2-Isopropylhydroquinone

Base Information

• Chemical Name: 2-Isopropylhydroquinone
• CAS No.: 2349-71-5
• Molecular Formula: C9H12 O2
• Molecular Weight: 152.193
• European Community (EC) Number: 219-080-5
• NSC Number: 168521
• UNII: 213K8IP95J
• DSSTox Substance ID: DTXSID60178057
• Nikkaji Number: J213.204D
• Wikidata: Q27253512
• Metabolomics Workbench ID: 45281
• ChEMBL ID: CHEMBL1795407
• Mol file: 2349-71-5.mol

Synonyms:2-Isopropylhydroquinone;2-isopropylbenzene-1,4-diol;2349-71-5;2-propan-2-ylbenzene-1,4-diol;2-isopropyl-1,4-benzenediol;UNII-213K8IP95J;213K8IP95J;EINECS 219-080-5;NSC-168521;isopropylhydroquinone;2-Isopropylquinol;NSC168521;2,5-Dihydroxycumene;Isopropylhydroquinone, 8CI;C(C)(C)c1cc(O)ccc1O;SCHEMBL67887;CHEMBL1795407;DTXSID60178057;1,4-Dihydroxy-2-isopropylbenzene;CHEBI:172413;CAA34971;2-(propan-2-yl)benzene-1,4-diol;MFCD00094362;2-(1-Methylethyl)benzene-1,4-diol;AKOS024258316;NSC 168521;s10162;2-(1-Methylethyl)-1,4-benzenediol, 9CI;CS-0328268;A878228;Q27253512

Chemical Property of 2-Isopropylhydroquinone

Chemical Property:

• Vapor Pressure: 0.000919mmHg at 25°C
• Melting Point: 131 °C
• Boiling Point: 294.5°Cat760mmHg
• PKA: 10.75±0.18(Predicted)
• Flash Point: 144°C
• Density: 1.116g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

2-Isopropylbenzene-1,4-diol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C1=C(C=CC(=C1)O)O

Technology Process of 2-Isopropylhydroquinone

There total 11 articles about 2-Isopropylhydroquinone 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: 94.0%

1,4-O-di-propanoylisopropylhydroquinone → 1-O-propanoyl-2-isopropylhydroquinone + 2-isopropylhydroquinone (2349-71-5)

Guidance literature:

With isopropyl alcohol; Candida antarctica lipase B; immobilized; In di-isopropyl ether; at 45 ℃; for 1h; Title compound not separated from byproducts.;

DOI:10.1016/j.tetlet.2007.09.104

Reference yield: 6.0%

1,4-O-di-propanoylisopropylhydroquinone → 2-isopropylhydroquinone (2349-71-5)

Guidance literature:

With Candida antarctica lipase B; In di-isopropyl ether; isopropyl alcohol; at 45 ℃; for 1h; regioselective reaction; Enzymatic reaction;

DOI:10.1139/cjc-2015-0335

Reference yield:

3-isopropylhydroxybenzene (618-45-1) → 4-isopropylcatechol (2138-43-4) + 2-isopropylhydroquinone (2349-71-5)

Guidance literature:

With C₂₈H₄₆N₄O₁₀S₂; dihydrogen peroxide; acetic acid; iron(II) chloride; In water; acetonitrile; at 80 ℃; for 1h; Overall yield = 50 percent; regioselective reaction;

DOI:10.1126/science.abj0731

upstream raw materials:

2-isopropyl-1,4-benzoquinone

di-isopropyl ether

hydroquinone

isopropyl alcohol

Downstream raw materials:

2-iso-propyl-4-methoxyphenol

2-Isopropyl-1,4-dimethoxybenzene

5-tert-butyl-2-isopropylhydroquinone

2-Isopropyl-5-(1,1,3,3-tetramethyl-butyl)-hydrochinon

Refernces

• 1、 Miyazawa, Toshifumi,Hamada, Manabu,Morimoto, Ryohei. "Candida antarctica lipase B-catalyzed regioselective deacylation of dihydroxybenzenes acylated at both phenolic hydroxy groups". . p. 44 - 49. Retrieved 2016/01/16.