| Identification | More | [Name]
1,2-Phenylenediacetic acid | [CAS]
7500-53-0 | [Synonyms]
1,2-PHENYLENEDIACETIC ACID
BENZENE-1,2-DIACETIC ACID
O-BENZENEDIACETIC ACID
O-PHENYLENEDIACETIC ACID
RARECHEM AL BO 0119
2-Phenylenediacetic acid
o-Phenylenediacetic acid, 98+%
1,2-Benzenediacetic acid
o-Phenylenebis(acetic acid) | [EINECS(EC#)]
231-355-1 | [Molecular Formula]
C10H10O4 | [MDL Number]
MFCD00004329 | [Molecular Weight]
194.18 | [MOL File]
7500-53-0.mol |
| Chemical Properties | Back Directory | [Appearance]
beige to beige-brown needle-like crystalline | [Melting point ]
150-152 °C (lit.) | [Boiling point ]
290.62°C (rough estimate) | [density ]
1.2534 (rough estimate) | [refractive index ]
1.5430 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Needle-Like Crystalline Powder | [pka]
3.90±0.10(Predicted) | [color ]
Beige to beige-brown | [BRN ]
2616747 | [InChI]
InChI=1S/C10H10O4/c11-9(12)5-7-3-1-2-4-8(7)6-10(13)14/h1-4H,5-6H2,(H,11,12)(H,13,14) | [InChIKey]
MMEDJBFVJUFIDD-UHFFFAOYSA-N | [SMILES]
C1(CC(O)=O)=CC=CC=C1CC(O)=O | [CAS DataBase Reference]
7500-53-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
29173990 |
| Hazard Information | Back Directory | [Chemical Properties]
beige to beige-brown needle-like crystalline | [Uses]
1,2-Phenylenediacetic Acid has been used in the preparation of nanomolar inhibitors of cancer-relevant transcription factor STAT5b. | [General Description]
A coordination polymer with 1,2-Phenylenediacetic acid was synthesized and characterized by single crystal X-ray diffraction. | [Synthesis]
The general procedure for the synthesis of 2,2'-(1,2-phenylene)diacetic acid from 1,2-phenylenediacetonitrile was as follows: 1,2-phenylenediacetonitrile (5.0 g) was dissolved in 50 mL of concentrated hydrochloric acid and heated and refluxed for 3 hours. After the reaction was completed, 30 mL of water was added and heating was continued overnight. The reaction mixture was cooled to room temperature and washed with ether. Subsequently, the organic layer was extracted twice with aqueous sodium carbonate. The aqueous layers were combined, acidified to pH 2-3 with hydrochloric acid and extracted with ether. The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated to give 2,2'-(1,2-phenylene)diacetic acid as a light yellow solid in 56% yield with a melting point of 123-125 °C. The product was confirmed by 1H NMR (250 MHz, DMSO-d6): δ 3.58 (s, 4H), 7.20 (s, 4H), 12.34 (br s, 2H); 13C NMR (63 MHz, DMSO-d6): δ 37.1 (2C), 126.8 (2C), 130.6 (2C), 134.1 (2C), 172.4 (2C). | [References]
[1] Patent: WO2011/41349, 2011, A1. Location in patent: Page/Page column 19-20
[2] Chemische Berichte, 1884, vol. 17, p. 447
[3] Journal of the Chemical Society, 1907, vol. 91, p. 176
[4] Journal of the Chemical Society, 1923, vol. 123, p. 2075
[5] Recueil des Travaux Chimiques des Pays-Bas, 1923, vol. 42, p. 412 |
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