Reaction
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AlPhos

Reaction
Product Name
AlPhos
CAS No.
1805783-60-1
Chemical Name
AlPhos
Synonyms
6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl;3',1''-terphenyl]-2-yl]bis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine;6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl,AlPhos;[4''-Butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1';2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biph;6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl)phenyl]phenyl}diadamantylphosphine,98%;6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, 98%;6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, AlPhos;2-(Diadamantylphosphino)-3-methoxy-2',4',6'-tri-i-propyl-3'-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1'-biphenyl;2-(DIADAMANTYLPHOSPHINO)-3-METHOXY-2,4,6-TRI-I-PROPYL-3-(2,3,5,6-TETRAFLUORO-4-BUTYLPHENYL)-1,1-BIPHENYLALPHOS
CBNumber
CB73139858
Molecular Formula
C52H67F4OP
Formula Weight
815.06
MOL File
1805783-60-1.mol
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AlPhos Property

Melting point:
218-223 °C
storage temp. 
-20°C
form 
Powder
color 
white to yellow
Sensitive 
air sensitive
InChI
InChI=1S/C52H67F4OP/c1-9-10-12-38-46(53)48(55)45(49(56)47(38)54)44-40(29(4)5)21-39(28(2)3)43(42(44)30(6)7)37-13-11-14-41(57-8)50(37)58(51-22-31-15-32(23-51)17-33(16-31)24-51)52-25-34-18-35(26-52)20-36(19-34)27-52/h11,13-14,21,28-36H,9-10,12,15-20,22-27H2,1-8H3
InChIKey
ALWIRDZSIXWCBO-UHFFFAOYSA-N
SMILES
P(C1=C(OC)C=CC=C1C1=C(C(C)C)C=C(C(C)C)C(C2=C(F)C(F)=C(CCCC)C(F)=C2F)=C1C(C)C)(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
799718
Product name
AlPhos
Packaging
100MG
Price
$167
Updated
2023/06/20
Strem Chemicals
Product number
15-2065
Product name
2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biphenyl AlPhos
Packaging
100mg
Price
$114
Updated
2024/03/01
Strem Chemicals
Product number
15-2065
Product name
2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biphenyl AlPhos
Packaging
500mg
Price
$453
Updated
2024/03/01
Strem Chemicals
Product number
15-2065
Product name
2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biphenyl AlPhos
Packaging
2g
Price
$1358
Updated
2024/03/01
Arctom
Product number
AS678675
Product name
6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl)phenyl]phenyl}diadamantylphosphine
Packaging
250mg
Price
$473
Updated
2021/12/16
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AlPhos Chemical Properties,Usage,Production

Reaction

  1. Ligand for the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides
  2. Ligand for the Palladium-Catalyzed Fluorination of Aryl Triflates and Bromides

Uses

AlPhos is used in the selective arylation of aminophenylalanine in unprotected peptides with organometallic palladium reagents.

General Description

AlPhos is a versatile, highly efficient ligand used extensively in various important organic transformations. Recognized for its unique structure and attributes, AlPhos serves as an impressive catalyst that enables several key synthetic processes. It is primarily used in the following coupling reactions: Buchwald-Hartwig cross coupling, Suzuki-Miyaura coupling, Stille coupling, Sonogashira coupling, Negishi coupling, Heck coupling, Hiyama coupling reaction. With its remarkable performance across these reactions, AlPhos represents an invaluable tool in preparing and producing pharmaceuticals, agrochemicals, and polymers.

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Cross Couplings

AlPhos Preparation Products And Raw materials

Raw materials

Preparation Products

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AlPhos Suppliers

Protheragen-ING
Tel
+16313385890
Email
info@protheragen-ing.com
Country
United States
ProdList
3868
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
52924
Advantage
58
Strem Chemicals, Inc.
Tel
--
Fax
--
Email
info@strem.com
Country
United States
ProdList
4910
Advantage
86

1805783-60-1, AlPhosRelated Search:


  • [4''-Butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1':3',1''-terphenyl]-2-yl]bis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, 98% AlPhos
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, 98%
  • 2-(DIADAMANTYLPHOSPHINO)-3-METHOXY-2,4,6-TRI-I-PROPYL-3-(2,3,5,6-TETRAFLUORO-4-BUTYLPHENYL)-1,1-BIPHENYLALPHOS
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, AlPhos
  • [4''-Butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1'
  • 3',1''-terphenyl]-2-yl]bis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine
  • bis(1-adamantyl)-[2-[3-(4-butyl-2,3,5,6-tetrafluorophenyl)-2,4,6-tri(propan-2-yl)phenyl]-6-methoxyphenyl]phosphane
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl
  • Phosphine, [4''-butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1':3',1''-terphenyl]-2-yl]bis(tricyclo[3.3.1.13,7]dec-1-yl)-
  • 2-(Diadamantylphosphino)-3-methoxy-2',4',6'-tri-i-propyl-3'-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1'-biphenyl
  • 2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biph
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl,AlPhos
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl)phenyl]phenyl}diadamantylphosphine,98%
  • [4''-Butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1':3',1''-terphenyl]-2-yl]bis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine
  • 1805783-60-1
  • C52H67F4OP
  • Buchwald Ligands Series
  • Buchwald Ligands&Precatalysts
  • Achiral Phosphine
  • Aryl Phosphine