2-Chloro-6-isopropylpyridine

Base Information

• Chemical Name: 2-Chloro-6-isopropylpyridine
• CAS No.: 120145-22-4
• Molecular Formula: C₈H₁₀ClN
• Molecular Weight: 155.627
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30561790
• Wikidata: Q72452840
• Mol file: 120145-22-4.mol

Synonyms:2-CHLORO-6-ISOPROPYLPYRIDINE;120145-22-4;2-chloro-6-propan-2-ylpyridine;Pyridine, 2-chloro-6-(1-methylethyl)-;2-chloro-6-isopropyl-pyridine;2-CHLORO-6-ISOPROPYL PYRIDINE;2-Chloro-6-(propan-2-yl)pyridine;SCHEMBL179546;DTXSID30561790;MFCD08689614;AKOS006290256;AM90176;SB52285;CS-16120;CS-0089219;O10744;EN300-3184199;A804440

Chemical Property of 2-Chloro-6-isopropylpyridine

Chemical Property:

• Boiling Point: 189.1±20.0 °C(Predicted)
• PKA: 0.91±0.10(Predicted)
• PSA: 12.89000
• Density: 1.075±0.06 g/cm3(Predicted)
• LogP: 2.85840
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.0501770
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-6-isopropylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=NC(=CC=C1)Cl

Technology Process of 2-Chloro-6-isopropylpyridine

There total 3 articles about 2-Chloro-6-isopropylpyridine 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: 77.0%

2-tert-butoxy-6-isopropylpyridine (1184955-13-2) → 6-isopropyl-2-chloropyridine (120145-22-4)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 90 ℃; Cooling with ice; Inert atmosphere;

DOI:10.1002/chem.200900563

Reference yield:

2-iodo-propane (75-30-9) + C6H7ClNO(1+)*BF4(1-) → 2-chloro-4-(iso-propyl)pyridine (959020-16-7) + 6-isopropyl-2-chloropyridine (120145-22-4)

Guidance literature:

With triethyl borane; di-tert-butoxydiazene; potassium carbonate; In 1,2-dichloro-ethane; at 45 ℃; Reagent/catalyst; Overall yield = 36 percent; regioselective reaction;

DOI:10.1039/d1sc02748d

Reference yield:

6-chloro-2-picoline (18368-63-3) → 6-isopropyl-2-chloropyridine (120145-22-4)

Guidance literature:

With lithium diisopropyl amide; Multistep reaction; 1.) THF, -20 deg C, 1 h, 2.a) -20 deg C to r.t., 10 h, b) r.t., 10 h;

DOI:10.1021/jm00126a015

upstream raw materials:

6-chloro-2-picoline

2-tert-butoxy-6-isopropylpyridine

2-iodo-propane

Downstream raw materials:

diphenyl[6-(isopropyl)-2-pyridyl]phosphine

Refernces

• 1、 Hintermann, Lukas,Dang, Tuan Thanh,Labonne, Aurelie.,Kribber, Thomas,Xiao, Li,Naumov, Pance. "The AZARYPHOS family of ligands for ambifunctional catalysis: Syntheses and use in ruthenium-catalyzed anti-markovnikov hydration of terminal alkynes". supporting information; experimental part. p. 7167 - 7179. Retrieved 2010/02/28.