Butyldi-1-adamantylphosphine

ChemicalBook > CAS DataBase List > Butyldi-1-adamantylphosphine

Butyldi-1-adamantylphosphine

Reaction

Product Name: 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
Formula Weight: 358.54
MOL File: 321921-71-5.mol

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Butyldi-1-adamantylphosphine Property

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

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Safety

Safety Statements: 24/25
WGK Germany: 3
HS Code: 29310095

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 671479
Product name: Di(1-adamantyl)-n-butylphosphine
Purity: 95%
Packaging: 1g
Price: $101
Updated: 2024/03/01

Sigma-Aldrich

Product number: 671479
Product name: Di(1-adamantyl)-n-butylphosphine
Purity: 95%
Packaging: 5g
Price: $399
Updated: 2024/03/01

Strem Chemicals

Product number: 15-0483
Product name: Butyldi-1-adamantylphosphine, min. 95% [cataCXium(R) A]
Packaging: 1g
Price: $80
Updated: 2024/03/01

Strem Chemicals

Product number: 15-0483
Product name: Butyldi-1-adamantylphosphine, min. 95% [cataCXium(R) A]
Packaging: 5g
Price: $320
Updated: 2024/03/01

Sigma-Aldrich

Product number: 671479
Product name: cataCXium? A
Purity: 95%
Packaging: 50g
Price: $2274
Updated: 2024/03/01

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Butyldi-1-adamantylphosphine Chemical Properties,Usage,Production

Reaction

Ligand for the Pd-catalyzed Suzuki coupling reaction.
Ligand for the Pd-catalyzed formation of α-aryl ketones.
Ligand for the Pd-catalyzed aminations
Ligand for the Pd-catalyzed Heck reaction.
Ligand used for arylation of benzoic acids.
Ligand for the formylation of aryl bromides.
Ni-catalyzed denitrogenative alkyne insertion reactions of triazoles.
Ligand for palladium-catalyzed aminocarbonylation of aryl halides
Palladium-catalyzed direct arylation of oxazole at C-5 with aryl bromides, chlorides, and triflates
Palladium-catalyzed carbonylative sonogashira coupling of aryl bromides.

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

suzuki reaction

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

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).

Butyldi-1-adamantylphosphine Preparation Products And Raw materials

Raw materials

Nitrogen Adamantane Ethanol Dibutyl ether Clindamycin palmitate hydrochloride Sodium sulfate 1-Iodobutane Triethylamine Chloroform Aluminum chloride Phosphorus trichloride Tetrahydrofuran Ethyl acetate Lithium Aluminum Hydride Hydrochloric acid

Preparation Products

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View Lastest Price from Butyldi-1-adamantylphosphine manufacturers

XINXIANG RUNYU MATERIAL CO., LTD.

Product: Bis(adamant-1-yl)(butyl)phosphine 321921-71-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 0.98
Supply Ability: 500kg
Release date: 2021-12-02

Hebei Weibang Biotechnology Co., Ltd

Product: Butyldi-1-adamantylphosphine 321921-71-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 mt
Release date: 2024-12-11

Shaanxi Dideu Medichem Co. Ltd

Product: Bis(adamant-1-yl)(butyl)phosphine 321921-71-5
Price: US $1.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 Tons
Release date: 2020-01-14

321921-71-5, Butyldi-1-adamantylphosphineRelated Search:

n-Butyllithium n-Butylboronic acid DI-N-BUTYLMAGNESIUM N-BUTYLMAGNESIUM BROMIDE Butylmagnesium chloride Adamantane Oxalyl chloride BENZYLDI-1-ADAMANTYLPHOSPHINE DI-I-PROPYLPHOSPHINE Diphenyl-2-pyridylphosphine Di(1-adaMantyl)chlorophosphine Glycolic acid CERIUM(III) CHLORIDE Urea Di(1-adamantyl)-n-butylphosphine hydriodide N-(n-Butyl)thiophosphoric triamide Butylamine Heptanoyl chloride

CATACXIUM A

BUTYLDI-1-ADAMANTYLPHOSPHINE

nbutyl-di(1-adamantyl)phosphine

Di(1-adamantyl)-n-butylphosphine

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(adaMantan-1-yl)(butyl)phosphine

Bis(1-adaMantyl)-butyl-phosphane

bis(adaMantan-1-yl)(butyl)phosphane

Di(1-adamantyl)-n-butylphosphine,95%

Catalyst 1, 95%

cataCXium

cataCXium(R) A 95%

Bis(adamant-1-yl)(butyl)phosphine

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

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

utyldi-1-adamantylphosphine

di((3S,5S,7S)-adamantan-1-yl)(butyl)phosphine

321921-71-5

C24H39P

C4H9C10H152P

Achiral Phosphine

Aryl Phosphine

organophosphine ligand