3-Acetoxypyridine

Base Information

• Chemical Name: 3-Acetoxypyridine
• CAS No.: 17747-43-2
• Molecular Formula: C7H7 N O2
• Molecular Weight: 137.138
• Hs Code.: 2933399090
• European Community (EC) Number: 241-742-7
• NSC Number: 273047
• UNII: 9E55385Q47
• DSSTox Substance ID: DTXSID20170315
• Nikkaji Number: J32.644E
• Wikidata: Q27272432
• Mol file: 17747-43-2.mol

Synonyms:3-Acetoxypyridine;pyridin-3-yl acetate;17747-43-2;3-Pyridyl acetate;3-acetoxy pyridine;3-Pyridinol, acetate (ester);3-Hydroxypyridine monoacetate;UNII-9E55385Q47;EINECS 241-742-7;NSC-273047;AI3-52430;9E55385Q47;3-Pyridinol, 3-acetate;3-Pyridinol, acetate;3-Pyridinyl acetate #;3-Acetoxypyridine, 99%;SCHEMBL909511;AML0019;DTXSID20170315;MFCD00006377;NSC273047;AKOS015892100;NSC 273047;SB52575;AS-57742;A1210;CS-0196423;FT-0614871;D88394;J-511496;Q27272432

Chemical Property of 3-Acetoxypyridine

Chemical Property:

• Vapor Pressure: 0.125mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Boiling Point: 218.6°Cat760mmHg
• PKA: 3.76±0.10(Predicted)
• Flash Point: 86°C
• PSA: 39.19000
• Density: 1.14g/cm³
• LogP: 1.00690
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

98% ^*data from raw suppliers

Pyridin-3-ylAcetate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1=CN=CC=C1

Technology Process of 3-Acetoxypyridine

There total 11 articles about 3-Acetoxypyridine 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: 97.0%

3-HYDROXYPYRIDINE (109-00-2) + 2-acetyl-4,5-dichloropyridazin-3(2H)-one (155164-63-9) → 3-pyridyl acetate (17747-43-2)

Guidance literature:

In tetrahydrofuran; at 150 ℃; for 0.0833333h; under 10336 Torr; Microwave irradiation;

DOI:10.1016/j.tet.2013.02.046

Reference yield: 70.0%

3-HYDROXYPYRIDINE (109-00-2) + acetyl chloride (75-36-5) → 3-pyridyl acetate (17747-43-2)

Guidance literature:

With triethylamine; In benzene; for 3h; Ambient temperature;

DOI:10.1007/BF02290610

Reference yield: 29.0%

3-HYDROXYPYRIDINE (109-00-2) + acetic anhydride (108-24-7) + acetylene (74-86-2,25067-58-7) → 3-pyridyl acetate (17747-43-2) + 3-acetoxy-2-ethenylpyridine (767290-23-3)

Guidance literature:

3-HYDROXYPYRIDINE; acetylene; With tributyl-amine; tin(IV) chloride; In chlorobenzene; at -40 - 130 ℃;

acetic anhydride; With dmap; triethylamine; at 20 ℃; for 9h;

upstream raw materials:

3-HYDROXYPYRIDINE

acetic anhydride

acetyl chloride

C₉H₁₀N₂O₃

Downstream raw materials:

(S)-1-phenylethyl acetate

(R)-1-phenethyl acetate

2,4,6-Trimethyl-benzenesulfonate3-acetoxy-1-amino-pyridinium;

butanone

Refernces

• 1、 Capilato, Joseph N.,Harry, Stefan A.,Lectka, Thomas,Siegler, Maxime A.. "Spectroscopic and Crystallographic Characterization of the R3N+?C?H???X Interaction". . . Retrieved 2022/02/16.
• 2、 Follet, Elsa,Mayer, Peter,Berionni, Guillaume. "Structures, Lewis Acidities, Electrophilicities, and Protecting Group Abilities of Phenylfluorenylium and Tritylium Ions". supporting information. p. 623 - 630. Retrieved 2017/01/18.