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682713

Sigma-Aldrich

3-Nitrophenylboronic acid L-tartaric acid ester solution

1.0 M in THF

Synonym(s):

2-(3-Nitrophenyl)-1,3,2-dioxaborolane-4R,5R-dicarboxylic acid, L-TarB-NO2

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About This Item

Empirical Formula (Hill Notation):
C10H8BNO8
CAS Number:
Molecular Weight:
280.98
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

form

liquid

optical activity

[α]22/D +9.0°, neat

concentration

1.0 M in THF

refractive index

n20/D 1.4508

density

1.0525 g/mL at 25 °C

SMILES string

OC(=O)[C@@H]1OB(O[C@H]1C(O)=O)c2cccc(c2)[N+]([O-])=O

InChI

1S/C10H8BNO8/c13-9(14)7-8(10(15)16)20-11(19-7)5-2-1-3-6(4-5)12(17)18/h1-4,7-8H,(H,13,14)(H,15,16)/t7-,8-/m1/s1

InChI key

DKYPDMHYDHHGRL-HTQZYQBOSA-N

Application

In conjunction with NaBH4, this Lewis acid reduces prochiral alkyl aryl ketones with excellent enantioselectivity.[1][2]

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-0.0 °F

Flash Point(C)

-17.78 °C


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Kim, J. et al.
Organic Process Research & Development, 10, 949-949 (2006)
Kim, J.; Singaram, B.
Tetrahedron Letters, 47, 3901-3901 (2006)

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