8-Nonenoic acid

Base Information

• Chemical Name: 8-Nonenoic acid
• CAS No.: 31642-67-8
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• Hs Code.: 2916190090
• European Community (EC) Number: 686-918-8
• UNII: 0QA4Y5MV0O
• DSSTox Substance ID: DTXSID60185529
• Nikkaji Number: J98.041B
• Wikidata: Q27237103
• Metabolomics Workbench ID: 463
• Mol file: 31642-67-8.mol

Synonyms:8-NONENOIC ACID;non-8-enoic acid;31642-67-8;8-nonylenic acid;UNII-0QA4Y5MV0O;0QA4Y5MV0O;C9:1n-1;MFCD02258721;non-8-enoicacid;8-Nonenoic acid, 97%;SCHEMBL882999;DTXSID60185529;CHEBI:186905;LMFA01030028;AKOS006281828;AS-56688;N0752;I11998;EN300-6982509;A852542;Q27237103

Chemical Property of 8-Nonenoic acid

Chemical Property:

• Vapor Pressure: 0.00385mmHg at 25°C
• Melting Point: 2.5°C
• Refractive Index: n20/D1.444
• Boiling Point: 259.6°C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 156.9°C
• PSA: 37.30000
• Density: 0.908 g/mL at 25 °C
• LogP: 2.59760
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Nonenoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCCCCCCC(=O)O
• Uses: 8-?Nonenoic Acid is a reagent used in the synthesis of 4-N-Alkyl Gemcitabine (G305000) analogs, which act as antineoplastics.

Technology Process of 8-Nonenoic acid

There total 3 articles about 8-Nonenoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

nona-3,8-dienoic acid (39200-19-6) → (E)-non-3-enoic acid (28163-88-4,4124-88-3) + nonanoic acid (112-05-0) + non-8-enoic acid (31642-67-8)

Guidance literature:

With water; hydrogen; Rh3; In benzene; at 30 ℃; for 6h; under 760 Torr; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)61142-5

Reference yield:

7-bromo-hept-1-ene (4117-09-3) + diethyl malonate (105-53-3) → non-8-enoic acid (31642-67-8)

Guidance literature:

7-bromo-hept-1-ene; diethyl malonate; With sodium ethanolate; In ethanol;

With water; potassium hydroxide;

at 140 ℃; Acidic conditions;

Reference yield:

7-bromo-hept-1-ene (4117-09-3) → non-8-enoic acid (31642-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi; NaH / tetrahydrofuran; hexane / 0.33 h / 0 °C

1.2: tetrahydrofuran; hexane / 2 h

2.1: ceric ammonium nitrate / acetonitrile / 4 h / 20 °C

With n-butyllithium; ammonium cerium(IV) nitrate; sodium hydride; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1021/jo0602975

upstream raw materials:

nona-3,8-dienoic acid

7-bromo-hept-1-ene

diethyl malonate

Downstream raw materials:

octane-1,8-dioic acid

methyl non-8-enoate

ethyl non-8-enoate

non-8-en-1-ol

Refernces

• 1、 Zhang, Yang,Jiao, Jingliang,Flowers II, Robert A.. "Mild conversion of β-diketones and β-ketoesters to carboxylic acids". . p. 4516 - 4520. Retrieved 2007/10/03.