1,4-Benzenediol, 2-(3-methyl-2-butenyl)-

Base Information

• Chemical Name: 1,4-Benzenediol, 2-(3-methyl-2-butenyl)-
• CAS No.: 5919-91-5
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• NSC Number: 307488
• DSSTox Substance ID: DTXSID00207931
• Nikkaji Number: J639.300D
• Metabolomics Workbench ID: 168443
• ChEMBL ID: CHEMBL486410

Synonyms:Prenylhydroquinone;5919-91-5;2-(3-Methyl-2-butenyl)-1,4-benzenediol;1,4-Benzenediol, 2-(3-methyl-2-butenyl)-;NSC307488;Monoprenyl-Hydroquinone;CHEMBL486410;SCHEMBL7036748;DTXSID00207931;1, 2-(3-methyl-2-butenyl)-;DIMETHYLALLYLHYDROQUINONE,Y'-;NSC 307488;NSC-307488;2-(3-methyl-but-2-enyl)-benzene-1,4-diol

Chemical Property of 1,4-Benzenediol, 2-(3-methyl-2-butenyl)-

Chemical Property:

• Vapor Pressure: 7.83E-05mmHg at 25°C
• Boiling Point: 331.9°C at 760 mmHg
• Flash Point: 161°C
• Density: 1.099g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CCC1=C(C=CC(=C1)O)O)C

Technology Process of 1,4-Benzenediol, 2-(3-methyl-2-butenyl)-

There total 22 articles about 1,4-Benzenediol, 2-(3-methyl-2-butenyl)- 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: 87.0%

(3-methyl-2-butenyl)trifluorosilane (114067-34-4) + p-benzoquinone (106-51-4) → prenylhydroquinone (5919-91-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1016/0040-4039(95)00394-R

Reference yield: 65.0%

hydroquinone (123-31-9,8027-02-9) + 3-methyl-2-buten-1-ol (556-82-1) → 2-(3'-methylbut-2'-enyl)-5-(2'-methylbut-3'-en-2'-yl)-1,4-benzoquinone (501651-02-1) + prenylhydroquinone (5919-91-5) + 2,6-di(3-methylbut-2-enyl)benzo-1,4-quinone

Guidance literature:

With aluminum isopropoxide; at 120 ℃; for 10h;

DOI:10.1007/s10600-018-2245-y

Reference yield: 58.0%

hydroquinone (123-31-9,8027-02-9) + 3-methyl-2-buten-1-ol (556-82-1) → prenylhydroquinone (5919-91-5)

Guidance literature:

With aluminium; phenol; at 180 ℃; for 24h;

DOI:10.1039/d0ob01235a

upstream raw materials:

4-(3-methyl-2-butenoxy)phenol

prenyl tributylstannane

p-benzoquinone

(3-methyl-2-butenyl)trifluorosilane

Downstream raw materials:

6-hydroxy-2,2-dimethyl-2H-chromene

2-(3-methyl-2-buten-1-yl)-2,5-cyclohexadiene-1,4-dione

1,4-dibenzyloxy-2-(3-methyl-2-butenyl)benzene

2-[(E)-4-bromo-3-methyl-2-butenyl]-1,4-dibenzyloxybenzene

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