1,3-Bis(bromomethyl)benzene

Base Information

• Chemical Name: 1,3-Bis(bromomethyl)benzene
• CAS No.: 626-15-3
• Molecular Formula: C8H8Br2
• Molecular Weight: 263.96
• Hs Code.: 29036990
• European Community (EC) Number: 210-931-6
• NSC Number: 28040
• UNII: MTF8V3HX3H
• DSSTox Substance ID: DTXSID9060813
• Nikkaji Number: J134.734I
• Wikidata: Q72444412
• Mol file: 626-15-3.mol

Synonyms:1,3-Bis(bromomethyl)benzene;626-15-3;m-Xylylene dibromide;alpha,alpha'-Dibromo-m-xylene;Benzene, 1,3-bis(bromomethyl)-;m-Bis(bromomethyl)benzene;NSC 28040;CCRIS 1777;m-Xylene, alpha,alpha'-dibromo-;EINECS 210-931-6;MTF8V3HX3H;m-Xylene, .alpha.,.alpha.'-dibromo-;m-.alpha.,.alpha.'-Dibromoxylene;.alpha.,.alpha.'-Dibromo-m-xylene;NSC-28040;m-Xylylene Bromide;1,3-bis-bromomethyl-benzene;a-Bromocaproic acid;NSC28040;MFCD00000178;1,1-Dibromo-m-xylene;UNII-MTF8V3HX3H;1,3-bisbromomethylbenzene;m-Xylene, a,a'-dibromo-;Benzene,3-bis(bromomethyl)-;m-Xylene,.alpha.'-dibromo-;m-(Bromomethyl)benzyl bromide;SCHEMBL348159;1,3-bis(bromomethyl) benzene;alpha,alpha'-Bisbromo-m-xylene;alpha, alpha'-dibromo-m-xylene;1,3-bis-(Bromomethyl)-benzene;DTXSID9060813;alpha,alpha'-Dibromo-1,3-xylene;I+/-,I+/-'-dibromo-m-xylene;alpha , alpha '-Dibromo-m-xylene;CK2030;.alpha.,.alpha.'-m-Xylene dibromide;alpha,alpha'-Dibromo-m-xylene, 97%;.alpha.,.alpha.'-Dibromo-meta-xylene;AKOS001107571;AC-2995;AM85853;CS-W016730;.alpha.,.alpha.'-Dibromo-1,3-xylene;AS-11485;LS-188183;A8656;D0215;FT-0606568;EN300-18932;W-104981;Z96091878;alpha,alpha'-Dibromo-m-xylene, purum, >=95.0% (GC);26-15-3

Chemical Property of 1,3-Bis(bromomethyl)benzene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 74-77 °C(lit.)
• Refractive Index: 1.6113 (estimate)
• Boiling Point: 258.2 °C at 760 mmHg
• Flash Point: 138.1 °C
• PSA: 0.00000
• Density: 1.778 g/cm³
• LogP: 3.47640
• Storage Temp.: Store below +30°C.
• Solubility.: dioxane: 0.1 g/mL, clear, colorless
• Water Solubility.: Insoluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 263.89723
• Heavy Atom Count: 10
• Complexity: 83.3

Purity/Quality:

99% ^*data from raw suppliers

1,3-Bis(bromomethyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)CBr)CBr
• Uses: 1,3-Bis(bromomethyl)benzene has been used in preparation of four novel dinuclear half-titanocenes with meta - and ortho xylene bridges as new metallocenes 1 . It was used in the synthesis of dissymmetrical bis -macrocyclic salt 2 . It is used in preparation of four novel dinuclear half-titanocenes with?meta- and?orthoxylene bridges as new metallocenes. It was used in the synthesis of dissymmetrical bis-macro cyclic salt.

Technology Process of 1,3-Bis(bromomethyl)benzene

There total 13 articles about 1,3-Bis(bromomethyl)benzene 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%

1,3-dimethanol benzene (626-18-6) → 1,3-bis-(bromomethyl)benzene (626-15-3)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; for 0.00555556h; microwave irradiation;

DOI:10.1081/SCC-200026648

Reference yield: 75.0%

m-xylene (108-38-3,104809-90-7) → 1,3-bis-(bromomethyl)benzene (626-15-3)

Guidance literature:

With bromine complex of poly(styrene-co-4-vinylpyridine); dibenzoyl peroxide; In tetrachloromethane; for 24h; Heating;

DOI:10.1021/jo00356a032

Reference yield: 73.0%

m-xylene (108-38-3,104809-90-7) → 1-bromomethyl-3-methyl-benzene (620-13-3) + 1,3-bis-(bromomethyl)benzene (626-15-3)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; In water; at 20 ℃; Irradiation;

DOI:10.1016/j.tetlet.2006.07.109

upstream raw materials:

1,3-dimethanol benzene

carbon tetrabromide

m-xylene

isophthalic aldehyde dihydrazone

Downstream raw materials:

1,3-bis-piperidinomethyl-benzene

2,2'-bis-[1,3]dioxolan-2-yl-1,1'-m-phenylenedimethyl-bis-pyridinium; dibromide

1,3-Bis-<2,2-dicarbethoxy-penten-(4)-yl>-benzol

1,3-Bis-<(2-methyl-hydrazino)-methyl>-benzol

Refernces

• 1、 Robinson, Ken,Easton, Christopher J.,Dulhunty, Angela F.,Casarotto, Marco G.. "Exploiting Peptidomimetics to Synthesize Compounds That Activate Ryanodine Receptor Calcium Release Channels". . p. 1957 - 1971. Retrieved 2018/09/11.
• 2、 Fuchibe, Kohei,Shigeno, Kento,Zhao, Nan,Aihara, Hiromichi,Akisaka, Rikuo,Morikawa, Toshiyuki,Fujita, Takeshi,Yamakawa, Kie,Shimada, Toshihiro,Ichikawa, Junji. "Pinpoint-fluorinated polycyclic aromatic hydrocarbons (F-PAHs): Syntheses of difluorinated subfamily and their properties". . p. 173 - 184. Retrieved 2017/10/23.