4-Dibenzo[b,d]thien-2-yl-4-oxobutanoic acid

Base Information

• Chemical Name: 4-Dibenzo[b,d]thien-2-yl-4-oxobutanoic acid
• CAS No.: 88878-79-9
• Molecular Formula: C16H12O3S
• Molecular Weight: 284.3297
• European Community (EC) Number: 684-924-5
• NSC Number: 105900
• DSSTox Substance ID: DTXSID10295864
• Wikidata: Q82036059
• ChEMBL ID: CHEMBL1440219
• Mol file: 88878-79-9.mol

Synonyms:NSC105900;88878-79-9;MLS002703854;NSC-105900;4-dibenzo[b,d]thien-2-yl-4-oxobutanoic acid;NCIStruc1_000817;NCIStruc2_000881;SCHEMBL7823639;CHEMBL1440219;DTXSID10295864;CCG-36262;NCGC00014079;NCI105900;AKOS024331808;NCGC00014079-02;NCGC00097188-01;NCI60_000143;SMR001570568

Chemical Property of 4-Dibenzo[b,d]thien-2-yl-4-oxobutanoic acid

Chemical Property:

• Vapor Pressure: 8.5E-13mmHg at 25°C
• Boiling Point: 547°C at 760 mmHg
• Flash Point: 284.6°C
• Density: 1.378g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 284.05071541
• Heavy Atom Count: 20
• Complexity: 395

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(S2)C=CC(=C3)C(=O)CCC(=O)O

Technology Process of 4-Dibenzo[b,d]thien-2-yl-4-oxobutanoic acid

There total 8 articles about 4-Dibenzo[b,d]thien-2-yl-4-oxobutanoic acid 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: 47.0%

succinic acid anhydride (108-30-5) + dibenzothiophene (132-65-0) → β-(dibenzothiophene-2-carbonyl)propionic acid (88878-79-9)

Guidance literature:

With aluminum (III) chloride; In nitrobenzene; 1,2-dichloro-ethane; at 0 - 60 ℃; for 5.5h; Inert atmosphere; Sealed tube;

DOI:10.1111/php.13175

Reference yield:

dibenzothiophene (132-65-0) + 1,1,2,2-tetracholorethane → β-(dibenzothiophene-2-carbonyl)propionic acid (88878-79-9)

Guidance literature:

aluminium trichloride; In sodium hydroxide; nitrobenzene;

Reference yield:

2-acetyldibenzothiophene (22439-58-3) → β-(dibenzothiophene-2-carbonyl)propionic acid (88878-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; hydrogen chloride; diethyl ether / Belichtung

2: benzene / Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge und Erhitzen der erhaltenen Dicarbonsaeure auf 160grad

With hydrogenchloride; diethyl ether; bromine; benzene;

DOI:10.1021/jo01214a004

upstream raw materials:

succinic acid anhydride

dibenzothiophene

2-bromo-1-(dibenzo[b,d]thiophen-2-yl)ethanone

sodium diethylmalonate

Downstream raw materials:

4-(dibenzo[b,d]thiophen-2-yl)butanoic acid

(S)-2-(4-Dibenzothiophen-2-yl-4-oxo-butyrylamino)-3-phenyl-propionic acid methyl ester

3-Cyclohexylidene-5-dibenzothiophen-2-yl-3H-furan-2-one

3-[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-5-dibenzothiophen-2-yl-3H-furan-2-one