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
Canonical 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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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