6-(tert-Butoxy)picolinaldehyde

Base Information

• Chemical Name: 6-(tert-Butoxy)picolinaldehyde
• CAS No.: 195044-13-4
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.21600
• Hs Code.: 2933399090
• European Community (EC) Number: 674-346-1
• DSSTox Substance ID: DTXSID50375472
• Wikidata: Q82164010
• Mol file: 195044-13-4.mol

Synonyms:195044-13-4;6-(tert-Butoxy)picolinaldehyde;6-tert-Butoxypyridine-2-carboxaldehyde;6-[(2-methylpropan-2-yl)oxy]pyridine-2-carbaldehyde;2-Pyridinecarboxaldehyde, 6-(1,1-dimethylethoxy)-;6-(tert-butoxy)pyridine-2-carboxaldehyde;6-Tert-butoxypyridine-2-carbaldehyde;6-(tert-Butoxy)-2-formylpyridine;6-(tert-butoxy)pyridine-2-carbaldehyde;6-tert-butoxypicolinaldehyde;SCHEMBL3280107;DTXSID50375472;MGCFGUKZOQKUSP-UHFFFAOYSA-N;VHA04413;MFCD03426051;AKOS006228811;SB53989;2-tert-butoxy-6-pyridine carboxaldehyde;AS-60400;CS-0312222;FT-0676534;F81465;6-(1,1-dimethylethoxy)-2-pyridinecarboxaldehyde;A880160;6-tert-Butoxypyridine-2-carboxaldehyde, AldrichCPR

Chemical Property of 6-(tert-Butoxy)picolinaldehyde

Chemical Property:

• Boiling Point: 46℃/0.15mm
• PSA: 39.19000
• LogP: 2.07140
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

98%min ^*data from raw suppliers

6-(tert-Butoxy)pyridine-2-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC1=CC=CC(=N1)C=O

Technology Process of 6-(tert-Butoxy)picolinaldehyde

There total 4 articles about 6-(tert-Butoxy)picolinaldehyde 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: 93.0%

→ 6-(tert-butoxy)picolinaldehyde (195044-13-4)

Guidance literature:

Reference yield: 69.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 6-bromo-2-(1,1-dimethylethoxy)pyridine (949160-14-9) → 6-(tert-butoxy)picolinaldehyde (195044-13-4)

Guidance literature:

6-bromo-2-(1,1-dimethylethoxy)pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.7b03395

Reference yield:

(6-(tert-butoxy)pyridin-2-yl)methanol (717105-08-3) → 6-(tert-butoxy)picolinaldehyde (195044-13-4)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 12h;

upstream raw materials:

(6-(tert-butoxy)pyridin-2-yl)methanol

N,N-dimethyl-formamide

6-bromo-2-(1,1-dimethylethoxy)pyridine

2,6-Dibromopyridine

Downstream raw materials:

6-oxo-1,6-dihydropyridine-2-carbaldehyde

Refernces

• 1、 Huang, Ming,Li, Yinwu,Liu, Jiahao,Lan, Xiao-Bing,Liu, Yan,Zhao, Cunyuan,Ke, Zhuofeng. "A bifunctional strategy for N-heterocyclic carbene-stabilized iridium complex-catalyzed: N -alkylation of amines with alcohols in aqueous media". supporting information. p. 219 - 224. Retrieved 2019/01/28.
• 2、 -. "Pyridine derivatives as fungicides". . . Retrieved 2008/06/13.