17746-06-4

Basic information

• Product Name: TRIDECANOYL CHLORIDE
• Synonyms: TRIDECANOYL CHLORIDE;Tridecanoic acid chloride
• CAS NO: 17746-06-4
• Molecular Formula: C₁₃H₂₅ClO
• Molecular Weight: 232.79
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 17746-06-4.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 282°Cat760mmHg
• Flash Point: 131.1°C
• Appearance: /
• Density: 0.914 g/mL at 20 °C
• Vapor Pressure: 0.00345mmHg at 25°C
• Refractive Index: n20/D 1.447
• CAS DataBase Reference: TRIDECANOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIDECANOYL CHLORIDE(17746-06-4)
• EPA Substance Registry System: TRIDECANOYL CHLORIDE(17746-06-4)

Safety Data

• RIDADR: 1760
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 17746-06-4(Hazardous Substances Data)

Usage

Uses

Tridecanoic Acid Chloride is an intermediate used in the synthesis of 5α-Dihydrotestosterone Tridecanoate-d3 (D454172), which is labeled Dihydrotestosterone Tridecanoate (D454170), a derivative of Androstanolone (A637540). Androstanolone (A637540) is an anabolic steroid.

InChI:InChI=1/C13H25ClO/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-12H2,1H3

Upstream product

• 638-53-9 tridecanoic acid 
• 79-37-8 oxalyl dichloride 
• 143-15-7 1-dodecylbromide 
• 112-52-7 1-chlorododecane 

Downstream Products

• 53083-87-7 Tridecanoic acid 2-(2,5-dimethyl-phenyl)-3-oxo-3H-inden-1-yl ester 
• 5540-52-3 Tridecanoic acid (3-chloro-4-nitro-phenyl)-amide 
• 13311-94-9 N-Tridodecanoyl-4-nitro-3-trifluormethyl-anilin 
• 106279-38-3 - 
• 194658-59-8 Tridecanoic acid 2-(4-benzyloxy-phenyl)-ethyl ester 
• 765298-71-3 tridecanoic acid 4-formyl-2-methoxy-phenyl ester 
• 619315-55-8 tert-butyl-(1-dodecyl-prop-2-ynyloxy)-diphenyl-silane 
• 619315-67-2 (S)-1-[(2S,3R,5R)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-phenylselanyl-tetrahydro-furan-2-yl]-tridecan-1-ol 
• 619315-57-0 (1R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-heptadec-3-yn-1-ol 
• 32602-70-3 3-hydroxypentadecanoic acid 
• 523-90-0 2,5-dihydroxy-3-dodecyl-2,5-cyclohexadiene-1,4-dione 
• 79836-01-4 1-methyl-4-tridecylbenzene 
• 24938-64-5 C₄₆H₆₆N₄O₄ 
• 54889-72-4 methyl 3-oxopentadecanoate 

Relevant articles and documents

Synthesis of 6- and 9-ethyloctadecanoic acids

Specific branched fatty acids are of great interest in the search for a new type of drug penetration enhancers across human skin for transdermal drug delivery and in gaining an understanding of structure-activity relationships with skin lipids. A convenient synthesis has therefore been developed especially for ethyloctadecanoic acids. The successful syntheses of 6- and 9-ethyloctadecanoic acids are reported here.

Characterization of the molecular packing, thermotropic phase behaviour and critical micellar concentration of a homologous series of N-acyltaurines (n = 9–18). PXRD, DSC and fluorescence spectroscopic studies

N-acyltaurines (NATs) are amides of fatty acids that can be structurally related to endocannabinoids. They show interesting physiological and pharmacological properties. We have synthesized a homologous series of NATs with saturated acyl chains (n = 9–18) and investigated their supramolecular structure and thermotropic phase transitions by powder X-ray diffraction (PXRD) and differential scanning calorimetry (DSC). The d-spacings obtained from PXRD increase linearly with chain length with an increment of ～0.847 ? per additional CH2 moiety suggesting that NATs adopt a tilted bilayer structure with similar packing in crystal lattice. Results obtained from DSC studies indicate that the endothermic transition temperature (Tt) of NATs showed a gradually increasing trend with increasing acyl chain length. The enthalpy (ΔHt) and entropy (ΔSt) of transition show odd-even alternations with odd-chain compounds having higher values than the even-chain compounds. The critical micellar concentration (CMC) of NATs was determined in water at room temperature by fluorescence spectroscopy by monitoring the spectral changes of 8-anilinonaphthalene-1-sulfonic acid (ANS). The CMCs of NATs were found to decrease with increase in acyl chain length. The present results provide a thermodynamic and structural basis for investigating the interaction of NATs with other membrane lipids and proteins, which in turn can shed light in understanding how they function in vivo (in biological membranes).

Stereoselective synthesis of unnatural (2S, 3S)-6-hydroxy-4-sphingenine-containing sphingolipids

6-Hydroxy-(4E)-sphingenine-containing sphingolipids are found in mammalian and bacterial membranes and have multiple intra- and intercellular functions. Most sphingolipids contain a (2S,3R)-2-amino-1,3-diol core structure, but only limited examples of unnatural (2S,3S)-2-amino-1,3-diol derivates have so far been reported. Using an underexplored hydrozirconation-transmetalation reaction and an unusual three-step-one-pot deprotection sequence, we were able to synthesize several unnatural (2S,3S)-6-hydroxy-(4E)-sphingenine-containing sphingolipids in only three (protected) or four (deprotected) consecutive steps, respectively, including a fluoresence-labeled derivative suitable for future biological studies.