Diethyl 2-((3-(bromomethyl)thiophen-2-yl)methylene)malonate

Base Information

• Chemical Name: Diethyl 2-((3-(bromomethyl)thiophen-2-yl)methylene)malonate
• CAS No.: 104085-30-5
• Molecular Formula: C13H15 Br O4 S
• Molecular Weight: 347.22
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10377311
• Nikkaji Number: J2.685.037A
• Mol file: 104085-30-5.mol

Synonyms:104085-30-5;Diethyl 2-((3-(bromomethyl)thiophen-2-yl)methylene)malonate;Diethyl 2-{[3-(bromomethyl)-2-thienyl]-methylene}malonate;diethyl 2-[[3-(bromomethyl)thiophen-2-yl]methylidene]propanedioate;diethyl 2-{[3-(bromomethyl)-2-thienyl]methylene}malonate;Diethyl 2-([3-(bromomethyl)-2-thienyl]methylene) malonate;1,3-diethyl 2-{[3-(bromomethyl)thiophen-2-yl]methylidene}propanedioate;diethylbromomethylthienylmethylenemalonate;DTXSID10377311;MFCD00180836;AKOS005070719;FT-0642555;6E-002;A800892;J-520263;diethyl 2-[[3-(bromomethyl)-2-thienyl]methylene]propanedioate;2-[3-(Bromomethyl)-2-thienylmethylene]malonic acid diethyl ester;Diethyl {[3-(bromomethyl)thiophen-2-yl]methylidene}propanedioate

Chemical Property of Diethyl 2-((3-(bromomethyl)thiophen-2-yl)methylene)malonate

Chemical Property:

• Vapor Pressure: 3.77E-06mmHg at 25°C
• Melting Point: 60-62°C
• Boiling Point: 385.6°Cat760mmHg
• Flash Point: 187°C
• PSA: 80.84000
• Density: 1.454g/cm³
• LogP: 3.15260
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 345.98744
• Heavy Atom Count: 19
• Complexity: 337

Purity/Quality:

98%min ^*data from raw suppliers

Diethyl 2-{[3-(bromomethyl)-2-thienyl]-methylene}malonate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=C(C=CS1)CBr)C(=O)OCC

Technology Process of Diethyl 2-((3-(bromomethyl)thiophen-2-yl)methylene)malonate

There total 4 articles about Diethyl 2-((3-(bromomethyl)thiophen-2-yl)methylene)malonate 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: 85.0%

diethyl<(3-methyl-2-thienyl)methylene>propanedioate (104085-29-2) → diethyl<<3-(bromomethyl)-2-thienyl>methylene>propanedioate (104085-30-5)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 5h; Heating;

DOI:10.1021/jo00295a038

Reference yield:

3-methyl-2-thiophenecarboxaldehdye (5834-16-2,699531-50-5) → diethyl<<3-(bromomethyl)-2-thienyl>methylene>propanedioate (104085-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent

2: 80 percent / N-bromosuccinimide, dibenzoyl peroxide

With N-Bromosuccinimide; dibenzoyl peroxide;

DOI:10.1039/c39860000310

Reference yield:

diethyl malonate (105-53-3) → diethyl<<3-(bromomethyl)-2-thienyl>methylene>propanedioate (104085-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / AcOH, piperidine / benzene / 20 h / Heating

2: 85 percent / NBS, dibenzoyl peroxide / CCl₄ / 5 h / Heating

With piperidine; N-Bromosuccinimide; acetic acid; dibenzoyl peroxide; In tetrachloromethane; benzene;

DOI:10.1021/jo00295a038

upstream raw materials:

diethyl<(3-methyl-2-thienyl)methylene>propanedioate

3-methyl-2-thiophenecarboxaldehdye

diethyl malonate

Downstream raw materials:

diethyl 2-((3-(4-methoxybenzyl)thiophen-2-yl)methylene)malonate

diethyl 2-((3-(2,5-dimethylbenzyl)thiophen-2-yl)methylene)malonate

phenanthro<2,3-b>thiophene

diethyl 2-((3-(3,4-dimethoxybenzyl)thiophen-2-yl)methylene)malonate

Refernces

• 1、 Sha, Chin-Kang,Tsou, Chiu-Peng. "Thienopyrroles: Synthesis, Diels-ALder Reaction, and Synthetic Utility". . p. 2446 - 2450. Retrieved 2007/10/02.