Methyl 2-(Bromomethyl)-3-Furoate

Base Information

• Chemical Name: Methyl 2-(Bromomethyl)-3-Furoate
• CAS No.: 53020-08-9
• Molecular Formula: C7H7BrO3
• Molecular Weight: 219.035
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID50371631
• Nikkaji Number: J1.493.124D
• Wikidata: Q72488696
• Mol file: 53020-08-9.mol

Synonyms:Methyl 2-(Bromomethyl)-3-Furoate;53020-08-9;methyl 2-(bromomethyl)furan-3-carboxylate;methyl 2-bromomethyl-3-furoate;2-Bromomethyl-furan-3-carboxylic acid methyl ester;SCHEMBL2109561;DTXSID50371631;SOPVGIIHUGGHGO-UHFFFAOYSA-N;2-bromomethyl-3-methoxycarbonylfurane;MFCD02180747;AKOS015852122;SB61471;s10366;AC-23051;AS-61055;FT-0628391;EN300-49180;A25941;Methyl 2-(bromomethyl)-3-furoate, AldrichCPR;2-(Bromomethyl)furan-3-carboxylic acid methyl ester

Chemical Property of Methyl 2-(Bromomethyl)-3-Furoate

Chemical Property:

• Vapor Pressure: 0.00689mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 270.3 °C at 760 mmHg
• Flash Point: 117.3 °C
• PSA: 39.44000
• Density: 1.568g/cm³
• LogP: 1.96110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 217.95786
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(bromomethyl)-3-furoate ^*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

Useful:

• Canonical SMILES: COC(=O)C1=C(OC=C1)CBr

Technology Process of Methyl 2-(Bromomethyl)-3-Furoate

There total 4 articles about Methyl 2-(Bromomethyl)-3-Furoate 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%

methyl 2-methyl-3-furancarboxylate (6141-58-8) → 2-bromomethylfuran-3-carboxylic acid methyl ester (53020-08-9) + methyl 5‐bromo‐2‐methylfuran‐3‐carboxylate (345891-28-3)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 14h; Heating;

DOI:10.1016/S0040-4039(01)00275-1

Reference yield: 80.0%

methyl 2-methyl-3-furancarboxylate (6141-58-8) → 2-bromomethylfuran-3-carboxylic acid methyl ester (53020-08-9)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; Irradiation;

DOI:10.1039/cc9960002251

Reference yield:

2-methyl-3-furancarboxylic acid (6947-94-0) → 2-bromomethylfuran-3-carboxylic acid methyl ester (53020-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: 74.5 percent / N-bromosuccinimide, α,α'-azoisobutyronitrile / CCl4 / 3 h / 70 °C

With N-Bromosuccinimide; sulfuric acid; azobisisobutyronitrile; In tetrachloromethane;

DOI:10.1021/jm00024a008

upstream raw materials:

methyl 2-methyl-3-furancarboxylate

2-methyl-3-furancarboxylic acid

Downstream raw materials:

2-<<5-<3-(2-quinolin-2-ylethenyl)phenyl>-2H-tetrazol-2-yl>methyl>-3-furancarboxylic acid methyl ester

2-{4-Butyl-2-methyl-6-oxo-5-[2'-(1-trityl-1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-6H-pyrimidin-1-ylmethyl}-furan-3-carboxylic acid methyl ester

2-Phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

methyl 2-(phenylsulfonylmethyl)-3-furoate

Refernces

• 1、 Arnott, Gareth,Hunter, Roger,Mbeki, Linda,Mohamed, Ebrahim. "New methodology for 2-alkylation of 3-furoic acids: Application to the synthesis of tethered UC-781/d4T bifunctional HIV reverse-transcriptase inhibitors". . p. 4023 - 4026. Retrieved 2007/10/03.
• 2、 Mal, Dipakranjan,Bandhyopadhyay, Mousumi,Datta,Murty, Kadiyala V. S. N.. "Anionic [4+2] cycloaddition strategy to linear furocoumarins: Synthesis of 8 methoxypsoralen and its isoster". . p. 7525 - 7538. Retrieved 2007/10/03.