3-(Bromomethyl)isoquinoline

Base Information

• Chemical Name: 3-(Bromomethyl)isoquinoline
• CAS No.: 54804-44-3
• Molecular Formula: C10H8BrN
• Molecular Weight: 222.08
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80476527
• Nikkaji Number: J2.761.259H
• Mol file: 54804-44-3.mol

Synonyms:3-(BROMOMETHYL)ISOQUINOLINE;54804-44-3;3-bromomethyl-isoquinoline;SCHEMBL1169875;DTXSID80476527;AXSPMUDWTDIMLH-UHFFFAOYSA-N;A7964;FT-0738106

Chemical Property of 3-(Bromomethyl)isoquinoline

Chemical Property:

• Vapor Pressure: 0.000536mmHg at 25°C
• Melting Point: 270-325 °C (decomp)
• Refractive Index: 1.673
• Boiling Point: 322.147 °C at 760 mmHg
• PKA: 3.85±0.30(Predicted)
• Flash Point: 148.629 °C
• PSA: 12.89000
• Density: 1.518 g/cm³
• LogP: 3.12970
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 220.98401
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

3-(bromomethyl)isoquinoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=NC(=CC2=C1)CBr

Technology Process of 3-(Bromomethyl)isoquinoline

There total 3 articles about 3-(Bromomethyl)isoquinoline 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: 71.7%

3-Hydroxymethylisoquinoline (76884-34-9) → 3-(Bromomethyl)isoquinoline (54804-44-3)

Guidance literature:

With 1H-imidazole; bromine; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.166667h;

Reference yield: 66.0%

3-methylisoquinoline (1125-80-0) → 3-(Bromomethyl)isoquinoline (54804-44-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; Reflux;

DOI:10.1016/j.bmcl.2010.03.118

Reference yield:

3-formylisoquinoline (5470-80-4) → 3-(Bromomethyl)isoquinoline (54804-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1: formaldehyde; water; KOH-solution

2: phosphorus (III)-bromide; benzene

With potassium hydroxide; formaldehyd; water; phosphorus tribromide; benzene;

upstream raw materials:

3-methylisoquinoline

3-Hydroxymethylisoquinoline

3-formylisoquinoline

Downstream raw materials:

2-(isoquinolin-3-yl)acetic acid

3-Hydroxymethylisoquinoline

Refernces

• 1、 -. "PROSTAGLANDIN E2 RECEPTOR 4 ANTAGONISTS AND USES THEREOF". Paragraph 00386-00387. . Retrieved 2020/12/30.
• 2、 Yuan, Yunyun,Elbegdorj, Orgil,Beletskaya, Irina O.,Selley, Dana E.,Zhang, Yan. "Structure activity relationship studies of 17-cyclopropylmethyl-3,14β- dihydroxy-4,5α-epoxy-6α-(isoquinoline-3′-carboxamido) morphinan (NAQ) analogues as potent opioid receptor ligands: Preliminary results on the role of electronic characteristics for affinity and function". supporting information. p. 5045 - 5048. Retrieved 2013/09/12.