CAS 21080-92-2 2-(Thiophen-3-yl)propanedioic acid (HCID 88782)

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Basic information

CAS: 21080-92-2
Standard SMILES: O=C(O)C(C(=O)O)c1ccsc1
InChIKey: GCOOGCQWQFRJEK-UHFFFAOYSA-N
Molecular formula: C7H6O4S
Average molar mass: 186.19 g/mol
Monoisotopic mass: 185.99867967

Names & identifiers

Preferred name: 2-(Thiophen-3-yl)propanedioic acid
IUPAC: 2-thiophen-3-ylpropanedioic acid
English name: 3-Thiophenemalonic acid
Molecular formula: C7H6O4S
Molecular weight: 186.19

Names & synonyms

3-Thiophenemalonic acid21080-92-23-Thienylmalonic acidPropanedioic acid, 3-thienyl-2-(thiophen-3-yl)propanedioic acid3-Thienylpropanedioic acidThiophene-3-malonic acidPropanedioic acid, 2-(3-thienyl)-KK6MPZ6HAHDTXSID9066675EINECS 244-198-93-THIENYLMALONIC ACID [EP IMPURITY]

Show more names

3-TMALK01-ATicarcillin EP Imp C3-ThienylpropanedioicCrude thiophenic acidLABOTEST-BB LT00112328Thiophen-3-malonic acid

3-THIENYLMALONIC ACID (EP IMPURITY)RefChem:462419DTXCID50364222-(thiophen-3-yl)malonic acid2-thiophen-3-ylpropanedioic acidTicarcillin EP Impurity CMFCD000054692-(3-thienyl)propanedioic acid

Database identifiers

CAS: 21080-92-2
PubChem CID: 88782
DTXSID: DTXSID9066675
ChEMBL: CHEMBL3360550
UNII: KK6MPZ6HAH
EC Number: 244-198-9
Nikkaji: J225.393C

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 103 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 3
Heavy atoms: 12
Formal charge: 0
Complexity: 190

Physicochemical properties

Melting point: 139 °C · 139 °C (dec.) (lit.)
Boiling point: 290.67 °C · 290.67°C (rough estimate)
Density: 1.5439 · 1.5439 (rough estimate)
refractive index: 1.55 · 1.5500 (estimate)
storage temp.: 2 · 2-8°C
pka: 2.73 · 2.73±0.10(Predicted)
form: powder to crystal
color: White to Orange to Green
BRN: 6503620 · 6503620
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)
InChIKey: GCOOGCQWQFRJEK-UHFFFAOYSA-N
SMILES: C(O)(=O)C(C1C=CSC=1)C(O)=O
CAS DataBase Reference: 21080 · 21080-92-2(CAS DataBase Reference)
FDA UNII: 6 MPZ6HAH · KK6MPZ6HAH
EPA Substance Registry System: 3 · Propanedioic acid, 3-thienyl- (21080-92-2)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Propanedioic acid, 3-thienyl-

Status: Active Update: 14-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27179

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29309090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
REACH Registrations: Active
Hazard Classifications

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropanedioic acid, 2-(3-thienyl)-: INACTIVE

Applications

Uses3-Thiophenemalonic Acid (Ticarcillin EP Impurity C) is an intermediate used to synthesize temocillin. It is also used to prepare malonate-based inhibitors of mammalian serine racemase.