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

Base Information

• Chemical Name: 1,4-Bis(bromomethyl)-2,3,5,6-tetramethylbenzene
• CAS No.: 35168-64-0
• Molecular Formula: C12H16Br2
• Molecular Weight: 320.067
• Hs Code.: 2903999090
• European Community (EC) Number: 252-414-8
• UNII: N4WNT366CU
• DSSTox Substance ID: DTXSID70188662
• Nikkaji Number: J289.921C
• Wikidata: Q72444436
• Mol file: 35168-64-0.mol

Synonyms:35168-64-0;3,6-Bis(bromomethyl)durene;1,4-Bis(bromomethyl)-2,3,5,6-tetramethylbenzene;EINECS 252-414-8;Bis(bromomethyl)durene;N4WNT366CU;UNII-N4WNT366CU;C12H16Br2;SCHEMBL394179;YSZC1626;DTXSID70188662;C12-H16-Br2;MFCD01114746;AKOS004907565;B2158;FT-0639237;D88904;2,3,5,6-tetramethyl-1,4-bis(bromomethyl)benzene;A822622;1,4-bis(bromomethyl)-2,3,5,6-tetramethyl-benzene;Benzene, 1,4-bis(bromomethyl)-2,3,5,6-tetramethyl-;tert-Butyl(1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropylcarbamate

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

Chemical Property:

• Vapor Pressure: 7.35E-05mmHg at 25°C
• Melting Point: 215℃
• Refractive Index: 1.577
• Boiling Point: 353.3 °C at 760 mmHg
• Flash Point: 195.2 °C
• PSA: 0.00000
• Density: 1.498 g/cm³
• LogP: 4.71000
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 319.95983
• Heavy Atom Count: 14
• Complexity: 145

Purity/Quality:

98% ^*data from raw suppliers

3,6-Bis(bromomethyl)durene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1CBr)C)C)CBr)C

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

There total 2 articles about 1,4-Bis(bromomethyl)-2,3,5,6-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: 97.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,2,4,5-tetramethylbenzene (95-93-2) → 1,4-bis(bromomethyl)-2,3,5,6-tetramethylbenzene (35168-64-0)

Guidance literature:

With hydrogen bromide; In acetic acid; at 120 ℃; for 8h;

DOI:10.1039/c4ce00215f

Reference yield:

→ 1,4-bis(bromomethyl)-2,3,5,6-tetramethylbenzene (35168-64-0)

Guidance literature:

Reference yield: 100.0%

1,4-bis(bromomethyl)-2,3,5,6-tetramethylbenzene (35168-64-0) → (4-(aminomethyl)-2,3,5,6-tetramethylphenyl)methanamine (32321-30-5)

Guidance literature:

With hexamethylenetetramine; In chloroform; for 96h; Reflux;

DOI:10.1021/jacs.8b04155

upstream raw materials:

formaldehyd

1,2,4,5-tetramethylbenzene

Downstream raw materials:

13,14,16,17-Tetramethyl-N,N',N''-tritosyl-2,6,10-triaza<11>paracyclophane

16,17,19,20-Tetramethyl-N,N',N'',N'''-tetratosyl-2,6,9,13-tetraaza<14>paracyclophane

14,15,17,18-Tetramethyl-N,N',N'',N'''-tetratosyl-2,5,8,11-tetraaza<12>paracyclophane

2,3,5,6-tetramethylphenylene-1,4-diacetonitrile

Refernces

• 1、 Sun,Rosokha,Lindeman,Kochi. "Intervalence (Charge-Resonance) Transitions in Organic Mixed-Valence Systems. Through-Space versus Through-Bond Electron Transfer between Bridged Aromatic (Redox) Centers". . p. 15950 - 15963. Retrieved 2003.
• 2、 Asha, Radhakrishnan Nandini,Bhuvanesh, Nattamai,Nayagam, Balasingh Ravindran Durai,Sankarganesh, Murugesan. "Synthesis, structural, spectral, antidiabetic, DNA interactions and molecular docking investigations of a piperidine derivative". . . Retrieved 2021/10/26.
• 3、 Dong, Tianyi,Wu, Xiaoju,Cai, Jiali,Huang, Jing. "Asymmetric epoxidation of unfunctionalized olefins with C2-symmetrical diphenol-derived axially coordinated homogeneous chiral bi-Mn(III) salen complexes". . p. 57 - 61. Retrieved 2019/01/19.