beta-Methylenepyridine-2-ethanol

Base Information

• Chemical Name: beta-Methylenepyridine-2-ethanol
• CAS No.: 58379-60-5
• Molecular Formula: C8H9 N O
• Molecular Weight: 135.166
• European Community (EC) Number: 261-231-2
• DSSTox Substance ID: DTXSID60207093
• Nikkaji Number: J28.231F
• Wikidata: Q83080982
• Mol file: 58379-60-5.mol

Synonyms:beta-Methylenepyridine-2-ethanol;58379-60-5;2-pyridin-2-ylprop-2-en-1-ol;2-(pyridin-2-yl)prop-2-en-1-ol;EINECS 261-231-2;starbld0045496;DTXSID60207093;2-(2-Pyridinyl)-2-propen-1-ol

Chemical Property of beta-Methylenepyridine-2-ethanol

Chemical Property:

• Boiling Point: 255.7°Cat760mmHg
• PKA: 14.30±0.10(Predicted)
• Flash Point: 108.4°C
• PSA: 33.12000
• Density: 1.072g/cm³
• LogP: 1.08710
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

98%Min ^*data from raw suppliers

BETA-METHYLENE-2-PYRIDINEETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(CO)C1=CC=CC=N1

Technology Process of beta-Methylenepyridine-2-ethanol

There total 4 articles about beta-Methylenepyridine-2-ethanol 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: 86.0%

2-bromo-pyridine (109-04-6) + allyl alcohol (107-18-6) → 2-(2-pyridinyl)-3-hydroxypropene (58379-60-5)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate; In various solvent(s); at 125 ℃; for 30h;

DOI:10.1016/j.jorganchem.2005.03.008

Reference yield:

2-(pyridin-2-yl)propane-1,3-diol (49745-42-8) → 2-(2-pyridinyl)-3-hydroxypropene (58379-60-5) + 4-(Hydroxymethyl)-1H,3H-pyrido<1,2-c><1,3>oxazin-1-one (137094-10-1) + 2-(2-Pyridyl)-1,3-propanediol monocarbamate (86199-37-3)

Guidance literature:

With ammonia; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1) MeCN, 0 deg C, 15 min, 2) -70 deg C, 15 min;

DOI:10.1021/jo00047a035

Reference yield:

→ 2-(2-pyridinyl)-3-hydroxypropene (58379-60-5)

Guidance literature:

under 10 - 12 Torr; Destillation;

upstream raw materials:

2-(pyridin-2-yl)propane-1,3-diol

2-bromo-pyridine

allyl alcohol

Downstream raw materials:

6-(hydroxymethyl-ethyl)pyridine

(R)-2-(pyridin-2-yl)propan-1-ol

Refernces

• 1、 Pei, Wen,Mo, Jun,Xiao, Jianliang. "Highly regioselective Heck reactions of heteroaryl halides with electron-rich olefins in ionic liquid". . p. 3546 - 3551. Retrieved 2007/10/03.