1,2-Bis(chloromethyl)-3,4,5,6-tetramethylbenzene

Base Information

• Chemical Name: 1,2-Bis(chloromethyl)-3,4,5,6-tetramethylbenzene
• CAS No.: 29002-55-9
• Molecular Formula: C12H16 Cl2
• Molecular Weight: 231.16
• Hs Code.: 2903999090
• European Community (EC) Number: 636-683-2
• NSC Number: 202040
• DSSTox Substance ID: DTXSID40308092
• Nikkaji Number: J1.960.197H
• Wikidata: Q82055774
• Mol file: 29002-55-9.mol

Synonyms:1,2-bis(chloromethyl)-3,4,5,6-tetramethylbenzene;29002-55-9;1,2-di(chloromethyl)-3,4,5,6-tetramethylbenzene;Benzene, 1,2-bis(chloromethyl)-3,4,5,6-tetramethyl-;NSC202040;SCHEMBL7957841;DTXSID40308092;AKOS004907537;NSC-202040;1,2-bis(chloromethyl)-3,4,5,6-tetramethyl-benzene;1,2-bis(chloromethyl)-3,4,5,6-tetramethylbenzene (en)

Chemical Property of 1,2-Bis(chloromethyl)-3,4,5,6-tetramethylbenzene

Chemical Property:

• Vapor Pressure: 0.00039mmHg at 25°C
• Boiling Point: 327.3°C at 760 mmHg
• Flash Point: 164.6°C
• PSA: 0.00000
• Density: 1.101g/cm³
• LogP: 4.39780
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 230.0629059
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

98.5% ^*data from raw suppliers

1,2-BIS(CHLOROMETHYL)-3,4,5,6-TETRAMETHYLBENZENE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1C)CCl)CCl)C)C

Technology Process of 1,2-Bis(chloromethyl)-3,4,5,6-tetramethylbenzene

There total 2 articles about 1,2-Bis(chloromethyl)-3,4,5,6-tetramethylbenzene 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: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,2,3,4-Tetramethylbenzene (488-23-3) → 1,2-bis(chloromethyl)-3,4,5,6-tetramethylbenzene (29002-55-9)

Guidance literature:

With hydrogenchloride; for 10h; Heating;

DOI:10.3184/030823407X245606 DOI:10.1139/V07-115

Reference yield: 54.0%

Dimethoxymethane (109-87-5) + 1,2,3,4-Tetramethylbenzene (488-23-3) → 1,2-bis(chloromethyl)-3,4,5,6-tetramethylbenzene (29002-55-9)

Guidance literature:

With hydrogenchloride; In acetic acid; at 110 ℃;

Reference yield:

1,2-bis(chloromethyl)-3,4,5,6-tetramethylbenzene (29002-55-9) → 1,2,3,4-Tetramethyl-5,6-bis-(2-prop-1-ynyl-phenoxymethyl)-benzene (622390-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylsulfoxide / 16 h / 100 °C

2: CuI; piperidine / PdCl₂(PPh₃)4 / 16 h / 50 °C

With piperidine; copper(l) iodide; potassium carbonate; tetrakis(triphenylphosphine)palladium dichloride; In dimethyl sulfoxide; 2: Sonogashira-type coupling;

DOI:10.1021/ol035532+

upstream raw materials:

formaldehyd

1,2,3,4-Tetramethylbenzene

Dimethoxymethane

Downstream raw materials:

1,2,3,4-Tetramethyl-5,6-bis-nitrooxymethyl-benzene

1,2-Diacetoxymethyl-3,4,5,6-tetramethylbenzen

1,2,3,4-Tetramethyl-5,6-bis-thiocyanatomethyl-benzene

2-Cyanomethyl-3,4,5,6-tetramethylbenzylcyanid

Refernces

• 1、 Rahimizadeh, Mohammad,Seresht, E. Rezael,Bakavoli, Mehdi,Pordel, Mehdi. "Glycoluril-derived crown clips as new ditopic receptors". . p. 964 - 968. Retrieved 2008/03/28.