Decanoic acid

Base Information

• Chemical Name: Decanoic acid
• CAS No.: 334-48-5
• Molecular Formula: C10H20O2
• Molecular Weight: 172.268
• Hs Code.: H3(CH2)8COOH MOL WT. 172.27
• European Community (EC) Number: 206-376-4
• NSC Number: 5025
• UNII: 4G9EDB6V73
• DSSTox Substance ID: DTXSID9021554
• Nikkaji Number: J2.575E
• Wikipedia: Capric_acid
• Wikidata: Q422613
• NCI Thesaurus Code: C68329
• RXCUI: 22380
• Metabolomics Workbench ID: 32
• ChEMBL ID: CHEMBL107498
• Mol file: 334-48-5.mol

Synonyms:capric acid;decanoic acid;decanoic acid, sodium salt;sodium caprate;sodium decanoate

Chemical Property of Decanoic acid

Chemical Property:

• Appearance/Colour: white crystals with an unpleasant odour
• Vapor Pressure: 15 mm Hg ( 160 °C)
• Melting Point: 27-32 °C(lit.)
• Refractive Index: 1.4169
• Boiling Point: 269.6 °C at 760 mmHg
• PKA: 4.79±0.10(Predicted)
• Flash Point: 121.8 °C
• PSA: 37.30000
• Density: 0.915 g/cm³
• LogP: 3.21170
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 0.15 g/L (20 º C)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 172.146329876
• Heavy Atom Count: 12
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

Decanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CCCCCCCCCC(=O)O
• Description: Decanoic acid (capric acid) is a saturated fatty acid with a 10-carbon backbone. It occurs naturally in coconut oils, palm kernel oil, and the milk of cow/goat. Capric acid is most commonly used in the cosmetic and personal care, food/beverage, and pharmaceutical industries. It is also used as an intermediate in chemical syntheses. Furthermore, it is used in organic synthesis and in the manufacture of lubricants, greases, rubber, plastics, and dyes. Decanoic acid, or capric acid, is a saturated fatty acid. Its formula is CH3(CH2)8COOH. Salts and esters of decanoic acid are called decanoates or "caprates". The term capric acid arises from the Latin "capric" which pertains to goats due to their olfactory similarities. Capric acid occurs naturally in coconut oil (about 10%) and palm kernel oil (about 4 %), otherwise it is uncommon in typical seed oils. It is found in the milk of various mammals and to a lesser extent in other animal fats. Two other acids are named after goats: caproic (a C6 fatty acid) and caprylic (a C8 fatty acid). Along with decanoic acid, these total 15 % in goat milk fat.
• Uses: Manufacturing of esters for artificial fruit flavors and perfumes. Also as an intermediate in chemical syntheses. It is used in organic synthesis and industrially in the manufacture of perfumes, lubricants, greases, rubber, dyes, plastics, food additives and pharmaceuticals. Pharmaceuticals Decanoate salts and esters of various drugs are available. Since decanoic acid is a fatty acid, forming a salt or ester with a drug will increase its lipophilicity and its affinity for fatty tissue. Since distribution of a drug from fatty tissue is usually slow, one may develop a long-acting injectable form of a drug (called a Depot injection) by using its decanoate form. Some examples of drugs available as a decanoate ester or salt include nandrolone, fluphenazine, bromperidol, haloperidol and vanoxerine. Decanoic acid is used in manufacturing of esters for artificial fruit flavors and perfumes. manufacture of esters for artificial fruit flavors and perfumes; as an intermediate in other chemical syntheses. Intermediates of Liquid Crystals

Technology Process of Decanoic acid

There total 232 articles about Decanoic 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: 86.0%

Decanoic acid 2,4-dimethoxy-benzyl ester (83026-07-7) → 1-decanoic acid (334-48-5) + tri(p-bromophenyl)amine (4316-58-9) + 2,4-Dimethoxybenzaldehyde (613-45-6)

Guidance literature:

With 2,6-dimethylpyridine; 2a-radical-kation; In water; acetonitrile; Yield given; oxidative electrolysis;

Reference yield: 66.0%

benzyl decanoate (42175-41-7) → 1-decanoic acid (334-48-5) + Tris(2,4-dibromophenyl)amine (5489-72-5) + benzaldehyde (100-52-7)

Guidance literature:

With 2b⁽¹⁺⁾(.); sodium hydrogencarbonate; In water; acetonitrile; Yield given; indirect electrolysis;

Reference yield: 66.0%

non-1-ene (124-11-8) + carbon monoxide (201230-82-2) → 2-methylnonanoic acid (117214-89-8,121820-33-5,24323-21-5) + 1-decanoic acid (334-48-5)

Guidance literature:

With water; triphenylphosphine; tin(ll) chloride; palladium dichloride; In acetone; at 90 ℃; for 6h; under 18240 Torr;

upstream raw materials:

caprinaldehyde

4-(5-ethyl-[2]thienyl)-butyric acid

acetic acid tert-butyl ester

1-bromo-octane

Downstream raw materials:

decanoic acid-(3-tetrahydro[2]furyl-propyl ester)

decanoic acid-(1-methyl-3-tetrahydro[2]furyl-propyl ester)

Pentaerythritol tetradecanoate

decanoic acid ethyl ester

Refernces

• 1、 Bchini, Rapha?l,Vasiliou, Vasilis,Branlant, Guy,Talfournier, Fran?ois,Rahuel-Clermont, Sophie. "Retinoic acid biosynthesis catalyzed by retinal dehydrogenases relies on a rate-limiting conformational transition associated with substrate recognition". . p. 78 - 84. Retrieved 2013.
• 2、 Bowden,Ross. "". . p. 3503,3504. Retrieved 1963.
• 3、 Nandi, Jyoti,Hutcheson, Ellen L.,Leadbeater, Nicholas E.. "Combining photoredox catalysis and oxoammonium cations for the oxidation of aromatic alcohols to carboxylic acids". supporting information. . Retrieved 2020/12/25.
• 4、 -. "Synthetic method of acid compound". Paragraph 0028-0032; 0043. . Retrieved 2020/08/25.