4-[(E)-2-(3-carboxy-1-cyano-1-methylpropyl)diazen-1-yl]-4-cyano-4-methylbutanoic acid

• ChemBase ID: 103037
• Molecular Formular: C12H16N4O4
• Molecular Mass: 280.27984
• Monoisotopic Mass: 280.11715501
• SMILES: CC(CCC(=O)O)(/N=N/C(C)(CCC(=O)O)C#N)C#N
• Canonical SMILES: N#CC(/N=N/C(C#N)(CCC(=O)O)C)(CCC(=O)O)C
• InChI: InChI=1S/C12H16N4O4/c1-11(7-13,5-3-9(17)18)15-16-12(2,8-14)6-4-10(19)20/h3-6H2,1-2H3,(H,17,18)(H,19,20)
• InChIKey: VFXXTYGQYWRHJP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-(3-carboxy-1-cyano-1-methylpropyl)diazen-1-yl]-4-cyano-4-methylbutanoic acid; 4-[2-(3-carboxy-1-cyano-1-methylpropyl)diazen-1-yl]-4-cyano-4-methylbutanoic acid
• IUPAC Traditional name: 4-[(E)-2-(3-carboxy-1-cyano-1-methylpropyl)diazen-1-yl]-4-cyano-4-methylbutanoic acid; 4-[2-(3-carboxy-1-cyano-1-methylpropyl)diazen-1-yl]-4-cyano-4-methylbutanoic acid
• Synonyms: 4,4'-Azobis(4-cyanopentanecarboxylic Acid); 4,4'-Azobis(cyanovaleric Acid); 4,4'-Azobis[4-cyanopentanoic Acid]; 4,4'-Azobis[4-cyanovaleric Acid]; ABCPA; ACV-A; Azobis(cyanovaleric Acid); NC 25; NSC 114466; V 501; VA 501; Vazo 68; Vazo 68WSP; 4,4'-(1,2-Diazenediyl)bis[4-cyanopentanoic Acid; 4,4′-Azobis(4-cyanovaleric Acid); ABCVA; 4,4′-Azobis(4-cyanopentanoic acid); 4,4′-Azobis(4-cyanovaleric acid); 4,4'-Azo-bis(4-cyanopentanoic acid); ACVA; 4,4'-AZO-bis(4-CYANOVALERIC ACID); 4,4-Azobis(4-cyanovaleric acid); 4,4-Azobis(cyanovaleric acid); 4,4'-Azobis(4-cyanopentanoic acid); 4,4'-(Diazene-1,2-diyl)bis(4-cyanopentanoic acid); 4,4'-偶氮二(4-氰基戊酸); 4,4'-偶氮双(4-氰基戊酸)

Database IDs

• CAS Number: 2638-94-0
• EC Number: 220-135-0
• MDL Number: MFCD00002799
• Beilstein Number: 1729856
• PubChem SID: 24847247; 24847360; 24847250; 162089804
• PubChem CID: 92938
• Chemspider ID: 83896
• Wikipedia Title: 4,4'-Azobis(4-cyanopentanoic_acid)

CALCULATED PROPERTIES

• Acid pKa: 1.762776
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -5.7948327
• LogD (pH = 7.4): -6.481422
• Log P: 0.56406665
• Molar Refractivity: 66.9164 cm^3
• Polarizability: 25.466064 Å^3
• Polar Surface Area: 146.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White crystalline powder
• Melting Point: 118-125 °C (dec.); 118-125 °C (dec.)(lit.); 118–125 °C

Safety Information

• Storage Condition: 2-8°C
• RTECS: YV6190500
• European Hazard Symbols: Flammable (F)
• UN Number: 1325; UN1325
• German water hazard class: 2
• Hazard Class: 4.1
• Packing Group: 2; II
• Risk Statements: 11; R: 11
• Safety Statements: 15-16-22-24/25-36; S: 15-16-22-24/25-36
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H228
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ~98%; ≥75%; ≥97.0% (calc. based on dry substance, T); ≥98.0% (T); 97%
• Grade: purum
• Impurities: ≤1% water
• Contains: ~15% water as stabilizer
• Quality: moistened with water
• Linear Formula: HOCOCH2CH2C(CH3)(CN)N=NC(CH3)(CN)CH2CH2COOH

DETAILS

MP Biomedicals - 02150412

Crystalline
Purity: ~ 98%

Sigma Aldrich - 11590

Application
Radical initiator, half live at 69°: 10 hrs (water)
Packaging
100 g in poly bottle
25 g in glass bottle

Sigma Aldrich - 118168

Application
Free radical initiator
Radical initator in polymer synthesis.1
Other Notes
remainder water
Packaging
25, 100 g in glass bottle

Toronto Research Chemicals - A932500

4,4′-Azobis(4-cyanovaleric Acid) is a water soluble azo initiator usded in radical polymerization process of vinyls, acylamides, styrenes as well as other polymers.

REFERENCES

• Nita, L. et al.: Rev. Roum. Chim., 56, 537 (2011)
• Ray, G. et al.: Ind. J. Chem., 9, 1124 (2011)