3-Isopropylcatechol

Base Information

• Chemical Name: 3-Isopropylcatechol
• CAS No.: 2138-48-9
• Molecular Formula: C9H12 O2
• Molecular Weight: 152.193
• Hs Code.: 2907299090
• European Community (EC) Number: 218-385-0
• NSC Number: 62675
• UNII: SOV0198261
• DSSTox Substance ID: DTXSID80175644
• Nikkaji Number: J51.423C
• Wikidata: Q27103849
• Metabolomics Workbench ID: 67654
• Mol file: 2138-48-9.mol

Synonyms:3-isopropylbenzene-1,2-diol;2138-48-9;3-ISOPROPYLCATECHOL;3-(1-Methylethyl)-1,2-benzenediol;3-Isopropylpyrocatechol;1,2-Benzenediol, 3-(1-methylethyl)-;3-propan-2-ylbenzene-1,2-diol;Pyrocatechol, 3-isopropyl-;EINECS 218-385-0;NSC 62675;NSC-62675;SOV0198261;BRN 2043545;3-Isopropylcatecol;1,2-dihydroxy-3-isopropyl benzene;1,2-Benzenediol, (1-methylethyl)-;C01014;3-Isopropyl-1,2-benzenediol;SCHEMBL301445;UNII-SOV0198261;CHEBI:28708;DTXSID80175644;NSC62675;3-(propan-2-yl)benzene-1,2-diol;MFCD00016434;AKOS006283564;DS-4364;AC-22653;LS-136437;A4608;CS-0154308;FT-0707854;D71222;EN300-1599498;3-isopropyl-, 1,2-benzenediol, 3-(1-methylethyl)-;Q27103849

Chemical Property of 3-Isopropylcatechol

Chemical Property:

• Vapor Pressure: 0.00562mmHg at 25°C
• Refractive Index: 1.4464 (estimate)
• Boiling Point: 265.3°Cat760mmHg
• PKA: 9.86±0.10(Predicted)
• Flash Point: 125.7°C
• PSA: 40.46000
• Density: 1.116g/cm³
• LogP: 2.22120
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• 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:

HPLC≥95% ^*data from raw suppliers

3-Isopropylcatechol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C(=CC=C1)O)O
• Uses: 3-Isopropylcatechol is an intermediate formed in the synthesis of Miltirone (M344500), an active component in Salvia miltiorrhiza that has been shown to inhibit the increase in the abundance of the mRNA for the α4 subunit of the GABAA receptor induced by ethanol withdrawal in cultured hippocampal neurons. A potential phytotherapeutic agent in the treatment of alcohol dependence.

Technology Process of 3-Isopropylcatechol

There total 15 articles about 3-Isopropylcatechol 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: 96.0%

3-Isopropyl-veratrol (71720-27-9) → 3-isopropylbenzene-1,2-diol (2138-48-9)

Guidance literature:

With hydrogen bromide; acetic acid; for 4h; Heating;

DOI:10.1080/00397919308013791

Reference yield: 80.0%

3-isopropyl-2-(methoxymethoxy)phenol (1510866-99-5) → 3-isopropylbenzene-1,2-diol (2138-48-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 6h;

DOI:10.1021/op400300t

Reference yield: 80.0%

3-isopropylsalicylaldehyde (67372-96-7) → 3-isopropylbenzene-1,2-diol (2138-48-9)

Guidance literature:

With dihydrogen peroxide; In sodium hydroxide; for 0.5h; <45 deg C;

upstream raw materials:

3-isopropylsalicylaldehyde

3-Isopropyl-veratrol

1-methoxy-2-hydroxy-3-isopropylbenzene

1,2-dimethoxybenzene

Downstream raw materials:

1-bromo-2,3-dimethoxy-4-isopropylbenzene

1,1'-[(3-isopropyl-o-phenylene)dioxy]-bis-(3-chloropropan-2-ol)

2,2-dimethyl-4-(1-methylethyl)-1,3-benzodioxole

C₁₃H₁₈O₅

Refernces

• 1、 -. "ALKYLATION OF HYDROXYARENES WITH OLEFINS, ALCOHOLS AND ETHERS IN IONIC LIQUIDS". Page/Page column 23. . Retrieved 2008/06/13.
• 2、 Singh,Shukla,Dwivedi,Khanna. "Synthesis of some aromatic aldehydes and phenols as potential male antifertility agents". . p. 692 - 694. Retrieved 2007/10/02.