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Butyldi-1-adamantylphosphine

CAS No.
321921-71-5
Chemical Name:
Butyldi-1-adamantylphosphine
Synonyms
CATACXIUM A;cataCXium;Di(1-adamantyl)-n-butylphosphine;bis(adaMantan-1-yl)(butyl)phosphane;Bis(1-adaMantyl)-butyl-phosphane;Bis(adamant-1-yl)(butyl)phosphine;Di(adaMantan-1-yl)(butyl)phosphine;)-n-butyL;Catalyst 1 ,95%;cataCXium(R) A
CBNumber:
CB0165042
Molecular Formula:
C24H39P
Molecular Weight:
358.54
MDL Number:
MFCD05861606
MOL File:
321921-71-5.mol
MSDS File:
SDS
Last updated:2023-08-18 16:53:28

Butyldi-1-adamantylphosphine Properties

Melting point 100°C
Boiling point 449.6±12.0 °C(Predicted)
storage temp. Inert atmosphere,Room Temperature
form Powder
color white to yellow
Sensitive air sensitive
BRN 8726448
InChI InChI=1S/C24H39P/c1-2-3-4-25(23-11-17-5-18(12-23)7-19(6-17)13-23)24-14-20-8-21(15-24)10-22(9-20)16-24/h17-22H,2-16H2,1H3
InChIKey HTJWUNNIRKDDIV-UHFFFAOYSA-N
SMILES P(CCCC)(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2
CAS DataBase Reference 321921-71-5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
Safety Statements  24/25
WGK Germany  3
HS Code  29310095

Butyldi-1-adamantylphosphine price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 671479 Di(1-adamantyl)-n-butylphosphine 95% 321921-71-5 1g $101 2024-03-01 Buy
Sigma-Aldrich 671479 Di(1-adamantyl)-n-butylphosphine 95% 321921-71-5 5g $399 2024-03-01 Buy
Strem Chemicals 15-0483 Butyldi-1-adamantylphosphine, min. 95% [cataCXium(R) A] 321921-71-5 1g $80 2024-03-01 Buy
Strem Chemicals 15-0483 Butyldi-1-adamantylphosphine, min. 95% [cataCXium(R) A] 321921-71-5 5g $320 2024-03-01 Buy
Sigma-Aldrich 671479 cataCXium? A 95% 321921-71-5 50g $2274 2024-03-01 Buy
Product number Packaging Price Buy
671479 1g $101 Buy
671479 5g $399 Buy
15-0483 1g $80 Buy
15-0483 5g $320 Buy
671479 50g $2274 Buy

Butyldi-1-adamantylphosphine Chemical Properties,Uses,Production

Reaction

  1. Ligand for the Pd-catalyzed Suzuki coupling reaction.
  2. Ligand for the Pd-catalyzed formation of α-aryl ketones.
  3. Ligand for the Pd-catalyzed aminations
  4. Ligand for the Pd-catalyzed Heck reaction.
  5. Ligand used for arylation of benzoic acids.
  6. Ligand for the formylation of aryl bromides.
  7. Ni-catalyzed denitrogenative alkyne insertion reactions of triazoles.
  8. Ligand for palladium-catalyzed aminocarbonylation of aryl halides
  9. Palladium-catalyzed direct arylation of oxazole at C-5 with aryl bromides, chlorides, and triflates
  10. Palladium-catalyzed carbonylative sonogashira coupling of aryl bromides.
Reactions of 321921-71-5_1
Reactions of 321921-71-5_2

Physical properties

Butyldi-1-adamantylphosphine is a white to yellow solid with a melting point of 100°C and an estimated boiling point of 449.6±12.0°C. Store at room temperature, it is air sensitive.

Uses

CataCXium A is a catalyst. CataCXium A is an electron-rich phosphine ligand used for palladium catalyzed cross-coupling reactions like Heck and Suzuki coupling reactions.

Uses

suzuki reaction

Uses

cataCXium A or di-adamantylalkylphosphine is a bulky and electron-rich phosphine ligand that is highly effective for palladium catalyzed cross-coupling reactions such as Heck and Suzuki coupling, Buchwald-Hartwig amination of aryl chlorides, and α-arylation reactions of ketones.

Other applications:

  • palladium-catalyzed carbonylation of aryl and heteroaryl halides
  • palladium-catalyzed synthesis of (hetero)aromatic nitriles
  • palladium-catalyzed aminocarbonylation of aryl halides

General Description

Sold in collaboration with Solvias AG

Synthesis

Phosphonium salt (2.2 mmol) was added to a cooled solution (- 78 ??C) of Et3N (4.44 g, 44 mmol) in di-n-butyl ether (20 mL). The reaction mixture was stirred at -78 ??C for 5 h and then allowed to warm gradually to r.t. The solvent was removed under vacuum and the residue was dissolved in degassed EtOH (5 mL). After stirring for 15 min, the solid was filtered off and dried to yield the desired phosphine, which can be further purified by crystallization from EtOH. Butyldi-1-adamantylphosphine, yield 90%.
31P NMR (C6D6)|?: 24.9. Mp 108-110??C. IR (KBr): 3425 (m, br), 2952 (s), 2847 (s), 2847 (s), 2675 (w), 1446 cm-1 (m). 1H NMR (250 MHz, C6D6): |? = 0.96 (3 H, t, 3JH, H = 7.3 Hz, CH3), 1.35-2.03 (36 H, m, adamantyl-30H, butyl-6H). 13C NMR (62 MHz, C6D6): |? = 41.3 (d, 2JC,P = 11.3 Hz, C-2), 37.4 (C-4), 36.1 (d, 1JC,P = 23.5 Hz, C-1), 33.9 (d, 1JC,P = 26.2 Hz, butyl-|á -CH2), 29.1 (d, 3JC,P = 7.6 Hz, C-3), 24.9 (d, 2JC,P = 13.1 Hz, butyl-|? -CH2), 17.1 (d, 3JC,P = 21.6 Hz, butyl-|? -CH2), 14.3 (butyl-CH3). MS (EI, 70 eV): m/z (%) = 358 (M+, 60), 135 (Ad+, 100).Synthesis_321921-71-5

109-65-9
131211-27-3
321921-71-5
Synthesis of Butyldi-1-adamantylphosphine from 1-Bromobutane and DI-1-ADAMANTYLPHOSPHINE
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View Lastest Price from Butyldi-1-adamantylphosphine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Butyldi-1-adamantylphosphine pictures 2023-08-18 Butyldi-1-adamantylphosphine
321921-71-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Bis(adamant-1-yl)(butyl)phosphine pictures 2023-07-27 Bis(adamant-1-yl)(butyl)phosphine
321921-71-5
US $0.00-0.00 / KG 1KG 0.98 500kg XINXIANG RUNYU MATERIAL CO., LTD.
Butyldi-1-adamantylphosphine pictures 2022-11-01 Butyldi-1-adamantylphosphine
321921-71-5
US $0.00-0.00 / KG 1KG 99% 20 mt Hebei Guanlang Biotechnology Co., Ltd.

Butyldi-1-adamantylphosphine Spectrum

BUTYLDI-1-ADAMANTYLPHOSPHINE nbutyl-di(1-adamantyl)phosphine Butyldi-1-adamantylphosphine,min.95%[cataCXiumA] BUTYLDI-1-ADAMANTYLPHOSPHINE [CATACXIUM A] cataCXium(R) A Butyldi-1-adamantylphosphine ,95% Bis(1-AdaMantyl)-n-Butylphosphine Butyldi-1-adamantylphosphine,min. 95% Catalyst 1 ,95% Di(1-adamantyl)-n-butylphosphine 95% Di(1-adamantyl)-n-butylphosphine,95% cataCXium(R) A 95% Di(adamantan-1-yl) Phosphine,butylbis(tricyclo[3.3.1.13,7]dec-1-yl)- Butylbis(tricyclo[3.3.1.13,7]dec-1-yl)phosphine Catalyst 1, 95% Butyldi-1-adamantylphosphine, min. 95% [cataCXium(R) A] Bis(adamant-1-yl)(butyl)phosphine cataCXium A Butyldi(1-adamantanyl)phosphine )-n-butyL 321921-71-5 Butyldi-1-adamantylphosphine CATACXIUM A Di(1-adamantyl)-n-butylphosphine Di(adaMantan-1-yl)(butyl)phosphine Bis(1-adaMantyl)-butyl-phosphane bis(adaMantan-1-yl)(butyl)phosphane Bis(adamant-1-yl)(butyl)phosphine cataCXium utyldi-1-adamantylphosphine 321921-71-5 C24H39P C4H9C10H152P Achiral Phosphine Aryl Phosphine organophosphine ligand