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Merck
CN

298425

三丁基硼烷

别名:

TBB, Tributylboron

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线性分子式:
[CH3(CH2)3]3B
化学文摘社编号:
分子量:
182.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352001
EC Number:
204-554-6
MDL number:
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InChI key

CMHHITPYCHHOGT-UHFFFAOYSA-N

InChI

1S/C12H27B/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3

SMILES string

CCCCB(CCCC)CCCC

reaction suitability

reagent type: reductant

bp

109 °C/20 mmHg (lit.)

density

0.747 g/mL at 25 °C (lit.)

Application

Reactant for:
  • Addition reactions for synthesis of phenyltrialkylborate salts
  • Boron-based multicomponent reactions for generation of substituted aziridines, oxazolidines, and pyrrolidines
  • Suzuki-Miyaura cross coupling of halopurines with trialkylboranes for the synthesis of adenosine A2A receptor antagonists
  • Multicomponent C-alkylation reactions with aromatic aldimines
  • One-pot alkylation-boration and electrophilic substitution

Packaging

Supplied in a Sure/Pac cylinder and has a 1/4-turn bronze ball valve with a female 1/4" NPT outlet thread (Z122661) installed. Before using the cylinder, ensure that the valve is closed, then remove carbon steel plug that seals the outlet valve.

Compatible with the following:
For instructions please refer to technical bulletin AL-136: The Aldrich Sure/Pac Cylinder System

Legal Information

Aldrich is a registered trademark of Sigma-Aldrich Co. LLC
Sure/Pac is a trademark of Sigma-Aldrich Co. LLC

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1B

存储类别

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

法规信息

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分析证书(COA)

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Tetrahedron Letters, 33, 3779-3779 (1992)
S M Moerlein et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 44(9), 1213-1218 (1993-09-01)
Because [15O]butanol is the radiopharmaceutical of choice for PET studies of cerebral perfusion and neurological activation, we have developed a microprocessor-controlled radiosynthetic system for the preparation of this radiotracer in up to ten batches at a time. An IBM-compatible minicomputer
Tetrahedron Letters, 35, 7201-7201 (1994)
The Journal of Organic Chemistry, 59, 5530-5530 (1994)
Daisuke Nakayama et al.
The journal of adhesive dentistry, 12(4), 305-310 (2010-02-17)
The purpose of the current study was to evaluate the effect of acidic primers on the bond strength and durability of an acrylic resin luting agent to zirconia. Disk specimens were fabricated from zirconia partially stabilized with yttrium oxide (Katana

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