4-Pyridineethanol

Base Information

• Chemical Name: 4-Pyridineethanol
• CAS No.: 5344-27-4
• Molecular Formula: C7H9 N O
• Molecular Weight: 123.155
• Hs Code.: 2933399090
• European Community (EC) Number: 226-286-9
• NSC Number: 1096
• UNII: I89RDQ5YD9
• DSSTox Substance ID: DTXSID4044953
• Nikkaji Number: J28.226J
• Wikidata: Q27280570
• ChEMBL ID: CHEMBL2251609
• Mol file: 5344-27-4.mol

Synonyms:4-Pyridineethanol;5344-27-4;2-(Pyridin-4-yl)ethanol;4-(2-Hydroxyethyl)pyridine;2-(4-Pyridyl)ethanol;2-pyridin-4-ylethanol;4-Ethanolpyridine;2-(Pyridin-4-Yl)Ethan-1-Ol;4-(2-Hydroxyethyl) pyridine;2-pyridin-4-yl-ethanol;2-(gamma-Pyridyl)ethanol;pyridine-4-ethanol;4-(beta-Hydroxyethyl)pyridine;NSC 1096;2-(4-pyridinyl)ethanol;EINECS 226-286-9;UNII-I89RDQ5YD9;BRN 0111361;I89RDQ5YD9;DTXSID4044953;NSC-1096;MFCD00129038;5-21-02-00218 (Beilstein Handbook Reference);4-pyridinethanol;NSC1096;4-hydroxyethylpyridine;WLN: T6NJ D2Q;4-(2-hydroxyethyl)-pyridine;SCHEMBL151648;CHEMBL2251609;DTXCID2024953;4-(2-hydroxyeth-1-yl)pyridine;2-(.GAMMA.-PYRIDYL)ETHANOL;2-(4-PYRIDYL)-1-ETHANOL;Tox21_301621;4-Fluorobenzothiazole-2-carboxylicacid;AKOS005207239;AM81310;CS-W016575;4-(.BETA.-HYDROXYETHYL)PYRIDINE;NCGC00256077-01;BP-12639;DS-15956;SY001138;CAS-5344-27-4;LS-131563;FT-0616543;EN300-96199;J-506586;Q27280570;F8882-3307

Chemical Property of 4-Pyridineethanol

Chemical Property:

• Vapor Pressure: 0.0165mmHg at 25°C
• Melting Point: 8-10°C
• Refractive Index: 1.5380
• Boiling Point: 121-122°C 2mm
• PKA: 14.51±0.10(Predicted)
• Flash Point: 101.5°C
• PSA: 33.12000
• Density: 1.09g/cm³
• LogP: 0.61640
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Hygroscopic
• Water Solubility.: Miscible with water.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 69.3

Purity/Quality:

99.0% ^*data from raw suppliers

4-(2-Hydroxyethyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• 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: C1=CN=CC=C1CCO
• Uses: 4-(2-Hydroxyethyl)pyridine acts as a reagent for the protection of carboxyl groups as their 2-(4-pyridyl)ethyl esters in organic synthesis. Further, it is used as an active pharmaceutical ingredient intermediate.

Technology Process of 4-Pyridineethanol

There total 10 articles about 4-Pyridineethanol 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: 78.0%

pyridin-4-yl-acetic acid ethyl ester (54401-85-3) → 4-(2-hydroxyethyl)pyridine (5344-27-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1002/hlca.19820650621

Reference yield: 71.0%

4-(Chloromethyl)pyridine (10445-91-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 4-(2-hydroxyethyl)pyridine (5344-27-4)

Guidance literature:

4-(Chloromethyl)pyridine; With chloro-trimethyl-silane; ethylene dibromide; zinc; In tetrahydrofuran; at 70 ℃; for 2h; Schlenk technique; Inert atmosphere;

formaldehyd; In tetrahydrofuran; at 70 ℃; for 6h; Schlenk technique; Inert atmosphere;

DOI:10.1080/00397911.2017.1297458

Reference yield:

picoline (108-89-4) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 4-(2-hydroxyethyl)pyridine (5344-27-4)

Guidance literature:

With water;

upstream raw materials:

picoline

formaldehyd

methyl 4-pyridineacetate

pyridin-4-yl-acetic acid ethyl ester

Downstream raw materials:

2-(1-oxy-pyridin-4-yl)-ethanol

2-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)ethan-1-ol

4-[2-(4-benzylphenoxy)ethyl]pyridine

4-(2,5-dichlorophenoxy)-3-(2-(pyridin-4-yl)ethoxy)benzonitrile

Refernces

• 1、 Hoang, Van-Hai,Tran, Phuong-Thao,Cui, Minghua,Ngo, Van T. H.,Ann, Jihyae,Park, Jongmi,Lee, Jiyoun,Choi, Kwanghyun,Cho, Hanyang,Kim, Hee,Ha, Hee-Jin,Hong, Hyun-Seok,Choi, Sun,Kim, Young-Ho,Lee, Jeewoo. "Discovery of Potent Human Glutaminyl Cyclase Inhibitors as Anti-Alzheimer’s Agents Based on Rational Design". supporting information. p. 2573 - 2590. Retrieved 2017/04/03.
• 2、 Ruddy, Adam J.,Kelly, Colin M.,Crawford, Sarah M.,Wheaton, Craig A.,Sydora, Orson L.,Small, Brooke L.,Stradiotto, Mark,Turculet, Laura. "(N -Phosphinoamidinate)Iron pre-catalysts for the room temperature hydrosilylation of carbonyl compounds with broad substrate scope at low loadings". supporting information. p. 5581 - 5588. Retrieved 2013/11/06.