27147-71-3

Basic information

• Product Name: 2-METHYLHEXADECANOIC ACID
• Synonyms: 2-methyl-hexadecanoicaci;2-METHYLPALMITIC ACID;2-METHYLHEXADECANOIC ACID;Methylhexadecanoicacid;2-METHYLHEXADECANOIC ACID 95+%;2-Me-16:0;α-Methylpalmitic acid
• CAS NO: 27147-71-3
• Molecular Formula: C₁₇H₃₄O₂
• Molecular Weight: 270.45
• EINECS: 248-262-7
• Mol File: 27147-71-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 48 °C
• Boiling Point: 177 °C / 2mmHg
• Flash Point: 216.6 °C
• Appearance: /
• Density: 0.8791 (rough estimate)
• Refractive Index: 1.4405 (estimate)
• PKA: 4.82±0.21(Predicted)
• CAS DataBase Reference: 2-METHYLHEXADECANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLHEXADECANOIC ACID(27147-71-3)
• EPA Substance Registry System: 2-METHYLHEXADECANOIC ACID(27147-71-3)

Safety Data

• Hazardous Substances Data: 27147-71-3(Hazardous Substances Data)

Usage

Uses

is used in preparation of lipopeptides as TLR2 agonists for treatment of respiratory infections.

Definition

ChEBI: A methyl-branched fatty acid that is hexadecanoic (palmitic) acid bearing a methyl substituent at position 2.

Upstream product

• 629-73-2 1-Hexadecene 
• 201230-82-2 carbon monoxide 
• 112-71-0 1-Bromotetradecane 
• 114289-75-7 methyl-tetradecyl-malonic acid diethyl ester 
• 124-38-9 carbon dioxide 
• 112-72-1 1-Tetradecanol 
• 57-10-3 1-hexadecylcarboxylic acid 
• 114289-76-8 2-methyl-2-tetradecyl-1,3-propanedioic acid 

Downstream Products

• 114289-51-9 2-methyl-N-(2,4,6-trimethoxyphenyl)hexadecanamide 
• 1026319-32-3 C₄₆H₆₂O₃ 
• 242817-71-6 (R)-1-(2-Methyl-hexadecyloxy)-3-trityloxy-propan-2-ol 
• 242817-73-8 (S)-2-Benzyloxy-3-(2-methyl-hexadecyloxy)-propan-1-ol 
• 81367-59-1 2-Methyl-hexadecylbromid 
• 2490-48-4 1-hexadecanol-2-methyl- 
• 2490-53-1 2-methylhexadecanoic acid methyl ester 

Relevant articles and documents

Host marking pheromone (HMP) in the Mexican Fruit Fly Anastrepha ludens

Host marking pheromones (HMPs) are used by insects to mark hosts (usually a fruit) where they have already laid eggs. The compounds serve as a deterrent to conspecifics avoiding over-infestation of hosts (i.e. repeated egg-laying into an already occupied/used host). If these HMPs are sprayed onto commercially valuable fruit they act as deterrents preventing attack by females interested in laying eggs into the valuable commodity. Having no insecticidal or toxic properties, and being natural products (or close derivatives thereof) they could be used as fruit sprays to replace insecticides, or in combination with other products to improve efficacy. This review discusses the isolation, and synthesis of the HMP of the Mexican fruit fly Anastrepha ludens a feared pest of citrus and mangos in Mexico and Central America. This compound is also recognized by females of other pestiferous species in the same genus Anastrepha distributed from the Southern USA to Northern Argentina, including many Caribbean Islands. The synthetic HMP was shown to exhibit strong electrophysiological activity against A. ludens and excellent interspecies cross recognition with other Anastrepha species. Behavioural tests confirmed the HMP deterring effect of the synthetic natural product. Further studies enabled us to drastically simplify the structure of the HMP and obtain a derivative, which we named Anastrephamide, which shows HMP deterring effects very similar to the natural product in laboratory and field tests. The potential use of such HMP derivatives in a crop protection scenario is briefly discussed. Schweizerische Chemische Gesellschaft.

Phosphine-free catalytic system for the carboxylation of olefins with carbon oxide

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