์ฝ˜ํ…์ธ ๋กœ ๊ฑด๋„ˆ๋›ฐ๊ธฐ
Merck
๋ชจ๋“  ์‚ฌ์ง„(1)

์ฃผ์š” ๋ฌธ์„œ

463558

Sigma-Aldrich

2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane

๋™์˜์–ด(๋“ค):

Verkade superbase

๋กœ๊ทธ์ธ์กฐ์ง ๋ฐ ๊ณ„์•ฝ ๊ฐ€๊ฒฉ ๋ณด๊ธฐ


About This Item

์‹คํ—˜์‹(Hill ํ‘œ๊ธฐ๋ฒ•):
C9H21N4P
CAS Number:
Molecular Weight:
216.26
Beilstein:
4970285
MDL number:
UNSPSC ์ฝ”๋“œ:
12352005
PubChem Substance ID:
NACRES:
NA.22

mp

110-115 ยฐC (lit.)

Quality Level

SMILES string

CN1CCN2CCN(C)P1N(C)CC2

InChI

1S/C9H21N4P/c1-10-4-7-13-8-5-11(2)14(10)12(3)6-9-13/h4-9H2,1-3H3

InChI key

PCYSWBQHCWWSFW-UHFFFAOYSA-N

์œ ์‚ฌํ•œ ์ œํ’ˆ์„ ์ฐพ์œผ์‹ญ๋‹ˆ๊นŒ? ๋ฐฉ๋ฌธ ์ œํ’ˆ ๋น„๊ต ์•ˆ๋‚ด

๊ด€๋ จ ์นดํ…Œ๊ณ ๋ฆฌ

์• ํ”Œ๋ฆฌ์ผ€์ด์…˜

2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane is involved as a reactant in:
  • Studies of N-heterocyclic carbene ligand effects on metal hydride bond energies.
  • Synthesis of heterogenous basic catalysts immobilized on SBA-15 silica.
  • Protection / deprotection strategies for diazeniumdiolate chemistry.
  • Encaging of the molecule to study the change in its catalytic ability.
  • C-N coupling reactions.
  • Derivative synthesis used as a promoter for aza and thia-Michael reaction and Strecker reaction.

Reactant involved in:
  • Studies of N-heterocyclic carbene ligand effects on metal hydride bond energies
  • Synthesis of heterogenous basic catalysts immobilized on SBA-15 silica
  • Protection / deprotection strategies for diazeniumdiolate chemistry
  • Encaging of the molecule to study change in its catalytic ability
  • C-N coupling reactions
  • Derivative synthesis used as a promoter for aza and thia-Michael reaction and Strecker reaction

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (ยฐF)

Not applicable

Flash Point (ยฐC)

Not applicable

๊ฐœ์ธ ๋ณดํ˜ธ ์žฅ๋น„

Eyeshields, Gloves, type N95 (US)


๊ฐ€์žฅ ์ตœ์‹  ๋ฒ„์ „ ์ค‘ ํ•˜๋‚˜๋ฅผ ์„ ํƒํ•˜์„ธ์š”:

์‹œํ—˜ ์„ฑ์ ์„œ(COA)

Lot/Batch Number

์ ํ•ฉํ•œ ๋ฒ„์ „์„ ์ฐพ์„ ์ˆ˜ ์—†์œผ์‹ ๊ฐ€์š”?

ํŠน์ • ๋ฒ„์ „์ด ํ•„์š”ํ•œ ๊ฒฝ์šฐ ๋กœํŠธ ๋ฒˆํ˜ธ๋‚˜ ๋ฐฐ์น˜ ๋ฒˆํ˜ธ๋กœ ํŠน์ • ์ธ์ฆ์„œ๋ฅผ ์ฐพ์„ ์ˆ˜ ์žˆ์Šต๋‹ˆ๋‹ค.

์ด ์ œํ’ˆ์„ ์ด๋ฏธ ๊ฐ€์ง€๊ณ  ๊ณ„์‹ญ๋‹ˆ๊นŒ?

๋ฌธ์„œ ๋ผ์ด๋ธŒ๋Ÿฌ๋ฆฌ์—์„œ ์ตœ๊ทผ์— ๊ตฌ๋งคํ•œ ์ œํ’ˆ์— ๋Œ€ํ•œ ๋ฌธ์„œ๋ฅผ ์ฐพ์•„๋ณด์„ธ์š”.

๋ฌธ์„œ ๋ผ์ด๋ธŒ๋Ÿฌ๋ฆฌ ๋ฐฉ๋ฌธ

์ด๋ฏธ ์—ด๋žŒํ•œ ๊ณ ๊ฐ

A new step towards solid base catalysis: azidoproazaphosphatranes immobilized in nanopores of mesoporous silica.
Raytchev P D, et al.
Advanced Synthesis & Catalysis, 353(11?12), 2067-2077 (2011)
Novel protection?deprotection strategies in diazeniumdiolate chemistry: synthesis of V-IPA/NO.
Nandurdikar R S, et al.
Chemical Communications (Cambridge, England), 47(23), 6710-6712 (2011)
Comprehensive Thermochemistry of W?H Bonding in the Metal Hydrides CpW (CO) 2 (IMes) H,[CpW (CO) 2 (IMes) H]?+, and [CpW (CO) 2 (IMes)(H) 2]+. Influence of an N-Heterocyclic Carbene Ligand on Metal Hydride Bond Energies.
Roberts J A, et al.
Journal of the American Chemical Society, 133(37), 14604-14613 (2011)
(t-Bu) 2PN P (i-BuNCH2CH2) 3N: New Efficient Ligand for Palladium-Catalyzed C? N Couplings of Aryl and Heteroaryl Bromides and Chlorides and for Vinyl Bromides at Room Temperature.
Reddy C V, et al.
The Journal of Organic Chemistry, 73(8), 3047-3062 (2008)
Encaging the Verkade?s superbases: thermodynamic and kinetic consequences.
Raytchev P D, et al.
Journal of the American Chemical Society, 133(7), 2157-2159 (2011)

๋ฌธ์„œ

An article on Proazaphosphatranes: Verkadeโ€™s Superbases.

์ž์‚ฌ์˜ ๊ณผํ•™์žํŒ€์€ ์ƒ๋ช… ๊ณผํ•™, ์žฌ๋ฃŒ ๊ณผํ•™, ํ™”ํ•™ ํ•ฉ์„ฑ, ํฌ๋กœ๋งˆํ† ๊ทธ๋ž˜ํ”ผ, ๋ถ„์„ ๋ฐ ๊ธฐํƒ€ ๋งŽ์€ ์˜์—ญ์„ ํฌํ•จํ•œ ๋ชจ๋“  ๊ณผํ•™ ๋ถ„์•ผ์— ๊ฒฝํ—˜์ด ์žˆ์Šต๋‹ˆ๋‹ค..

๊ณ ๊ฐ์ง€์›ํŒ€์œผ๋กœ ์—ฐ๋ฝ๋ฐ”๋ž๋‹ˆ๋‹ค.