3-Thiophenemalonic Acid
Product Information
Molecular Formula
C7H6O4S
Molecular Weight
186.19
Description
3-Thiophenemalonic Acid (CAS# 21080-92-2) is an intermediate used to synthesize temocillin. It is also used to prepare malonate-based inhibitors of mammalian serine racemase.
Synonyms
2-(3-thiophenyl)propanedioic acid; 2-thiophen-3-ylpropanedioic acid
IUPAC Name
2-thiophen-3-ylpropanedioic acid
SMILES
C1=CSC=C1C(C(=O)O)C(=O)O
InChI
InChI=1S/C7H6O4S/c8-6(9)5(7(10)11)4-1-2-12-3-4/h1-3,5H,(H,8,9)(H,10,11)
InChI Key
GCOOGCQWQFRJEK-UHFFFAOYSA-N
Melting Point
139 °C (dec.) (lit.)
Flash Point
Not applicable
Purity
97 %
Appearance
Off-white to beige powder or chunks
LogP
1.00090
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
0.9
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Exact Mass
185.99867984 g/mol
Monoisotopic Mass
185.99867984 g/mol
Topological Polar Surface Area
103Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
190
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-112962165-A | Spandex fiber with reversible three-shape memory effect and preparation method and application thereof | 2021-01-21 |
| CN-112663168-A | Spandex fiber with reversible shape memory effect and preparation method and application thereof | 2020-12-22 |
| CN-111477463-A | FeCoNi-L DHs-loaded conductive copolymer supercapacitor electrode material and preparation method thereof | 2020-04-13 |
| US-2021115300-A1 | Composition and method for silicon oxide and carbon doped silicon oxide cmp | 2019-10-22 |
| WO-2021081162-A1 | Composition and method for silicon oxide and carbon doped silicon oxide cmp | 2019-10-22 |
| TW-202122523-A | Composition and method for silicon oxide and carbon doped silicon oxide cmp | 2019-10-22 |
| CN-110396662-A | A kind of preparation method of multifunctional wet sensitive film | 2019-08-06 |
| CN-109320531-A | Thiophene-based functional complexes crystalline material containing cadmium ion and its preparation method and application | 2018-08-27 |
| CN-109320547-A | Thiophene derivant class functional complexes crystalline material containing lead ion and its preparation method and application | 2018-08-27 |
| CN-109320560-A | Functional complexes humidity-sensitive material containing cobalt ions and its preparation method and application | 2018-08-27 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20411968 | 2010-05-20 | Poly(2-thiophen-3-yl-malonic acid), a polythiophene with two carboxylic acids per repeating unit | The journal of physical chemistry. B |
| 21578631 | 2009-11-18 | Aqua-(2,2'-bipyridine-κN,N')[2-(3-thien-yl)malonato-κO,O']zinc(II) dihydrate | Acta crystallographica. Section E, Structure reports online |
| 21581507 | 2008-12-10 | catena-Poly[[trimethyl-tin(IV)]-μ-2-(3-thien-yl)acetato] | Acta crystallographica. Section E, Structure reports online |
| 18821743 | 2008-10-23 | Hydrogen-bonding interactions in 2-thiophen-3-ylmalonic acid | The journal of physical chemistry. A |
| 21580873 | 2008-10-18 | Di-μ-hydroxido-bis-[aqua-trichlorido-tin(IV)] diethyl ether disolvate | Acta crystallographica. Section E, Structure reports online |
| 21201052 | 2008-09-24 | μ-3-Thienylmalonato-κO:O-bis-[triphenyl-tin(IV)] | Acta crystallographica. Section E, Structure reports online |
| 15962942 | 2005-06-01 | Prediction of genotoxicity of chemical compounds by statistical learning methods | Chemical research in toxicology |
