2-Methyl-6-(2-phenylethenyl)pyridine

Base Information

• Chemical Name: 2-Methyl-6-(2-phenylethenyl)pyridine
• CAS No.: 7370-21-0
• Molecular Formula: C14H13N
• Molecular Weight: 195.264
• European Community (EC) Number: 635-306-9
• NSC Number: 36665
• UNII: 4X2F5X24UK
• DSSTox Substance ID: DTXSID801017353
• Nikkaji Number: J1.266.022G,J3.300.837F
• Wikipedia: SIB-1893
• Wikidata: Q7390272
• ChEMBL ID: CHEMBL88612
• Mol file: 7370-21-0.mol

Synonyms:(E)-2-methyl-6-(2-phenylethenyl)pyridine;SIB 1893;SIB-1893;SIB1893

Chemical Property of 2-Methyl-6-(2-phenylethenyl)pyridine

Chemical Property:

• PSA: 12.89000
• LogP: 3.56040
• Storage Temp.: 2-8°C
• Solubility.: DMSO: 18 mg/mL
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.104799419
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

96% ^*data from raw suppliers

SIB 1893 >99%, solid ^*data from reagent suppliers

Safty Information:

• 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: CC1=NC(=CC=C1)C=CC2=CC=CC=C2
• Isomeric SMILES: CC1=NC(=CC=C1)/C=C/C2=CC=CC=C2

Technology Process of 2-Methyl-6-(2-phenylethenyl)pyridine

There total 14 articles about 2-Methyl-6-(2-phenylethenyl)pyridine 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: 91.0%

2-methyl-6-(phenylethynyl)pyridine (96206-92-7) → 2-methyl-6-[(E)-2-phenylethenyl]pyridine (7370-21-0,6266-99-5)

Guidance literature:

With sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 140 ℃; for 10h; stereoselective reaction;

DOI:10.1021/ol501137x

Reference yield: 82.0%

2,6-dimethylpyridine (108-48-5) + benzaldehyde (100-52-7) → 2-methyl-6-[(E)-2-phenylethenyl]pyridine (7370-21-0,6266-99-5)

Guidance literature:

With Trifluoromethanesulfonamide; bis(trifluoromethane)sulfonimide lithium; In toluene; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201400073

Reference yield: 82.0%

2-bromo-6-methylpyridine (5315-25-3) + bromostyrene (103-64-0,1340-14-3) → 2-methyl-6-[(E)-2-phenylethenyl]pyridine (7370-21-0,6266-99-5)

Guidance literature:

With potassium fluoride; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; N,N-dimethyl acetamide; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc; at 0 - 20 ℃; for 15h; chemoselective reaction; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201607959

upstream raw materials:

2,6-dimethylpyridine

benzaldehyde

(E)-3-Ureido-but-2-enoic acid ethyl ester

α-picoline

Refernces

• 1、 Sharma, Rohit,Abdullaha, Mohd,Bharate, Sandip B.. "Oxidant-Controlled C-sp2/sp3-H Cross-Dehydrogenative Coupling of N-Heterocycles with Benzylamines". . p. 9786 - 9793. Retrieved 2017/09/23.
• 2、 Yaragorla, Srinivasarao,Singh, Garima,Dada, Ravikrishna. "C(sp3)-H functionalization of methyl azaarenes: a calcium-catalyzed facile synthesis of (E)-2-styryl azaarenes and 2-aryl-1,3-bisazaarenes". supporting information. p. 5924 - 5929. Retrieved 2015/11/02.