oprea1_395030;SCHEMBL34690;2,5-di-terc-amylhidroquinona;2 5-Di-tert-amylhydroquinone;2,5-di-tert-pentylhydroquinon;2 5-Di(tert-amyl)hydroquinone;2,5-Di-t-amyl-p-hydroquinone;2,5-di-terc-pentilhidroquinona;2,5-di-tert-amyl-hydroquinone;2,5-di-tert-amylhydro-quinone;CHEMBL594135;NSC455;2 5-Di-tert-pentylhydroquinone;2,5-Di-tert.-pentylhydrochinon;DTXCID3024992;BDBM34117;NSC6267;AH 25;2,5-Di (terc-amilo) hidroquinona;AMY11223;NSC 6267;NSC-6267;Tox21_301767;BBL002922;MFCD00027029;STK378237;2, 5- di- tert- pentylhydroquinone;AKOS005448322;2,5-Ditert-pentyl-1,4-benzenediol #;CAS-79-74-3;NCGC00256161-01;NCGC00340536-01;2 5-Bis(1 1-dimethylpropyl)hydroquinone;DI-TERT-PENTYLHYDROQUINONE, 2,5-;LS-77297;VS-01261;2 5-Di(tert-amyl)-1 4-benzohydroquinone;2,5-Bis (1,1-dimetilpropil) hidroquinona;2,5-di-tert.-amylhydroquinone, AldrichCPR;25-Bis(11-dimethylpropyl)-14-benzenediol;2,5-Di (terc-amilo)-1,4-benzohidroquinona;2,5-DI-T-PENTYLHYDROQUINONE [HSDB];2,5-DI-TERT-PENTYLHYDROQUINONE [MI];CS-0319422;D0299;Hydroquinone25-di-tert-pentyl-(6CI7CI8CI);2,5-Bis (1,1-dimetilpropil)-1,4-bencenodiol;AB01333681-02;1,4-benzenediol, 2,5-bis (1,1-dimetilpropil)-;A864813;W-104259;Q27252125;Hidroquinona, 2,5-di-terc-pentilo-(6CI, 7CI, 8CI)

Chemical Property of 2,5-Di-tert-amylhydroquinone

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 7.84E-06mmHg at 25°C
• Melting Point: 179 °C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 364.8 °C at 760 mmHg
• PKA: 11.21±0.23(Predicted)
• Flash Point: 162.7 °C
• PSA: 40.46000
• Density: 0.99 g/cm³
• LogP: 4.47300
• Water Solubility.: 200ng/L at 20℃
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 250.193280068
• Heavy Atom Count: 18
• Complexity: 242

Purity/Quality:

99.9% ^*data from raw suppliers

2,5-Di-tert-amylhydroquinone >93.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CCC(C)(C)C1=CC(=C(C=C1O)C(C)(C)CC)O

Technology Process of 2,5-Di-tert-amylhydroquinone

There total 11 articles about 2,5-Di-tert-amylhydroquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2-methyl-but-2-ene (513-35-9) + hydroquinone (123-31-9,8027-02-9) → 2,5-di(tert-amyl)-1,4-hydroquinone (79-74-3)

Guidance literature:

methanesulfonic acid; In toluene; at 55 - 70 ℃; for 7h; Product distribution / selectivity;

Reference yield: 78.0%

tert-Amyl alcohol (75-85-4) + hydroquinone (123-31-9,8027-02-9) → 2,5-di(tert-amyl)-1,4-hydroquinone (79-74-3)

Guidance literature:

With sulfuric acid; acetic acid; at 20 ℃; for 7h;

DOI:10.1016/j.bmc.2009.07.075

Reference yield:

ethanol (64-17-5) + 2-methoxy-phenol (90-05-1) → 3,5-Di-tert-butylcatechol (1020-31-1,122983-47-5,881376-69-8) + 2,6-di-tert-butylphenol (128-39-2) + 2,4-diisopropylphenol (2934-05-6) + 2,6-diisopropylphenol (2078-54-8) + 2,4,6-triisopropylphenol (2934-07-8) + 2,6-di-tert-butyl-4-ethylphenol (4130-42-1) + 2,6-di-tert-butyl-4-hydroxyphenol (2444-28-2) + 2,6-di-tert-butyl-4-methoxymethylene-phenol (87-97-8) + 3,5-Di-tert-butylphenol (1138-52-9) + 2,4-dimethyl-6-tert-butylphenol (1879-09-0) + 2-(2',5'-dimethoxyphenyl)propionaldehyde (52417-48-8) + 2,6-di-tert-butyl-4-sec-butylphenol (17540-75-9) + 1,2-diethoxybenzene (2050-46-6) + 1,4-dimethoxy-2-tert-butylbenzene (21112-37-8) + 1-ethoxy-4-methoxybenzene (5076-72-2) + 2,5-di(tert-amyl)-1,4-hydroquinone (79-74-3) + 2,4-di-tert-amylphenol (120-95-6) + 2,5-diethyl phenol (876-20-0) + 4-ethoxy-3-methoxytoluene (33963-27-8) + 1,2-dimethoxy-4-butylbenzene (59056-76-7) + 1,2-diethoxy-4-ethyl-benzene (131358-04-8) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Guidance literature:

With ortho-tungstic acid; at 300 ℃; for 6h; Autoclave;

DOI:10.1039/c8ra07962e

upstream raw materials:

hydroquinone

tert-Amyl alcohol

2-methyl-but-2-ene

sulfuric acid

Downstream raw materials:

2,5-bis-(1,1-dimethylpropyl)-1,4-benzoquinone

Refernces

• 1、 Paula, Stefan,Abell, Josh,Deye, Joel,Elam, Christopher,Lape, Michael,Purnell, Justin,Ratliff, Robert,Sebastian, Kelly,Zultowsky, Jodie,Kempton, Robert J.. "Design, synthesis, and biological evaluation of hydroquinone derivatives as novel inhibitors of the sarco/endoplasmic reticulum calcium ATPase". experimental part. p. 6613 - 6619. Retrieved 2009/12/24.
• 2、 -. "4-Formyl amino-n-methylpiperidine derivatives, the use thereof as stabilisers and organic material stabilised therewith". . . Retrieved 2008/06/13.