2-Bromo-5-(bromomethyl)pyridine

Base Information

• Chemical Name: 2-Bromo-5-(bromomethyl)pyridine
• CAS No.: 101990-45-8
• Molecular Formula: C6H5 Br2 N
• Molecular Weight: 250.92
• Hs Code.: 2933399090
• European Community (EC) Number: 806-193-5
• DSSTox Substance ID: DTXSID40423714
• Nikkaji Number: J1.692.404K
• Wikidata: Q72452121
• Mol file: 101990-45-8.mol

Synonyms:2-Bromo-5-(bromomethyl)pyridine;101990-45-8;2-Bromo-5-bromomethyl-pyridine;Pyridine, 2-bromo-5-(bromomethyl)-;2-Bromo-5-bromomethylpyridine;Pyridine, 2-bromo-5-(bromomethyl)- (9CI);6-Bromo-3-pyridylmethyl bromide;SCHEMBL485115;2-bromo-5-bromomethyl pyridine;2-bromo-5-pyridylmethyl bromide;6-bromo-3-(bromomethyl)pyridine;DTXSID40423714;(6-bromo-3-pyridyl)methyl bromide;AB8335;MFCD11656267;AKOS015892008;AM90449;PB39393;2-NAPHTHOL,DECAHYDRO:ISOBUTYRATE;2-Bromo-5-(bromomethyl)pyridine, 96%;AS-44887;Pyridine,2-bromo-5-(bromomethyl)-(9ci);FT-0688675;EN300-84391;A848098

Chemical Property of 2-Bromo-5-(bromomethyl)pyridine

Chemical Property:

• Melting Point: 60-65°C
• Boiling Point: 296.9±25.0 °C(Predicted)
• PKA: -0.12±0.10(Predicted)
• PSA: 12.89000
• Density: 1.955
• LogP: 2.73900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 250.87682
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-5-(bromomethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1CBr)Br

Technology Process of 2-Bromo-5-(bromomethyl)pyridine

There total 17 articles about 2-Bromo-5-(bromomethyl)pyridine 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: 91.0%

2-bromo-5-(hydroxymethyl)pyridine (122306-01-8) → 2-bromo-5-bromomethylpyridine (101990-45-8)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 20 ℃; for 3.5h;

Reference yield: 89.0%

2-Bromo-5-methylpyridine (3510-66-5) → 2-bromo-5-bromomethylpyridine (101990-45-8)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In 1,2-dichloro-ethane; at 85 ℃; for 0.5h;

Reference yield: 76.0%

→ 2-bromo-5-bromomethylpyridine (101990-45-8)

Guidance literature:

With phosphorus tribromide; In 1,2-dichloro-benzene; at 0 - 20 ℃; Inert atmosphere;

upstream raw materials:

2-Bromo-5-methylpyridine

2-Chloro-5-hydroxymethylpyridine

phosphorus tribromide

6-Chloronicotinoyl chloride

Downstream raw materials:

(6-bromopyridine-3-yl)acetonitrile

C₁₃H₁₂BrN

(6-bromo-pyridin-3-ylmethyl)-phenethylamine

C₁₂H₁₀BrNO

Refernces

• 1、 Windscheif,Vogtle. "Substituted dipyridylethenes and -ethynes and key pyridine building blocks". . p. 87 - 92. Retrieved 1994.
• 2、 Bedel, Sébastien,Ulrich, Gilles,Picard, Claude. "Alternative approach to the free radical bromination of oligopyridine benzylic-methyl group". . p. 1697 - 1700. Retrieved 2002.
• 3、 -. "Pyridineacetamide derivative serving as CDK inhibitor, and preparation method and application thereof". Paragraph 0533-0538. . Retrieved 2021/07/28.
• 4、 -. "ARYL, HETEROARY, AND HETEROCYCLIC PHARMACEUTICAL COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS". Page/Page column 602; 603. . Retrieved 2018/09/21.