5-Oxo-5-(2-thienyl)valeric acid

Base Information

• Chemical Name: 5-Oxo-5-(2-thienyl)valeric acid
• CAS No.: 22971-62-6
• Molecular Formula: C9H10O3S
• Molecular Weight: 198.24
• Hs Code.: 29349990
• NSC Number: 80412
• DSSTox Substance ID: DTXSID50292130
• Wikidata: Q82030316
• Mol file: 22971-62-6.mol

Synonyms:22971-62-6;5-Oxo-5-(2-thienyl)valeric acid;5-Oxo-5-(thiophen-2-yl)pentanoic acid;4-(2-thienoyl)butyric acid;5-oxo-5-thiophen-2-ylpentanoic acid;MFCD00151848;5-oxo-5-thien-2-ylpentanoic acid;5-oxo-5-(2-thienyl)pentanoic acid;2-Thiophenepentanoicacid, d-oxo-;NSC80412;5-Oxo-5-(thiophen-2-yl)pentanoicacid;4-(2-thenoyl)butyric acid;5-(2-Thienoyl)butyric acid;SCHEMBL5179130;DTXSID50292130;STR04830;NSC-80412;5-(thien-2-yl)-5-oxopentanoic acid;2-Thiophenepentanoic acid, delta-oxo-;AKOS008101429;NCGC00333494-01;FT-0616563;EN300-29448;A24242;W12925;AB01329103-02;A816451;Z234895521

Chemical Property of 5-Oxo-5-(2-thienyl)valeric acid

Chemical Property:

• Vapor Pressure: 2.2E-07mmHg at 25°C
• Melting Point: 94-97 °C
• Refractive Index: 1.561
• Boiling Point: 407.8 °C at 760mm Hg
• PKA: 4.59±0.10(Predicted)
• Flash Point: 200.455 °C
• PSA: 82.61000
• Density: 1.282 g/cm³
• LogP: 2.18570
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 198.03506535
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

5-Oxo-5-(thiophen-2-yl)pentanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C(=O)CCCC(=O)O

Technology Process of 5-Oxo-5-(2-thienyl)valeric acid

There total 8 articles about 5-Oxo-5-(2-thienyl)valeric 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: 83.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + glutaric anhydride, (108-55-4) → 5-oxo-5-thiophen-2-yl-pentanoic acid (22971-62-6)

Guidance literature:

glutaric anhydride,; With aluminum (III) chloride; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

thiophene; In dichloromethane; for 1.5h; Inert atmosphere;

DOI:10.1021/jo400692p

Reference yield: 27.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + gloutaric dichloride (2873-74-7) → 5-oxo-5-thiophen-2-yl-pentanoic acid (22971-62-6) + 1,5-di(thiophen-2-yl)pentane-1,5-dione (37709-57-2)

Guidance literature:

thiophene; gloutaric dichloride; With tin(IV) chloride; In benzene; at 0 - 3 ℃; for 2h;

With hydrogenchloride; water; In benzene; at 10 ℃;

DOI:10.1007/s11172-013-0085-2

Reference yield:

5,5'-oxybis(5-oxopentanoic acid) (53715-97-2) → 5-oxo-5-thiophen-2-yl-pentanoic acid (22971-62-6)

Guidance literature:

With hydrogenchloride; phosphoric acid; In thiophene; water;

upstream raw materials:

thiophene

glutaric anhydride,

1,5-pentanedioic acid

2-(2-cyano-ethyl)-3-oxo-3-[2]thienyl-propionic acid ethyl ester

Downstream raw materials:

cyclohepta[b]thiophen-4-one

methyl 2-(4-tert-butylphenyl)-7,8-dihydro-6H-[7]annuleno[b]thiophene-5-carboxylate

methyl 2-([1,1′-biphenyl]-4-yl)-7,8-dihydro-6H-[7]annulene[b]thiophene-5-carboxylate

methyl 2-(4-butylphenyl)-7,8-dihydro-6H-[7]annuleno[b]thiophene-5-carboxylate

Refernces

• 1、 Junker, Anna,Yamaguchi, Junichiro,Itami, Kenichiro,Wünsch, Bernhard. "Synthesis of thiophene-based TAK-779 analogues by C-H arylation". . p. 5579 - 5586. Retrieved 2013/07/26.
• 2、 Guijarro, David,Pablo, Oscar,Yus, Miguel. "Synthesis of γ-, δ-, and ε-lactams by asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)iminoesters". . p. 3647 - 3654. Retrieved 2013/05/22.