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Merck
CN

903965

三甲基硼氧六环

50% THF solution

别名:

2,4,6-Trimethyl-1,3,5,2,4,6-trioxatriborinane, 2,4,6-Trimethylboroxine, Methaneboronic anhydride, Trimethyl-1,3,5,2,4,6-trioxatriborinane

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关于此项目

经验公式(希尔记法):
C3H9B3O3
化学文摘社编号:
分子量:
125.53
UNSPSC Code:
12352103
NACRES:
NA.22
MDL number:
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form

liquid

refractive index

n/D 1.3880

density

0.89962 g/mL

SMILES string

B1(OB(OB(O1)C)C)C

InChI

1S/C3H9B3O3/c1-4-7-5(2)9-6(3)8-4/h1-3H3

InChI key

GBBSAMQTQCPOBF-UHFFFAOYSA-N

Application

Trimethylboroxine (TMB) is a cyclic anhydride of methyl-boronic acid. It can be used as a:
  • Methylating agent for the methylation of various aromatic halides and C(sp3)−H bonds using palladium catalyst.
  • Reagent in the preparation of polymer supported CBS (Corey, Bakshi, and Shibata) catalysts.



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Danger

Hazard Classifications

Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

supp_hazards

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-5.8 °F

flash_point_c

-21 °C

法规信息

危险化学品

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历史批次信息供参考:

分析证书(COA)

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Practical methylation of aryl halides by Suzuki-Miyaura coupling.
Gray M, et al.
Tetrahedron Letters, 41(32), 6237-6240 (2000)
Jacob B Geri et al.
Journal of the American Chemical Society, 139(29), 9811-9814 (2017-07-14)
We present a strategy to rationally prepare CF3- transfer reagents at ambient temperature from HCF3. We demonstrate that a highly reactive CF3- adduct can be synthesized from alkali metal hydride, HCF3, and borazine Lewis acids in quantitative yield at room
Profound Methyl Effects in Drug Discovery and a Call for New C−H Methylation Reactions.
Schoenherr H and Cernak T
Angewandte Chemie (International ed. in English), 52(47), 12256-12267 (2013)