1-Isopropyl-2,3-dimethoxybenzene

Base Information

• Chemical Name: 1-Isopropyl-2,3-dimethoxybenzene
• CAS No.: 71720-27-9
• Molecular Formula: C11H16 O2
• Molecular Weight: 180.247
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID60408922
• Nikkaji Number: J2.335.267B
• Wikidata: Q82214536
• Mol file: 71720-27-9.mol

Synonyms:1-isopropyl-2,3-dimethoxybenzene;71720-27-9;1,2-DIMETHOXY-3-ISOPROPYLBENZENE;1,2-dimethoxy-3-propan-2-ylbenzene;Benzene, 1,2-dimethoxy-3-(1-methylethyl)-;1,2-dimethoxy-3-(propan-2-yl)benzene;3-Isopropylveratrole;SCHEMBL683593;DTXSID60408922;IIGQJVPNNAYQFV-UHFFFAOYSA-N;1-Isopropyl-2,3-dimethoxy-benzene;CS-M0280;WCA72027;GS2753;AKOS006277768;3-(1-methylethyl)-1,2-dimethoxybenzene;AC-22667;CS-13422;A9382;FT-0756696

Chemical Property of 1-Isopropyl-2,3-dimethoxybenzene

Chemical Property:

• PSA: 18.46000
• LogP: 2.82720
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Dichloromethane
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 145

Purity/Quality:

97% ^*data from raw suppliers

3-Isopropylveratrole ^*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)OC)OC
• Uses: 3-Isopropylveratrole 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 1-Isopropyl-2,3-dimethoxybenzene

There total 10 articles about 1-Isopropyl-2,3-dimethoxybenzene 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: 91.0%

3-(2,3-dimethoxyphenyl)pyruvic acid (145068-36-6) + methyl iodide (74-88-4) → 3-Isopropyl-veratrol (71720-27-9)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; for 5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60713-X

Reference yield: 90.0%

3-isopropylbenzene-1,2-diol (2138-48-9) + dimethyl sulfate (77-78-1) → 3-Isopropyl-veratrol (71720-27-9)

Guidance literature:

With potassium carbonate; In acetone; for 3.5h; Ambient temperature;

DOI:10.1016/0040-4020(82)80219-6

Reference yield: 14.0%

o-benzoquinone bis(dimethyl acetal) (65492-28-6) + isopropyllithium (1888-75-1) → 3-Isopropyl-veratrol (71720-27-9) + 1-isopropyl 3,4-dimethoxy benzene (4132-76-7) + 1,2-Diisopropyl-3,4-dimethoxy-benzene (82895-32-7)

Guidance literature:

In diethyl ether; at -78 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)87299-8

upstream raw materials:

1-isopropenyl-2,3-dimethoxy-benzene

1-methoxy-2-hydroxy-3-isopropylbenzene

dimethyl sulfate

o-benzoquinone bis(dimethyl acetal)

Downstream raw materials:

2-isopropyl-3,4-dimethoxybenzaldehyde

1-bromo-2-isopropyl-3,4-dimethoxybenzene

2,3-dimethoxy-4-isopropyl benzoic acid

1-isopropyl-2,3-dimethoxy-5-nitro-benzene