2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 214360-74-4
• Molecular Formula: C13H18BBrO2
• Molecular Weight: 297
• Hs Code.: 2934999090
• European Community (EC) Number: 687-016-7
• DSSTox Substance ID: DTXSID80378335
• Nikkaji Number: J2.927.905E
• Wikidata: Q82167878
• Mol file: 214360-74-4.mol

Synonyms:214360-74-4;2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;(3-Bromomethylphenyl)boronic acid pinacol ester;3-Bromomethylphenylboronic acid, pinacol ester;2-[3-(bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3-(Bromomethyl)phenylboronic acid pinacol ester;1,3,2-DIOXABOROLANE, 2-[3-(BROMOMETHYL)PHENYL]-4,4,5,5-TETRAMETHYL-;MFCD02183481;3-(bromomethyl)phenylboronic pinacol ester;3-Bromomethylphenylboronic acid pinacol ester;3-bromomethylphenyl boronic acid pinacol ester;3-(Bromomethyl)phenylboronic acid, pinacol ester;SCHEMBL3039403;(3-(BROMOMETHYL)PHENYL)BORONIC ACID PINACOL ESTER;DTXSID80378335;WUIYGXGXVOHAFW-UHFFFAOYSA-N;BCP26753;AKOS015842129;AB11493;AM85269;AS-2405;CS-W009968;SY103719;FT-0600753;FT-0643975;EN300-94270;D71321;3-Bromomethylphenylboronic acid pinacol ester, 95%;Z1268451788;2-(3-Bromomethylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;2-[(3-bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolame

Chemical Property of 2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 360.928 °C at 760 mmHg
• Flash Point: 172.084 °C
• PSA: 18.46000
• Density: 1.266 g/cm³
• LogP: 2.88070
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 296.05832
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

98% ^*data from raw suppliers

3-BromomethylphenylboronicAcid,PinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)CBr

Technology Process of 2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about 2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 64.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + (3-(bromomethyl)phenyl)boronic acid (51323-43-4) → 2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane (214360-74-4)

Guidance literature:

In diethyl ether; at 20 ℃;

DOI:10.1021/acs.analchem.7b03681

Reference yield:

4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane (253342-48-2) → 2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane (214360-74-4)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 24h; Heating;

DOI:10.1016/S0960-894X(00)00601-6

Reference yield: 100.0%

pyrrolidine (123-75-1) + 2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane (214360-74-4) → 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)pyrrolidine (884507-45-3)

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; at 50 ℃; for 2h; Inert atmosphere;

upstream raw materials:

4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane

2,3-dimethyl-2,3-butane diol

(3-(bromomethyl)phenyl)boronic acid

Downstream raw materials:

1-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine

N,N-dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine

1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine

4-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-morpholine

Refernces

• 1、 Bortolozzi, Roberta,Gradowski, Sebastian Von,Ihmels, Heiko,Sch?fer, Katy,Viola, Giampietro. "Selective ratiometric detection of H2O2 in water and in living cells with boronobenzo[b]quinolizinium derivatives". supporting information. p. 8242 - 8245. Retrieved 2014/07/21.
• 2、 Howard,Dong, Hui Fang,Oppenheim, Joost J.,Insaf, Shabana,Santhosh, Kalpathy C.,Paul, Gitendra,Cushman, Mark. "Inhibition of RANTES/CCR1-mediated chemotaxis by cosalane and related compounds". . p. 59 - 62. Retrieved 2007/10/03.