์ฝ˜ํ…์ธ ๋กœ ๊ฑด๋„ˆ๋›ฐ๊ธฐ
Merck
๋ชจ๋“  ์‚ฌ์ง„(1)

๋ฌธ์„œ

680249

Sigma-Aldrich

trans-2-Chloromethylvinylboronic acid pinacol ester

97%

๋™์˜์–ด(๋“ค):

(E)-2-(3-Chloro-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, E-2-Chloromethylvinylboronic acid pinacol ester

๋กœ๊ทธ์ธ์กฐ์ง ๋ฐ ๊ณ„์•ฝ ๊ฐ€๊ฒฉ ๋ณด๊ธฐ


About This Item

์‹คํ—˜์‹(Hill ํ‘œ๊ธฐ๋ฒ•):
C9H16BClO2
CAS Number:
Molecular Weight:
202.49
MDL number:
UNSPSC ์ฝ”๋“œ:
12352103
PubChem Substance ID:
NACRES:
NA.22

๋ถ„์„

97%

refractive index

n20/D 1.4603

bp

57-62 ยฐC/0.3-0.4 mmHg

density

1.028 g/mL at 25 ยฐC

SMILES string

CC1(C)OB(OC1(C)C)\C=C\CCl

InChI

1S/C9H16BClO2/c1-8(2)9(3,4)13-10(12-8)6-5-7-11/h5-6H,7H2,1-4H3/b6-5+

InChI key

HLBDNUSUVDDICF-AATRIKPKSA-N

๊ด€๋ จ ์นดํ…Œ๊ณ ๋ฆฌ

์• ํ”Œ๋ฆฌ์ผ€์ด์…˜

trans-2-Chloromethylvinylboronic acid pinacol ester is a common reactant of Suzuki coupling reaction. It can be used to prepare:
  • Readout reagent that helps in providing qualitative and quantitative readouts in enzyme biomarker detection assays.
  • Boronated enynes, which on Au(I) catalyzed cycloisomerization yield various dienyl boronates.
  • ฮฑ-Methyl-substituted boronates for the allylation of ketones to yield homoallylic tertiary alcohols.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (ยฐF)

212.0 ยฐF - closed cup

Flash Point (ยฐC)

100 ยฐC - closed cup

๊ฐœ์ธ ๋ณดํ˜ธ ์žฅ๋น„

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


์‹œํ—˜ ์„ฑ์ ์„œ(COA)

์ œํ’ˆ์˜ ๋กœํŠธ/๋ฐฐ์น˜ ๋ฒˆํ˜ธ๋ฅผ ์ž…๋ ฅํ•˜์—ฌ ์‹œํ—˜ ์„ฑ์ ์„œ(COA)์„ ๊ฒ€์ƒ‰ํ•˜์‹ญ์‹œ์˜ค. ๋กœํŠธ ๋ฐ ๋ฐฐ์น˜ ๋ฒˆํ˜ธ๋Š” ์ œํ’ˆ ๋ผ๋ฒจ์— ์žˆ๋Š” โ€˜๋กœํŠธโ€™ ๋˜๋Š” โ€˜๋ฐฐ์น˜โ€™๋ผ๋Š” ์šฉ์–ด ๋’ค์—์„œ ์ฐพ์„ ์ˆ˜ ์žˆ์Šต๋‹ˆ๋‹ค.

์ด ์ œํ’ˆ์„ ์ด๋ฏธ ๊ฐ€์ง€๊ณ  ๊ณ„์‹ญ๋‹ˆ๊นŒ?

๋ฌธ์„œ ๋ผ์ด๋ธŒ๋Ÿฌ๋ฆฌ์—์„œ ์ตœ๊ทผ์— ๊ตฌ๋งคํ•œ ์ œํ’ˆ์— ๋Œ€ํ•œ ๋ฌธ์„œ๋ฅผ ์ฐพ์•„๋ณด์„ธ์š”.

๋ฌธ์„œ ๋ผ์ด๋ธŒ๋Ÿฌ๋ฆฌ ๋ฐฉ๋ฌธ

Design, synthesis, and characterization of small-molecule reagents that cooperatively provide dual readouts for triaging and, when necessary, quantifying point-of-need enzyme assays
Brooks AD, et al.
The Journal of Organic Chemistry, 80(21), 10437-10445 (2015)
Mild and general zinc-alkoxide-catalyzed allylations of ketones with allyl pinacol boronates
Fandrick KR, et al.
Organic Letters, 12(17), 3748-3751 (2010)
Gold-catalyzed cycloisomerization reactions of boronated enynes
Lee JCH and Hall DG
Tetrahedron Letters, 52(2), 321-324 (2011)

์ž์‚ฌ์˜ ๊ณผํ•™์žํŒ€์€ ์ƒ๋ช… ๊ณผํ•™, ์žฌ๋ฃŒ ๊ณผํ•™, ํ™”ํ•™ ํ•ฉ์„ฑ, ํฌ๋กœ๋งˆํ† ๊ทธ๋ž˜ํ”ผ, ๋ถ„์„ ๋ฐ ๊ธฐํƒ€ ๋งŽ์€ ์˜์—ญ์„ ํฌํ•จํ•œ ๋ชจ๋“  ๊ณผํ•™ ๋ถ„์•ผ์— ๊ฒฝํ—˜์ด ์žˆ์Šต๋‹ˆ๋‹ค..

๊ณ ๊ฐ์ง€์›ํŒ€์œผ๋กœ ์—ฐ๋ฝ๋ฐ”๋ž๋‹ˆ๋‹ค.