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Merck
CN

417149

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

97%

Synonym(s):

4,4,5,5-Tetramethyl-2-[(propan-2-yl)oxy]-1,3,2-dioxaborolane, Isopropoxy 4,4,5,5-tetramethyl-1,3,2-dioxaborolane, Isopropoxyboronic acid pinacol ester, Isopropyl pinacol borate, Isopropylpinacolylborate

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About This Item

Empirical Formula (Hill Notation):
C9H19BO3
CAS Number:
61676-62-8
Molecular Weight:
186.06
NACRES:
NA.22
PubChem Substance ID:
24866125
UNSPSC Code:
12352103
MDL number:
MFCD00192241

Key Documents

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Product Name

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 97%

InChI

1S/C9H19BO3/c1-7(2)11-10-12-8(3,4)9(5,6)13-10/h7H,1-6H3

SMILES string

CC(C)OB1OC(C)(C)C(C)(C)O1

InChI key

MRWWWZLJWNIEEJ-UHFFFAOYSA-N

assay

97%

form

liquid

refractive index

n20/D 1.409 (lit.)

bp

73 °C/15 mmHg (lit.)

density

0.912 g/mL at 25 °C (lit.)

Quality Level

100

Related Categories

Application

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can be used as a reagent to borylate arenes and to prepare fluorenylborolane.

It can also be used in the synthesis of following intermediates for generating conjugated copolymers:
  • 9,9-Dioctyl-2,7-bis(4,4,5,5-tetramethyl1,3,2-dioxaborolane-2-yl)dibenzosilole.
  • 3,9-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,11-di(1-decylundecyl)indolo[3,2-b]carbazole.
  • 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene.
  • 2,7-Bis(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2′-yl)-N-9′′-heptadecanylcarbazole.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

109.4 °F - closed cup

flash_point_c

43 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBM8873
SHBM9091
SHBM5972
SHBM2092
SHBL2187

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Regioselective halogen-metal exchange reaction of 3-substituted 1, 2-dibromo arenes: The synthesis of 2-substituted 5-bromobenzoic acids
Menzel K, et al.
Synlett, 2006(12), 1948-1952 (2006)
Albertus J Sandee et al.
Journal of the American Chemical Society, 126(22), 7041-7048 (2004-06-04)
We report the synthesis and photophysical study of a series of solution-processible phosphorescent iridium complexes. These comprise bis-cyclometalated iridium units [Ir(ppy)(2)(acac)] or [Ir(btp)(2)(acac)] where ppy is 2-phenylpyridinato, btp is 2-(2'-benzo[b]thienyl)pyridinato, and acac is acetylacetonate. The iridium units are covalently attached
A low?bandgap poly (2, 7?carbazole) derivative for use in high?performance solar cells.
Blouin N, et al.
Advanced Materials, 19(17), 2295-2300 (2007)
Novel red-emitting fluorene-based copolymers.
Hou Q, et al.
Journal of Materials Chemistry, 12(10), 2887-2892 (2002)
A New Poly (2, 7?Dibenzosilole) Derivative in Polymer Solar Cells.
Boudreault P, et al.
Macromolecular Rapid Communications, 28(22), 2176-2179 (2007)
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