2,5-Thiophenedicarboxylic acid

• CAS: 4282-31-9
• Catalog Number: ACM4282319-1
• Category: Thiophenes
• Molecular Weight: 172.15
• Molecular Formula: C6H4O4S
• Synonyms: TH-2COOH
• IUPAC Name: thiophene-2,5-dicarboxylic acid
• Canonical SMILES: C1=C(SC(=C1)C(=O)O)C(=O)O
• InChI: InChI=1S/C6H4O4S/c7-5(8)3-1-2-4(11-3)6(9)10/h1-2H,(H,7,8)(H,9,10)
• InChI Key: YCGAZNXXGKTASZ-UHFFFAOYSA-N
• Boiling Point: >300 °C-lit.
• Melting Point: >300 °C-lit.
• Appearance: Solid
• Storage: Store under inert gas
• Complexity: 171
• Condition To Avoid: Hygroscopic
• Covalently-Bonded Unit Count: 1
• EC Number: 224-284-2
• Exact Mass: 171.98303g/mol
• Formal Charge: 0
• Hazard Statements: H315 : Causes skin irritation.H319 : Causes serious eye irritation.
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Heavy Atom Count: 11
• MDL Number: MFCD00016896
• Monoisotopic Mass: 171.98303g/mol
• NSC Number: 81789
• Precautionary Statements: P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.
• Rotatable Bond Count: 2
• Signal Word: Warning
• UNII: 5Q8A2G9Y8A
• XLogP3: 1.3

Synthetic Use

Upstream Synthesis Route 1

• 13679-74-8

• 1918-79-2
• 4282-31-9

Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1932, vol. 51, p. 1134,1141

Upstream Synthesis Route 2

• 3141-27-3
• 124-38-9

• 7311-63-9
• 4282-31-9

Reference: [1] European Journal of Organic Chemistry, 2014, vol. 2014, # 21, p. 4562 - 4570

Upstream Synthesis Route 3

• 625-88-7

• 4282-31-9

Reference: [1]Patent: US4093622,1978,A

Upstream Synthesis Route 4

• 13679-74-8

• 1918-79-2
• 4282-31-9

Reference: [1]Recueil des Travaux Chimiques des Pays-Bas,1932,vol. 51,p. 1134,1141

Upstream Synthesis Route 5

• 13679-74-8

• 4282-31-9

Reference: [1]Chemische Berichte,1885,vol. 18,p. 3026
Chemische Berichte,1886,vol. 19,p. 680
[2]Tetrahedron,1999,vol. 55,p. 11039 - 11050

Downstream Synthesis Route 1

• 4282-31-9
• 74-88-4

• 50340-79-9

Reference: [1] Patent: WO2004/108683, 2004, A1, . Location in patent: Page 548

* For details of the synthesis route, please refer to the original source to ensure accuracy.