(Z)-3-butylidene-7-hydroxyphthalide

Base Information

• Chemical Name: (Z)-3-butylidene-7-hydroxyphthalide
• CAS No.: 93236-67-0
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.225
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID301025422
• Metabolomics Workbench ID: 52860
• Nikkaji Number: J1.148.496D,J181.417F
• Wikidata: Q27105462
• Mol file: 93236-67-0.mol

Synonyms:(Z)-3-butylidene-7-hydroxyphthalide;senkyunolide B;93236-67-0;3-Butylidene-7-hydroxyphthalide;7-hydroxy-3-butylidenephthalide;(3Z)-3-butylidene-7-hydroxy-2-benzofuran-1(3H)-one;(3Z)-3-butylidene-7-hydroxyisobenzofuran-1(3H)-one;C09921;(3Z)-3-butylidene-7-hydroxy-2-benzofuran-1-one;CHEBI:1458;SCHEMBL3751329;SCHEMBL11967649;DTXSID301025422;Q27105462;1(3H)-Isobenzofuranone, 3-butylidene-7-hydroxy-, (3Z)-

Chemical Property of (Z)-3-butylidene-7-hydroxyphthalide

Chemical Property:

• Vapor Pressure: 3.65E-06mmHg at 25°C
• Boiling Point: 375.3°C at 760 mmHg
• Flash Point: 165.5°C
• PSA: 46.53000
• Density: 1.319g/cm³
• LogP: 2.70360
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.078644241
• Heavy Atom Count: 15
• Complexity: 283

Purity/Quality:

3-Butylidene-7-hydroxyphthalide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=C1C2=C(C(=CC=C2)O)C(=O)O1
• Isomeric SMILES: CCC/C=C\1/C2=C(C(=CC=C2)O)C(=O)O1

Technology Process of (Z)-3-butylidene-7-hydroxyphthalide

There total 4 articles about (Z)-3-butylidene-7-hydroxyphthalide 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: 77.0%

(Z)-3-butylidene-7-methoxyphthalide (128586-32-3) → 3-butylidene-7-hydroxyphthalide (93236-67-0)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 1h; Ambient temperature;

Reference yield:

2-formyl-6-methoxy-benzoic acid (53015-08-0) → 3-butylidene-7-hydroxyphthalide (93236-67-0)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 1 h

2: 79 percent / I₂, KI, NaHCO₃ / H₂O / Ambient temperature

3: 63 percent / sodium acetate / ethanol / 2 h / Heating

4: 77 percent / AlCl₃ / CH₂Cl₂ / 1 h / Ambient temperature

With aluminium trichloride; iodine; sodium acetate; sodium hydrogencarbonate; potassium iodide; In tetrahydrofuran; ethanol; dichloromethane; water;

Reference yield:

3(8-iodobutyl)7-methoxyphthalide (128586-30-1,128586-31-2) → 3-butylidene-7-hydroxyphthalide (93236-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / sodium acetate / ethanol / 2 h / Heating

2: 77 percent / AlCl₃ / CH₂Cl₂ / 1 h / Ambient temperature

With aluminium trichloride; sodium acetate; In ethanol; dichloromethane;

upstream raw materials:

(Z)-3-butylidene-7-methoxyphthalide

2-formyl-6-methoxy-benzoic acid

3(8-iodobutyl)7-methoxyphthalide

2(pent-1'-ene-yl)6-methoxybenzoic acid