3,4-Dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde

Base Information

• Chemical Name: 3,4-Dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde
• CAS No.: 161095-35-8
• Molecular Formula: C12H14 O3
• Molecular Weight: 206.241
• DSSTox Substance ID: DTXSID90460876
• Nikkaji Number: J2.170.469E
• Mol file: 161095-35-8.mol

Synonyms:161095-35-8;3,4-dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde;Benzaldehyde, 3,4-dihydroxy-5-(3-methyl-2-butenyl)- (9CI);3,4-Dihydroxy-5-(3-methyl-2-buten-1-yl)benzaldehyde;SCHEMBL4267621;DTXSID90460876;3,4-Dihydroxy-5-(3-methylbut-2-en-1-yl)benzaldehyde

Chemical Property of 3,4-Dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde

Chemical Property:

• PSA: 57.53000
• LogP: 2.41900
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,4-Dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde

There total 5 articles about 3,4-Dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde 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: 76.0%

2-[3,4-bis-benzyloxy-5-(3-methyl-but-2-enyl)-phenyl]-[1,3]dioxolane (854920-59-5) → 3,4-dihydroxy-5-(3’-methyl-2’-buten-1’-yl)benzaldehyde (161095-35-8)

Guidance literature:

With sodium; In iso-butanol; at 80 ℃;

DOI:10.1016/j.tetlet.2005.03.187

Reference yield: 21.0%

3-methyl-2-buten-1-ol (556-82-1) + 3,4-dihydroxybenzaldehyde (139-85-5) → 3,4-dihydroxy-5-(3’-methyl-2’-buten-1’-yl)benzaldehyde (161095-35-8)

Guidance literature:

With zinc(II) chloride; In ethyl acetate; at 40 ℃; for 3h; Reflux;

DOI:10.4067/S0717-97072016000300018

Reference yield:

2-(3,4-bis-benzyloxy-5-bromo-phenyl)-[1,3]dioxolane (854920-58-4) → 3,4-dihydroxy-5-(3’-methyl-2’-buten-1’-yl)benzaldehyde (161095-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / nBuLi; CuBr*Me₂S / benzene; diethyl ether

2: 76 percent / Na / butan-2-ol / 80 °C

With n-butyllithium; copper(I) bromide dimethylsulfide complex; sodium; In diethyl ether; iso-butanol; benzene;

DOI:10.1016/j.tetlet.2005.03.187

upstream raw materials:

2-[3,4-bis-benzyloxy-5-(3-methyl-but-2-enyl)-phenyl]-[1,3]dioxolane

2-(3,4-bis-benzyloxy-5-bromo-phenyl)-[1,3]dioxolane

3-bromo-4,5-dihydroxybenzaldehyde

3,4-Bis(benzyloxy)-5-brombenzaldehyd

Downstream raw materials:

3,4-dihydroxy-5-(3'-methyl-4'-oxobut-2'-enyl)benzaldehyde