Xantocillin

Base Information

• Chemical Name: Xantocillin
• CAS No.: 580-74-5
• Molecular Formula: C18H12 N2 O2
• Molecular Weight: 288.305
• European Community (EC) Number: 234-271-3
• NSC Number: 227183,179485
• UNII: 06Z55VZ40D
• DSSTox Substance ID: DTXSID801018149
• Nikkaji Number: J7.434I
• Wikipedia: Xantocillin
• NCI Thesaurus Code: C171040,C66660
• ChEMBL ID: CHEMBL1977264
• Mol file: 580-74-5.mol

Synonyms:1,4-di-(p-hydroxyphenyl)-2,3-diisonitrilobuta-1,3-diene;xanthocillin X;xantocillin

Chemical Property of Xantocillin

Chemical Property:

• Refractive Index: 1.5800 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 40.46000
• Density: g/cm³
• LogP: 2.77980
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 288.089877630
• Heavy Atom Count: 22
• Complexity: 480

Purity/Quality:

99%, ^*data from raw suppliers

XANTOCILLIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C(=CC1=CC=C(C=C1)O)C(=CC2=CC=C(C=C2)O)[N+]#[C-]
• Isomeric SMILES: [C-]#[N+]/C(=C\C1=CC=C(C=C1)O)/C(=C/C2=CC=C(C=C2)O)/[N+]#[C-]

Technology Process of Xantocillin

There total 2 articles about Xantocillin 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: 85.0%

(1Z,3Z)-2,3-diisocyano-1,4-bis(4-tert-butyldimethylsilyloxyphenyl)buta-1,3-diene (913555-56-3) → 4,4′-[(1Z,3Z)-2,3-diisocyanobuta-1,3-diene-1,4-diyl]diphenol (580-74-5)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

Reference yield:

→ Xanthocillin (580-74-5)

Guidance literature:

aus Tyrosin in Penicillium notatum Westling;

Reference yield:

4,4′-[(1Z,3Z)-2,3-diisocyanobuta-1,3-diene-1,4-diyl]diphenol (580-74-5) → 2,3-bis-(4-hydroxy-benzyl)-pyrazine (109725-15-7)

Guidance literature:

With methanol; nickel; Hydrogenation;

upstream raw materials:

(1Z,3Z)-2,3-diisocyano-1,4-bis(4-tert-butyldimethylsilyloxyphenyl)buta-1,3-diene

Downstream raw materials:

xanthocillin X dimethyl ether

2,3-bis-(4-hydroxy-benzyl)-pyrazine

2,3-bis-formylamino-1,4-bis-(4-hydroxy-phenyl)-buta-1,3-diene

2,3-bis-(α-hydroxy-isobutyrylamino)-1,4-bis-(4-hydroxy-phenyl)-buta-1,3-diene

Refernces