Urushiol II

Base Information

• Chemical Name: Urushiol II
• CAS No.: 35237-02-6
• Molecular Formula: C21H34O2
• Molecular Weight: 318.5
• European Community (EC) Number: 683-163-6
• UNII: 6ZV92GML86
• DSSTox Substance ID: DTXSID001347754
• Metabolomics Workbench ID: 75849
• Nikkaji Number: J1.862.328E
• Wikidata: Q27265793
• Mol file: 35237-02-6.mol

Synonyms:Urushiol II;35237-02-6;Urushiol II [MI];Urushiol, (15:1;8Z);(15:1)-urushiol;UNII-6ZV92GML86;6ZV92GML86;3-[(Z)-pentadec-8-enyl]benzene-1,2-diol;1,2-Benzenediol, 3-(8Z)-8-pentadecen-1-yl-;3-(8Z-pentadecenyl)-catechol;(Z)-3-(pentadec-8-en-1-yl)benzene-1,2-diol;Bhilawanol A;Urushiol (15:1);Urushiol II (C15:1);SCHEMBL10532605;DTXSID001347754;(15:1)-URUSHIOL [MI];LMPK15020002;AKOS040735152;NS00094545;1,2-dihydroxy-3-((z)-pentadec-8-enyl)benzene;Q27265793

Chemical Property of Urushiol II

Chemical Property:

• XLogP3: 8.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 318.255880323
• Heavy Atom Count: 23
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCC1=C(C(=CC=C1)O)O
• Isomeric SMILES: CCCCCC/C=C\CCCCCCCC1=C(C(=CC=C1)O)O

Technology Process of Urushiol II

There total 19 articles about Urushiol II 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: 78.0%

1,2-Bis-benzyloxy-3-((1E,8E)-pentadeca-1,8-dienyl)-benzene → 1,2-dihydroxy-3-(pentadec-8-enyl)benzene (35237-02-6,2764-91-2)

Guidance literature:

With sodium; In butan-1-ol;

DOI:10.1016/j.tetlet.2005.03.187

Reference yield:

3-(pentadec-8-ynyl)catechol (53545-43-0) → 1,2-dihydroxy-3-<(Z)-pentadec-8-enyl>benzene (35237-02-6)

Guidance literature:

With quinoline; hydrogen; Pd-BaSO₄; In ethyl acetate; at 20 ℃; under 760 Torr;

DOI:10.1016/S0009-3084(02)00125-1

Reference yield:

1-bromo-7-(2,3-dimethoxyphenyl)heptane (76014-93-2) → 1,2-dihydroxy-3-<(Z)-pentadec-8-enyl>benzene (35237-02-6)

Guidance literature:

Multi-step reaction with 3 steps

1: BBr₃ / CHCl₃ / 168 h / -80 °C

2: HMPT / tetrahydrofuran / -50 °C

3: H₂; quinoline / 5 percent Pd/BaSO₄ / ethyl acetate / 20 °C / 760 Torr

With quinoline; N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; boron tribromide; Pd-BaSO₄; In tetrahydrofuran; chloroform; ethyl acetate;

DOI:10.1016/S0009-3084(02)00125-1

upstream raw materials:

1,2-bis(trimethylsilyloxy)-3-<(Z)-pentadec-8-enyl>benzene

butan-1-ol

3-(pentadec-8-ynyl)catechol

6-chloro-1-hexanol

Downstream raw materials:

1,2-dimethoxy-3-<(Z)-pentadec-8-enyl>benzene

1,2-diacethyl-3-pentadecylbenzene

3-pentadecylcatechol

1,2-diacetoxy-3-pentadec-8-enyl-benzene