30964-01-3

Basic information

• Product Name: 8-NONYNOIC ACID
• Synonyms: 8-NONYNOIC ACID;TIMTEC-BB SBB009143;8-NONYNOIC ACID 95+%
• CAS NO: 30964-01-3
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21
• Mol File: 30964-01-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 19°C
• Boiling Point: 308.54°C (rough estimate)
• Flash Point: 23°C
• Appearance: /
• Density: 1.0249 (rough estimate)
• Vapor Pressure: 0.00277mmHg at 25°C
• Refractive Index: 1.4524
• PKA: 4.76±0.10(Predicted)
• CAS DataBase Reference: 8-NONYNOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 8-NONYNOIC ACID(30964-01-3)
• EPA Substance Registry System: 8-NONYNOIC ACID(30964-01-3)

Safety Data

• Statements: 10-34
• Safety Statements: 26-36/37/39
• RIDADR: 2920
• Hazardous Substances Data: 30964-01-3(Hazardous Substances Data)

Usage

Description

8-Nonynoic acid is a fatty acid that belongs to the group of octynoic acids. It exhibits antibacterial activity against gram-positive bacteria by binding to bacterial fatty acids. 8-Nonynoic acid also inhibits the growth of gram-negative bacteria by inhibiting the synthesis of fatty acids. It is also capable of inhibiting the growth of both aerobic and anaerobic bacteria in biochemical assays.

Uses

Used in Organic Synthesis:
8-Nonynoic acid is used as a reagent for DNA-templated synthesis in organic solvents through pyrrolidine-catalyzed aldol condensation.
Used in Pharmaceutical Industry:
8-Nonynoic acid is used as an antibacterial agent for the treatment of gram-positive and gram-negative bacterial infections. It is effective against both aerobic and anaerobic bacteria, making it a versatile compound in the development of new antibiotics.
Used in Chemical Research:
8-Nonynoic acid is used as a research tool in the study of bacterial fatty acid synthesis and the development of novel antibacterial compounds. Its ability to inhibit bacterial growth makes it a valuable asset in understanding the mechanisms of bacterial resistance and the design of new drugs to combat antibiotic-resistant strains.

InChI:InChI=1/C9H14O2/c1-2-3-4-5-6-7-8-9(10)11/h1H,3-8H2,(H,10,11)

Upstream product

• 17643-36-6 9-decyn-1-ol 
• 821-57-8 7-chloroheptanoic acid 
• 70277-75-7 lithium acetylide 
• 20731-23-1 methyl non-8-enoate 
• 74-86-2 acetylene 

Relevant articles and documents

Carbon-carbon bond fission on oxidation of primary alcohols to carboxylic acids

α-Carbon-carbon bond cleavage is shown to be a general side reaction accompanying the oxidation of unbranched primary alcohols to the corresponding carboxylic acids using HNO3, CrO3/H2SO 4/H2O/acetone, CrO3/CH3COOH, PDC/DMF, H5IO6/CrO3, KMnO4/H +, KMnO4/HO-, NiCl2/NaClO, TEMPO/PhI(OAc)2. Therefore, the product formed is always contaminated with a carboxylic acid containing one carbon atom less. Systems such as PhI(OAc)2/TEMPO or H5IO6/CrO 3/CH3CN reduce to a minimum the content of this impurity. Temperature, the order of reagent addition, and additives such as oxalic acid or cerium salts produce a profound effect on the formation of the undesirable impurity during the Jones oxidation of primary alcohols.

STRUCTURES AND SYNTHESIS OF SEED-GERMINATION INHIBITORS FROM HIBISCUS ROSA-SINENSIS

Key Word Index - Hibiscus rosa-sinensis; Malvaceae; seed germination; inhibition; acetylenic acids; o-nitrophenyl selenide. 8-Nonynoic, 9-decynoic acids and their methyl esters were isolated for the first time as natural products from Hibiscus rosa-sinensis.They were inhibitors of the germination of lettuce seeds and were synthesized via o-nitrophenyl selenides.

SYNTHESIS OF (Z)- AND (E)-14-METHYL-8-HEXADECEN-1-OLS FROM METHYL (E)-5-METHYL-2,5-HEPTADIENOATE - THE CODIMER OF ISOPRENE AND METHYL ACRYLATE

1-Bromo-5-methylheptane was obtained from methyl (E)-5-methyl-2,5-heptadienoate - the codimer of isoprene with methyl acrylate.During alkylation with the lithium alcoholate of lithio-8-nonyn-1-ol in the presence of HMPTA it forms 14-methyl-8-hexadecyn-1-ol.Hydrogenation of the latter at a palladium catalyst in the presence of quinoline gives (Z)-14-methyl-8-hexadecen-1-ol, and reduction with lithium aluminium hydride gives (E)-14-methyl-8-hexadecen-1-ol.