Skip to Content
Merck
CN
All Photos(3)

Documents

Safety Information

417149

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

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

Quality Level

100

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.)

SMILES string

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

InChI

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

InChI key

MRWWWZLJWNIEEJ-UHFFFAOYSA-N

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

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Indolo [3, 2-b] carbazole-based alternating donor?acceptor copolymers: synthesis, properties and photovoltaic application.
Zhou E, et al.
Journal of Materials Chemistry, 19(41), 7730-7737 (2009)
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)
Ken-Tsung Wong et al.
Organic letters, 8(22), 5029-5032 (2006-10-20)
p-Tolyl-substituted ladder-type oligo(p-phenylene)s containing three, four, and five phenylene rings were readily synthesized. The uniform aryl substitution of these systems allowed us to determine the coplanarity of the pi-conjugated backbones crystallographically. The intramolecular annulations eliminate almost all of the conformational
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service