6-Bromopicolinic acid

Base Information

• Chemical Name: 6-Bromopicolinic acid
• CAS No.: 21190-87-4
• Molecular Formula: C6H4BrNO2
• Molecular Weight: 202.007
• Hs Code.: 29333990
• Mol file: 21190-87-4.mol

Synonyms:Picolinicacid, 6-bromo- (8CI);2-Bromo-6-pyridinecarboxylic acid;6-Bromo-2-pyridinecarboxylic acid;

Chemical Property of 6-Bromopicolinic acid

Chemical Property:

• Appearance/Colour: Light yellow cryst.
• Vapor Pressure: 1.39E-05mmHg at 25°C
• Melting Point: 192-194 °C(lit.)
• Boiling Point: 352.792 °C at 760 mmHg
• PKA: 3.25±0.10(Predicted)
• Flash Point: 167.163 °C
• PSA: 50.19000
• Density: 1.814 g/cm³
• LogP: 1.54230
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

6-Bromopicolinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Used in synthesis of chiral 2,2′-dipyidylamines

Technology Process of 6-Bromopicolinic acid

There total 6 articles about 6-Bromopicolinic acid 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: 54.0%

C8H15BO2 (212127-64-5) → cyclohex-1-enylboronic acid (89490-05-1,21190-87-4)

Guidance literature:

RuCHCH(C₆H₅)2(Cl)2(P(C₆H₁₁)3)2; In benzene; room temp., 6 h;

DOI:10.1021/ja980958i

Reference yield:

chloro-bis(dimethylamino)borane (6562-41-0) + 1-chlorocyclohexene (930-66-5) → cyclohex-1-enylboronic acid (89490-05-1,21190-87-4)

Guidance literature:

With sodium; In toluene; at 100 - 105 ℃; for 2h; Inert atmosphere;

Reference yield:

2-(cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (141091-37-4) → cyclohex-1-enylboronic acid (89490-05-1,21190-87-4)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; for 48h;

DOI:10.1002/anie.201202704

upstream raw materials:

C₈H₁₅BO₂

2-(cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

methyl cyclohex-1-ene-1-carboxylate

chloro-bis(dimethylamino)borane

Downstream raw materials:

methyl 6-Bromopicolinate

tert-butyl 6-bromopyridin-2-ylcarbamate

2-bromo-6-(hydroxymethyl)pyridine

6-bromopyridine-2-carbonyl chloride

Refernces

• 1、 -. "The active metal sodium or lithium quenching method (by machine translation)". Paragraph 0024. . Retrieved 2019/04/26.
• 2、 Patil, Aditi S.,Mo, Dong-Liang,Wang, Heng-Yen,Mueller, Daniel S.,Anderson, Laura L.. "Preparation of α-oxygenated ketones by the dioxygenation of alkenyl boronic acids". supporting information; experimental part. p. 7799 - 7803. Retrieved 2012/09/08.