1,4-BIS(BROMOMETHYL)NAPHTHALENE

Base Information

• Chemical Name: 1,4-BIS(BROMOMETHYL)NAPHTHALENE
• CAS No.: 58791-49-4
• Molecular Formula: C12H10Br2
• Molecular Weight: 314.019
• Hs Code.: 2903999090
• Mol file: 58791-49-4.mol

Synonyms:1,4-BIS(BROMOMETHYL)NAPHTHALENE;1,4-Bis(bromomethyl)naphtalene;1,4-Bis(bromomethyl)naphthalene (mixture of isomers)

Chemical Property of 1,4-BIS(BROMOMETHYL)NAPHTHALENE

Chemical Property:

• Vapor Pressure: 8.66E-06mmHg at 25°C
• Melting Point: 169.0 to 173.0 °C
• Refractive Index: 1.685
• Boiling Point: 385.1°C at 760 mmHg
• Flash Point: 218.3°C
• PSA: 0.00000
• Density: 1.72g/cm³
• LogP: 4.62960
• Storage Temp.: 2-8°C

Purity/Quality:

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

1,4-Bis(bromomethyl)naphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,4-Bis(bromomethyl)naphthalene is used to prepare poly(acrylic acid) with sialoside side chains as inhibitors of influenza-mediated hemagglutination.

Technology Process of 1,4-BIS(BROMOMETHYL)NAPHTHALENE

There total 18 articles about 1,4-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: 90.0%

1,4-dimethylnaphthalene (571-58-4) → 1,4-bis(bromomethyl)naphthalene (58791-49-4)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In dichloromethane; at 55 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201800283

Reference yield: 82.4%

1,4-dihydroxymethyl naphthalene (57322-45-9) → 1,4-bis(bromomethyl)naphthalene (58791-49-4)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 ℃; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.9b04586

Reference yield: 77.0%

1-(bromomethyl)-4-methylnaphthalene (41791-10-0) → 1,4-bis(bromomethyl)naphthalene (58791-49-4)

Guidance literature:

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

upstream raw materials:

1,4-bis(chloromethyl)naphthalene

1,4-dimethylnaphthalene

1-(bromomethyl)-4-methylnaphthalene

1,4-dihydroxymethyl naphthalene

Downstream raw materials:

1,4-bis-dibromomethyl-naphthalene

2,11-dithia<3.3>(1,4)naphthalenometacyclophane

1,4-naphtho-22-crown-6

naphthalene-1,4-diyldi-acetonitrile

Refernces

• 1、 Mitchell,Carruthers. "". . p. 4331. Retrieved 1975.
• 2、 Liu, Meina,Ucar, Esma,Liu, Ziang,Wang, Lei,Yang, Li,Xu, Jiawei,Wang, Lei. "Anticoagulant activity of singlet oxygen released from a water soluble endoperoxide by thermal cycloreversion". . p. 14513 - 14516. Retrieved 2021/05/19.
• 3、 Ohlendorf, Gabi,Mahler, Christian W.,Jester, Stefan-S.,Schnakenburg, Gregor,Grimme, Stefan,Hoeger, Sigurd. "Highly strained phenylene bicyclophanes". supporting information. p. 12086 - 12090. Retrieved 2013/12/04.