Diethyl 4,6-bis(bromomethyl)isophthalate

Base Information

• Chemical Name: Diethyl 4,6-bis(bromomethyl)isophthalate
• CAS No.: 140410-08-8
• Molecular Formula: C14H16Br2O4
• Molecular Weight: 408.087
• DSSTox Substance ID: DTXSID70400093
• Nikkaji Number: J819.995G
• Wikidata: Q82202924
• Mol file: 140410-08-8.mol

Synonyms:diethyl 4,6-bis(bromomethyl)isophthalate;140410-08-8;SCHEMBL2813572;DTXSID70400093;XHUVTUVNEZGRPO-UHFFFAOYSA-N;4,6-Bis(bromomethyl)isophthalic acid diethyl ester

Chemical Property of Diethyl 4,6-bis(bromomethyl)isophthalate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 407.93948
• Heavy Atom Count: 20
• Complexity: 305

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(C=C1CBr)CBr)C(=O)OCC

Technology Process of Diethyl 4,6-bis(bromomethyl)isophthalate

There total 4 articles about Diethyl 4,6-bis(bromomethyl)isophthalate 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: 70.0%

4,6-Dimethylbenzol-1,3-dicarbonsaeure-diethylester (140410-09-9) → 4,6-Bis(brommethyl)benzol-1,3-dicarbonsaeure-diethylester (140410-08-8)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In dichloromethane; for 3h; Heating; Irradiation;

Reference yield:

4,6-dimethylisophthalic acid (2790-09-2) → 4,6-Bis(brommethyl)benzol-1,3-dicarbonsaeure-diethylester (140410-08-8)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride, DMF / Heating

2: Heating

3: 70 percent / NBS, AIBN / CH₂Cl₂ / 3 h / Heating; Irradiation

With N-Bromosuccinimide; thionyl chloride; 2,2'-azobis(isobutyronitrile); N,N-dimethyl-formamide; In dichloromethane;

Reference yield:

4,6-bis(chloromethyl)-m-xylene (1585-15-5) → 4,6-Bis(brommethyl)benzol-1,3-dicarbonsaeure-diethylester (140410-08-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) KOH, H₂O, 2) KMnO₄ / 1) reflux, 4-5 h, 12 h

2: thionyl chloride, DMF / Heating

3: Heating

4: 70 percent / NBS, AIBN / CH₂Cl₂ / 3 h / Heating; Irradiation

With potassium hydroxide; potassium permanganate; N-Bromosuccinimide; thionyl chloride; 2,2'-azobis(isobutyronitrile); water; N,N-dimethyl-formamide; In dichloromethane;

upstream raw materials:

4,6-Dimethylbenzol-1,3-dicarbonsaeure-diethylester

4,6-dimethylisophthalic acid

4,6-bis(chloromethyl)-m-xylene

4,6-dimethylisophthaloyl dichloride

Downstream raw materials:

8,10,20,22-Tetrakis(ethoxycarbonyl)-2,5,14,17-tetrakis(p-tolylsulfonyl)-2,5,14,17-tetraaza<6.6>metacyclophan

5,7,14,16-tetrakis(ethoxycarbonyl)-2,11-bis(4-tolylsulfonyl)-2,11-diaza<3.3>metacyclophane

5,7,23,25-tetrakis(ethoxycarbonyl)-2,11,20,29-tetrakis(4-tolylsulfonyl)-2,11,20,29-tetraaza<3.3>(1,3)(1,3)<3.3>(4,6)(1,3)benzeno<3>phane

5,7,14,16-tetrakis(ethoxycarbonyl)-2,11-bis(4-tert-butylbenzenesulfonyl)-2,11-diaza<3.3>metacyclophane