1439-36-7 | (Acetylmethylene)triphenylphosphorane

Packsize	Purity	Availability	Price	Discounted Price
10g	98%	in stock	$8.00	$5.00
25g	98%	in stock	$14.00	$10.00
100g	98%	in stock	$22.00	$16.00
500g	98%	in stock	$80.00	$56.00

Description

• Catalog Number: AB42626
• Chemical Name: (Acetylmethylene)triphenylphosphorane
• CAS Number: 1439-36-7
• Molecular Formula: C21H19OP
• Molecular Weight: 318.3487
• MDL Number: MFCD00008774
• SMILES: CC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
• NSC Number: 407394

Computed Properties

• Complexity: 383
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 23
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• XLogP3: 3.6

Upstream Synthesis Route

1-(Triphenylphosphoranylidene)propan-2-one is a versatile compound widely used in chemical synthesis as a powerful α,β-unsaturated carbonyl building block. Due to its unique structure containing a phosphorus ylide moiety, this compound serves as an effective Michael acceptor in various organic reactions. It readily participates in conjugate additions, cycloadditions, and Wittig reactions, enabling the formation of complex molecules with high synthetic efficiency. In addition, 1-(Triphenylphosphoranylidene)propan-2-one can be utilized in the synthesis of pharmaceutical intermediates, natural products, and functional materials, making it an essential tool for modern synthetic chemists aiming to access diverse molecular architectures.

Literature

• Highly substituted tetrahydropyrones from hetero-Diels-Alder reactions of 2-alkenals with stereochemical induction from chiral dienes.

  The Journal of organic chemistry 20050401

• Towards organo-click chemistry: development of organocatalytic multicomponent reactions through combinations of aldol, Wittig, Knoevenagel, Michael, Diels-Alder and Huisgen cycloaddition reactions.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20041025