638-53-9

Basic information

• Product Name: TRIDECANOIC ACID
• Synonyms: RARECHEM AL BO 0427;N-TRIDECYLIC ACID;N-TRIDECANOIC ACID;TRIDECYLIC ACID;TRIDECANOIC ACID;TRIDECYCLIC ACID;1-Tridecansαure;n-Tridecansαure
• CAS NO: 638-53-9
• Molecular Formula: C₁₃H₂₆O₂
• Molecular Weight: 214.34
• EINECS: 211-341-1
• Product Categories: Alkylcarboxylic Acids;Biochemistry;Higher Fatty Acids & Higher Alcohols;Monofunctional & alpha,omega-Bifunctional Alkanes;Monofunctional Alkanes;Saturated Higher Fatty Acids;NeatsFatty Acids;Straight chain fatty acidsAlphabetic;Fatty AcidsFA/FAME/Lipids/Steroids;Free Fatty Acids;Lipid Analytical Standards;Other Lipid Related Products;Saturated fatty acids and derivatives;TP - TZ;C13 to C42+Fatty Acids;Carbonyl Compounds;Carboxylic Acids;Lipids and Related ProductsFatty Acids;Core Bioreagents;Research Essentials;Straight chain fatty acids
• Mol File: 638-53-9.mol
• Article Data: 39

Chemical Properties

• Melting Point: 41-42 °C(lit.)
• Boiling Point: 236 °C100 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: White to pale yellow/Crystalline Chunks, Flakes or Powder
• Density: 0.9582 g/cm3 (20 ºC)
• Vapor Pressure: 0.000299mmHg at 25°C
• Refractive Index: 1.4498 (589.3 nm 20℃)
• Storage Temp.: −20°C
• Solubility: Chloroform (Slightly)
• PKA: 4.78±0.10(Predicted)
• Water Solubility: 33mg/L(20 oC)
• Stability: Stable. Incompatible with bases, oxidizing agents, reducing agents.
• BRN: 508317
• CAS DataBase Reference: TRIDECANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: TRIDECANOIC ACID(638-53-9)
• EPA Substance Registry System: TRIDECANOIC ACID(638-53-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: YD3850000
• Hazardous Substances Data: 638-53-9(Hazardous Substances Data)

Usage

Description

Tridecanoic acid , or tridecylic acid, is a 13-carbon saturated fatty acid with the chemical formula CH3(CH2)11COOH. It is commonly found in dairy products. It is also found in some plants, such as nutmeg, muskmelon, black elderberry, and coconut.

Chemical Properties

off-white or white crystalline solid; waxy, woody aroma.

Occurrence

Reported found in star fruit oil Cuba (0.30%) and rue oil Cuba (0.07%).

Uses

Tridecanoic acid is a metabolite found in the aging mouse brain. It can be used in organic synthesis which is used to synthesize Testosterone Tridecanoate. It can also be used in wastewater treatment as a glycol ester and to reduce the presence of organic molecules such as caproic acid, alkanoic acid, and multivariate logistic regression.

Application

Tridecanoic acid has been used as an internal standard for the lipid analysis of total intramuscular fat from broilers and fatty acid analysis in chinook salmon roe lipids. It has also been used as a reference standard in gas chromatography for quantifying fatty acids in meat samples.

Definition

ChEBI: Tridecanoic acid is a C13 straight-chain saturated fatty acid. It has a role as a plant metabolite. It is a long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a tridecanoate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 2846, 1970 DOI: 10.1021/jo00833a096

General Description

Tridecanoic acid is an aliphatic monoacid. It is complexed to β-cyclodextrin (β-CD) for structural studies. It can exist in three polymeric forms(A′, B′ and C′) when crystallized.

Purification Methods

Crystallise the acid from acetone. [Beilstein 2 IV 1117.]

InChI:InChI=1/C13H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-12H2,1H3,(H,14,15)

Upstream product

• 114379-24-7 rac-(E)-2-hexadecen-4-ol 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 2507-55-3 2-hydroxytetradecanoic acid 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 112-70-9 tridecan-1-ol 
• 2345-28-0 pentadecan-2-one 
• 100913-42-6 5-oxo-tridecanoic acid methylamide 
• 151-50-8 potassium cyanide 
• 143-15-7 1-dodecylbromide 
• 112-52-7 1-chlorododecane 
• 51323-71-8 dodecyl mesylate 
• 201230-82-2 carbon monoxide 
• 112-41-4 1-dodecene 
• 1119-46-6 5-chloro-valeric acid 

Downstream Products

• 2363-71-5 heneicosanoic acid 
• 51883-36-4 (R)-β-hydroxyhexadecanoic acid methyl ester 
• 6175-49-1 dodecan-2-one 
• 71958-74-2 1-monomyristin 
• 59891-27-9 1,3-Ditridecanoin 
• 17746-06-4 n-tridecanoyl chloride 
• 1071479-74-7 N-tridecanoyl-homoserine lactone 
• 1233091-82-1 5-(4-dodecylphenyl)-1,3,4-thiadiazol-2-amine 
• 1369885-82-4 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-N-(5-(4-dodecylphenyl)-1,3,4-thiadiazol-2-yl)-2,2-dimethylcyclopropanecarboxamide 
• 123-01-3 1-dodecylbenzene 
• 6313-88-8 4-dodecylacetophenone 
• 21021-55-6 4-dodecylbenzoic acid 
• 6005-99-8 1-phenyltridecan-1-one 
• 1447947-44-5 N-tridecanoyl dopamine 

Relevant articles and documents

2,2':5',2''-Terthiophene-5-carboxylic Acid and 2,2':5',2''-Terthiophene-5,5''-dicarboxylic Acid

2,2':5',2''-Terthiophene-5-carboxylic acid was obtained in excellent yield by treating 2,2':5',2''-terthiophene with lithium diisopropylamide, followed by carboxylation of the lithium salt with solid carbon dioxide.The 5,5''-dicarboxylic acid was obtained similarly, when 2 equiv of base were used.Attempted syntheses of the monoacid, based on the oxidation of the corresponding aldehyde or the acetyl derivative, were unsuccessful.Both the monoacid and the 5,5'-diacid sensitized the hemolysis of human erythrocytes in the presence of ultraviolet light.

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Ruthenium-catalysed hydroxycarbonylation of olefins

State-of-the-art catalyst systems for hydroxy- and alkoxycarbonylations of olefins make use of palladium complexes. In this work, we report a complementary ruthenium-catalysed hydroxycarbonylation of olefins applying an inexpensive Ru-precursor (Ru3(CO)12) and PCy3as a ligand. Crucial for the success of this transformation is the use of hexafluoroisopropanol (HFIP) as the solvent in the presence of an acid co-catalyst (PTSA). Overall, moderate to good yields are obtained using aliphatic olefins including the industrially relevant substrate di-isobutene. This atom-efficient catalytic transformation provides straightforward access to various carboxylic acids from unfunctionalized olefins.

Synthetic method of terminal carboxylic acid

The invention discloses a synthetic method of a terminal carboxylic acid. The synthetic method is characterized by comprising the steps of adding an olefin represented by a formula (3) shown in the description, formic acid, acetic anhydride, Pd(OAc)2 and a monophosphorus ligand TFPP into an organic solvent in a proportion, carrying out hydrogen carbonylation reaction on the olefin represented by the formula (3) shown in the description, formic acid and acetic anhydride at 80-90 DEG C for 48h-72h under the catalysis of the metal palladium salt Pd(OAc)2 and the monophosphorus ligand TFPP so as to obtain the terminal carboxylic acid represented by a formula shown in the description, and separating a target product, namely the terminal carboxylic acid after the reaction is finished, wherein olefin represented by the formula (3) is selected from cycloolefins, or linear olefins of which the R1 is electron donating groups. By virtue of the method disclosed by the invention, corresponding terminal carboxylic acid and a derivative thereof can be prepared through the reaction under mild conditions of low temperature and no high pressure; and the steps of the synthetic method are simple and convenient, the operation is convenient, the yield is high, the energy source can be greatly saved, and the synthetic efficiency can be greatly improved.