2-Bromohexadecanoic acid

Base Information

• Chemical Name: 2-Bromohexadecanoic acid
• CAS No.: 18263-25-7
• Deprecated CAS: 40305-76-8
• Molecular Formula: C16H31BrO2
• Molecular Weight: 335.325
• Hs Code.: 2915900090
• European Community (EC) Number: 242-137-0
• NSC Number: 58378
• UNII: 7EI4G5X28Z
• DSSTox Substance ID: DTXSID0037734
• Nikkaji Number: J236.233C
• Wikidata: Q27268159
• Metabolomics Workbench ID: 1707
• ChEMBL ID: CHEMBL118417
• Mol file: 18263-25-7.mol

Synonyms:2-bromohexadecanoic acid;2-bromopalmitate;2-bromopalmitate, (+-)-isomer;2-bromopalmitate, 77Br-labeled;2-bromopalmitate, potassium salt;alpha-bromopalmitate

Chemical Property of 2-Bromohexadecanoic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.23E-07mmHg at 25°C
• Melting Point: 52-54 °C
• Refractive Index: 1.479
• Boiling Point: 403.4 °C at 760 mmHg
• PKA: 2.97±0.21(Predicted)
• Flash Point: 197.8 °C
• PSA: 37.30000
• Density: 1.114 g/cm³
• LogP: 5.92570
• Storage Temp.: RT
• Solubility.: methanol: soluble1g/10 mL, clear, colorless
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 334.15074
• Heavy Atom Count: 19
• Complexity: 207

Purity/Quality:

99.9% ^*data from raw suppliers

2-Bromohexadecanoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCC(C(=O)O)Br
• Description: 2-Bromopalmitic acid (18263-25-7) inhibits?protein S-palmitoylation.1 Blocks palmitic acid-induced increase in cAMP levels in human primary melanocytes expressing the melanocortin-1 receptor which undergoes an essential palmitoylation as a prerequisite for receptor signaling.2
• Uses: 2-Bromopalmitic Acid is used in preparation of substituted purines and their analogs for inhibiting the expression of a pattern recognition receptor.

Technology Process of 2-Bromohexadecanoic acid

There total 3 articles about 2-Bromohexadecanoic 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:

1,1-pentadecanedicarboxylic acid (4475-23-4) → 2-bromopalmitic acid (18263-25-7)

Guidance literature:

With diethyl ether; bromine; Erhitzen des Reaktionsprodukts auf 140-150grad;

Reference yield:

1-hexadecylcarboxylic acid (57-10-3) → 2-bromopalmitic acid (18263-25-7)

Guidance literature:

With phosphorus; bromine; man zersetzt das Reaktionsprodukt mit Wasser;

Reference yield:

→ 2-bromopalmitic acid (18263-25-7)

Guidance literature:

upstream raw materials:

1,1-pentadecanedicarboxylic acid

1-hexadecylcarboxylic acid

Downstream raw materials:

(+/-)-N-(benzyloxycarbonyl)-α-aminohexadecanoic acid

(+/-)-p-nitrophenyl N-(benzyloxycarbonyl)-α-aminohexadecanoic acid

(S)-((S)-2-Benzyloxycarbonylamino-hexadecanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

(S)-((R)-2-Benzyloxycarbonylamino-hexadecanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

Refernces

• 1、 Sweet,Estes. "-". . p. 1426,1429. Retrieved 1956.
• 2、 De Almeida, Paulo Afonso,Da Silva, Tania Maria Sarmento,Echevarria, Aurea. "Mesoionic 5-alkyl-1,3-dithiolium-4-thiolates: Synthesis and brine shrimp toxicity". . p. 593 - 600. Retrieved 2007/10/03.