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Merck
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주요 문서

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165336

Sigma-Aldrich

Methylboronic acid

97%

동의어(들):

Methaneboronic acid

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크기 선택

1 G
₩145,044
5 G
₩325,409

₩145,044

예상 입고일2025년 4월 14일세부사항

벌크 견적 요청
모든 사진(1)

크기 선택

보기 변경
1 G
₩145,044
5 G
₩325,409

About This Item

Linear Formula:
CH3B(OH)2
CAS Number:
13061-96-6
Molecular Weight:
59.86
Beilstein:
1731087
MDL number:
MFCD00002105
UNSPSC 코드:
12352103
PubChem Substance ID:
24850133
NACRES:
NA.22

₩145,044

예상 입고일2025년 4월 14일세부사항

벌크 견적 요청

분석

97%

양식

solid

mp

91-94 °C (lit.)

SMILES string

CB(O)O

InChI

1S/CH5BO2/c1-2(3)4/h3-4H,1H3

InChI key

KTMKRRPZPWUYKK-UHFFFAOYSA-N

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관련 카테고리

애플리케이션

Methylboronic acid can be used as a reagent:
  • In the palladium-catalyzed Stille and Suzuki-Miyaura cross-couplings.[1][2]
  • In the microwave-heated heterogeneous palladium (Pd)-catalytized reactions.[3]
  • In ruthenium (Ru)-catalyzed silylation reactions[4]
  • To prepare bis(aminotropone) titanium (Ti) catalysts for ethylene polymerizations.[5]
  • In the enantioselective asymmetric bromoaminocyclization and bromoaminocyclization using amino-thiocarbamate catalysts.[6][7]
  • To prepare common building blocks for pharmaceuticals and agrochemicals.[8]
  • To prepare chrysin analogs by Suzuki-Miyaura coupling reactions.[9]
  • To prepare casein kinase I inhibitors.[10]
  • In the divergent C-H functionalizations directed by sulfonamide pharmacophores in drug discovery.[2]
  • In the synthesis of unsymmetrical monosulfides from disulfides via copper-catalyzed coupling with boronic acids.[11]
  • In a palladium-catalyzed coupling with enol tosylates.[12]
  • For derivatizing many carbohydrates and biologically active compounds for GLC analysis.

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves

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시험 성적서(COA)

Lot/Batch Number
0000269323
0000269323
SHBM7877
0000147043

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문서 라이브러리 방문

Rui Ren et al.
Talanta, 205, 120067-120067 (2019-08-28)
2,7-Naphthyridine derivatives were developed as fluorophores for the first time to design two fluorescence probes, AND-DNP and ND-DNP, which can be applied for detecting thiophenol in aqueous media. Comparing with ND-DNP, AND-DNP showed more favorable properties such as lower background
Straightforward and efficient synthesis of 3-benzyloxy-4-bromopicolinate ester and 3-benzyloxy-5-bromopicolinate ester, common building blocks for pharmaceuticals and agrochemicals
Verdelet, T.; et al.
Tetrahedron, 67, 8757-8762 (2011)
Ling Zhou et al.
Journal of the American Chemical Society, 133(24), 9164-9167 (2011-05-05)
A facile and efficient enantioselective bromoaminocyclization of unsaturated sulfonamides has been developed using an amino-thiocarbamate catalyst. A range of enantioenriched pyrrolidines were prepared with up to 99% yield and 99% ee. The corresponding lactams could be obtained through oxidation of
Ruthenium-catalyzed C-H silylation of methylboronic acid using a removable a-directing modifier on the boron atom
Ihara, H.; Ueda, A.; Suginome, M.
Chemistry Letters (Jpn), 40, 916-918 (2011)
Hui-Xiong Dai et al.
Journal of the American Chemical Society, 133(18), 7222-7228 (2011-04-15)
Modern drug discovery is contingent on identifying lead compounds and rapidly synthesizing analogues. The use of a common pharmacophore to direct multiple and divergent C-H functionalizations of lead compounds is a particularly attractive approach. Herein, we demonstrate the viability of
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    1 답변

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1 답변

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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