5-Benzylpicolinic acid

Base Information

• Chemical Name: 5-Benzylpicolinic acid
• CAS No.: 60611-59-8
• Molecular Formula: C13H11NO2
• Molecular Weight: 213.236
• DSSTox Substance ID: DTXSID40209419
• Wikidata: Q83083694
• ChEMBL ID: CHEMBL4089541
• Mol file: 60611-59-8.mol

Synonyms:5-Benzylpicolinic acid;60611-59-8;2-Pyridinecarboxylic acid, 5-(phenylmethyl)-;5-(Phenylmethyl)-2-pyridinecarboxylic acid;5-benzylpyridine-2-carboxylic acid;SCHEMBL6434986;CHEMBL4089541;DTXSID40209419;MSNWMTGDQGJSNP-UHFFFAOYSA-N;AKOS023895012;LS-131016;EN300-219326

Chemical Property of 5-Benzylpicolinic acid

Chemical Property:

• Vapor Pressure: 3.24E-07mmHg at 25°C
• Boiling Point: 402.9°Cat760mmHg
• Flash Point: 197.5°C
• Density: 1.221g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CN=C(C=C2)C(=O)O

Technology Process of 5-Benzylpicolinic acid

There total 10 articles about 5-Benzylpicolinic 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: 92.0%

methyl 5-benzylpicolinate (60611-82-7) → 5-Benzyl-2-pyridincarbonsaeure (60611-59-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2016.11.044

Reference yield: 75.0%

5-Benzoyl-2-pyridincarboxamid (82465-57-4) → 5-Benzyl-2-pyridincarbonsaeure (60611-59-8)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In various solvent(s); 1) 1 h, 110 deg C, 2) heating;

Reference yield: 45.0%

3-phenyl-propionaldehyde (104-53-0) + O-acetyl-L-homoserine (7540-67-2) → 5-Benzyl-2-pyridincarbonsaeure (60611-59-8)

Guidance literature:

With MGSSHHHHHHENLYFQSNAEQVFQNFETLQLHAGYTPDPHTRSTAVPIYATSSYTFNDSAHGARLFGLKELGNIYSRLMNPTVDVFEKRIAALEGGIAAAATSSGQAAQFLTIATLAKAGDNIVASSHLYGGTYNQLNVLLPRFGIKTKFVRSGKLEDYAAAIDDQTRAIYVESMSNPDYVVPDFEGIAKIAHEHGIPLVVDNTLGAGGYYIRPIEHGADIVVHSATKWIGGHGTTIGGVIVDSGRFNWNKHSDRFPEMVEPSPSYHGLKYWEAFGPATFITRIRVEMLRDIGACLSPFSAQQLLLGIETLGLRAERHAQNTEKLSKYFESSPNVSWVLWPGSESHPTYSQAKKYLTRGFGAMLSIGVKGDASAGSKVVDGLKLVSNLANVGDAKSLAIHPWSTTHEQLSEDERLASGVTEDMIRISVGIEHVDDIIADFEQSFQKAYGS; MGSSHHHHHHENLYFQSNSDATSSKPQIFSIQDLKQAASDKMSQMYRDYYNGGAMDNITLANNEAAFDRYLLRPRVLRNVSNIDMTTTLWGTKAALPLGVSPSAMHRLAHADGEVGTSKACAARHVPMILSALSNDTLEDVSGQSSDGSTPYAIQVSPFKNRQITTNLLNRAKAAGYKAVVLTVDAPMFGRRLDDLRNGFSSGGLGGGIPDLSFDTSATWEEKIAWMKSQTDLEIWVKGVTSPLDAQIAIEQGVDGIIISNHGGRQLDTTPATIDILREIAPIAKGKTRIAIDGGFRRGSDIFKAVALGADFVFVGRIAIWGLAYDGSNGVGLALDLLINEFKLCMGLAGCSKISDISPAHLSILNARGVLESVY; In aq. phosphate buffer; at 28 ℃; pH=7.3; Enzymatic reaction;

DOI:10.1021/jacs.0c09352

upstream raw materials:

5-Benzoyl-2-pyridincarboxamid

3-pyridinecarbonyl chloride

benzene

methyl 5-bromopicolinate

Downstream raw materials:

ethyl 5-benzylpicolinate

5-(4-Nitrobenzyl)-2-pyridincarbonsaeure

Refernces

• 1、 Tung, Truong Thanh,Jakobsen, Tim Holm,Dao, Trong Tuan,Fuglsang, Anja Thoe,Givskov, Michael,Christensen, S?ren Br?gger,Nielsen, John. "Fusaric acid and analogues as Gram-negative bacterial quorum sensing inhibitors". . p. 1011 - 1020. Retrieved 2016/12/30.
• 2、 -. "5-Benzylpicolinic acid derivatives". . . Retrieved 2008/06/13.