2,6-Bis(bromomethyl)naphthalene

Base Information

• Chemical Name: 2,6-Bis(bromomethyl)naphthalene
• CAS No.: 4542-77-2
• Molecular Formula: C12H10Br2
• Molecular Weight: 314.019
• Hs Code.: 2903999090
• European Community (EC) Number: 624-457-6
• DSSTox Substance ID: DTXSID70394761
• Nikkaji Number: J1.718.777E
• Wikidata: Q72444449
• ChEMBL ID: CHEMBL552161
• Mol file: 4542-77-2.mol

Synonyms:2,6-bis(bromomethyl)naphthalene

Chemical Property of 2,6-Bis(bromomethyl)naphthalene

Chemical Property:

• Vapor Pressure: 7.95E-06mmHg at 25°C
• Melting Point: 183-187 °C(lit.)
• Refractive Index: 1.685
• Boiling Point: 386.3 °C at 760 mmHg
• Flash Point: 219.2 °C
• PSA: 0.00000
• Density: 1.72 g/cm³
• LogP: 4.62960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 313.91288
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Bis(bromomethyl)naphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N
• Hazard Codes: C,N
• Statements: 34-50/53
• Safety Statements: 26-36/37/39-45-60-61

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)CBr)C=C1CBr

Technology Process of 2,6-Bis(bromomethyl)naphthalene

There total 5 articles about 2,6-Bis(bromomethyl)naphthalene 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: 100.0%

naphthalene-2,6-dimethanol (5859-93-8) → 2,6-bis(bromomethyl)naphthalene (4542-77-2)

Guidance literature:

With phosphorus tribromide;

DOI:10.1002/hc.1046

Reference yield: 68.0%

2.6-dimethylnaphthalene (581-42-0) → 2,6-bis(bromomethyl)naphthalene (4542-77-2)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; Heating;

DOI:10.1016/S0040-4039(01)80206-9

Reference yield: 11.0%

2.6-dimethylnaphthalene (581-42-0) → 6-methyl-2-(bromomethyl)naphthalene (52988-15-5) + 2,6-bis(bromomethyl)naphthalene (4542-77-2)

Guidance literature:

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

upstream raw materials:

2.6-dimethylnaphthalene

naphthalene-2,6-dimethanol

dimethyl 2,6-naphthalenedicarboxylate

Downstream raw materials:

bis(triphenyl)phosphonium salt from 2,6-bis(bromomethyl)napthalene

Refernces

• 1、 Tsuge, Akihiko,Araki, Tadashi,Noguchi, Yuji,Yasutake, Mikio,Moriguchi, Tetsuji,Sakata, Kazunori. "Preparation and conformational properties of 1,8-bridged fluorenophanes". . p. 603 - 604. Retrieved 1998.
• 2、 Sakyiamah, Maxwell M.,Kobayakawa, Takuya,Fujino, Masayuki,Konno, Makoto,Narumi, Tetsuo,Tanaka, Tomohiro,Nomura, Wataru,Yamamoto, Naoki,Murakami, Tsutomu,Tamamura, Hirokazu. "Design, synthesis and biological evaluation of low molecular weight CXCR4 ligands". supporting information. p. 1130 - 1138. Retrieved 2019/02/16.
• 3、 Zhu, Guang Yuan,Meng, Miao,Tan, Ying Ning,Xiao, Xuan,Liu, Chun Y.. "Electronic Coupling between Two Covalently Bonded Dimolybdenum Units Bridged by a Naphthalene Group". supporting information. p. 6315 - 6322. Retrieved 2016/07/06.