1,7-Bis(4-hydroxyphenyl)heptan-3-one

Base Information

• Chemical Name: 1,7-Bis(4-hydroxyphenyl)heptan-3-one
• CAS No.: 130233-83-9
• Molecular Formula: C19H22 O3
• Molecular Weight: 298.382
• European Community (EC) Number: 802-679-6
• ChEMBL ID: CHEMBL1270258
• Metabolomics Workbench ID: 123115
• Nikkaji Number: J337.234K
• Wikidata: Q27139031
• Mol file: 130233-83-9.mol

Synonyms:Acerogenin G;1,7-bis(4-hydroxyphenyl)heptan-3-one;130233-83-9;1,7-bis(4-hydroxyphenyl)-3-heptanone;CHEBI:70700;AcerogeninG;MEGxp0_000310;CHEMBL1270258;ACon1_001183;HY-N9240;AKOS040761305;1,7-bis-(4-hydroxyphenyl)-3-heptanone;NCGC00169598-01;Acerogenin G, >=95% (LC/MS-ELSD);CS-0159039;BRD-K55160318-001-01-6;Q27139031;UR0

Chemical Property of 1,7-Bis(4-hydroxyphenyl)heptan-3-one

Chemical Property:

• Boiling Point: 526.7±40.0 °C(Predicted)
• PKA: 9.98±0.15(Predicted)
• PSA: 57.53000
• Density: 1.149±0.06 g/cm3(Predicted)
• LogP: 4.01250
• Storage Temp.: ?20°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 298.15689456
• Heavy Atom Count: 22
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

Acerogenin G ≥95% (LC/MS-ELSD) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCCCC(=O)CCC2=CC=C(C=C2)O)O

Technology Process of 1,7-Bis(4-hydroxyphenyl)heptan-3-one

There total 30 articles about 1,7-Bis(4-hydroxyphenyl)heptan-3-one 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: 96.0%

(4E,6E)-1,7-bis(4-(benzyloxy)phenyl)hepta-4,6-dien-3-one → 1,7-bis(4'-hydroxyphenyl)-3-heptanone (130233-83-9)

Guidance literature:

With hydrogen; In ethyl acetate; for 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.04.015

Reference yield: 82.0%

1,7-bis-(4-methoxyphenyl)-heptan-3-one (74882-26-1) → 1,7-bis(4'-hydroxyphenyl)-3-heptanone (130233-83-9)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tet.2013.01.065

Reference yield: 81.0%

(E)-1,7-bis(4-hydroxyphenyl)hept-1-en-3-one (1083200-79-6) → 1,7-bis(4'-hydroxyphenyl)-3-heptanone (130233-83-9)

Guidance literature:

With diphenyl sulfide; palladium 10% on activated carbon; hydrogen; In chloroform; at 20 ℃; for 16h;

DOI:10.1021/np500396y

upstream raw materials:

(3R)-1,7-bis(4'-hydroxyphenyl)-3-heptanol

4-(tetrahydropyran-2'-yloxy)-1-bromobenzene

4-bromo-phenol

4-(tetrahydropyran-2'-yloxy)-1-(4''-bromobutyl)benzene

Refernces

• 1、 Salih, M. Quamar,Beaudry, Christopher M.. "Bio-inspired oxidative phenolic coupling: Total synthesis of the diarylether heptanoid (±)-pterocarine". . p. 2023 - 2025. Retrieved 2017.
• 2、 Ogura, Tetsuhiro,Usuki, Toyonobu. "Total synthesis of acerogenins E, G and K, and centrolobol". . p. 2807 - 2815. Retrieved 2013/03/28.