undec-10-ynoic acid

• ChemBase ID: 149651
• Molecular Formular: C11H18O2
• Molecular Mass: 182.25942
• Monoisotopic Mass: 182.13067982
• SMILES: C#CCCCCCCCCC(=O)O
• Canonical SMILES: C#CCCCCCCCCC(=O)O
• InChI: InChI=1S/C11H18O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h1H,3-10H2,(H,12,13)
• InChIKey: OAOUTNMJEFWJPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: undec-10-ynoic acid
• IUPAC Traditional name: 10-undecynoic acid
• Synonyms: 10-Undecynoic acid; 10-UNDECYNOIC ACID; 10-十一碳炔酸; 十一-10-炔酸

Database IDs

• CAS Number: 2777-65-3
• EC Number: 220-471-8
• MDL Number: MFCD00014389
• Beilstein Number: 1704918
• PubChem SID: 162243814; 24865385
• PubChem CID: 31039

CALCULATED PROPERTIES

• Acid pKa: 4.9767303
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5898898
• LogD (pH = 7.4): 0.8344219
• Log P: 3.2265847
• Molar Refractivity: 52.5402 cm^3
• Polarizability: 20.401482 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 40-42 °C(lit.); 40-43°C
• Boiling Point: 174-176°C/4mm; 180 °C/15 mmHg(lit.)
• Flash Point: 113 °C; 161°C(321°F); 235.4 °F

Safety Information

• RTECS: YQ3683000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 96%; 97%
• Linear Formula: HC≡C(CH2)8CO2H
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 406546

Packaging
5 g in glass bottle

REFERENCES

• For use in the synthesis of long-chain ω-hydroxy acids, by acetylenic coupling with bromoacetylenic alcohols (from hypobromite bromination of alkynols), see: Synthesis, 230 (1984).