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16424-56-9

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16424-56-9 Usage

Chemical Properties

Yellowish Oil

Uses

6-Phenyl-5-hexenoic Acid (cas# 16424-56-9) is a compound useful in organic synthesis.

Synthesis Reference(s)

Tetrahedron Letters, 22, p. 4185, 1981 DOI: 10.1016/S0040-4039(01)82099-2

Check Digit Verification of cas no

The CAS Registry Mumber 16424-56-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,4,2 and 4 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 16424-56:
(7*1)+(6*6)+(5*4)+(4*2)+(3*4)+(2*5)+(1*6)=99
99 % 10 = 9
So 16424-56-9 is a valid CAS Registry Number.

16424-56-9Relevant articles and documents

Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids**

Deng, Ruohan,Engle, Keary M.,Fu, Yue,Gao, Yang,Li, Zi-Qi,Liu, Peng,Tran, Van T.

supporting information, p. 23306 - 23312 (2020/10/19)

A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochemical outcome. Markovnikov hydrofunctionalization products are obtained under mild ligand-free conditions, with up to 99 % yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° versus 2°) in the rate- and regioselectivity-determining transmetalation transition state.

Rhodium-catalyzed asymmetric hydroboration of γ,δ-unsaturated amide derivatives: δ-borylated amides

Hoang,Zhang,Takacs

supporting information, p. 4838 - 4841 (2018/05/23)

γ,δ-Unsaturated amides in which the alkene moiety bears an aryl or heteroaryl substituent undergo regioselective rhodium-catalyzed δ-borylation by pinacolborane to afford chiral secondary benzylic boronic esters. The results contrast the γ-borylation of γ,δ-unsaturated amides in which the disubstituted alkene moiety bears only alkyl substituents; the reversal in regiochemistry is coupled with a reversal in the sense of π-facial selectivity.

Safe and reliable synthesis of diazoketones and quinoxalines in a continuous flow reactor

Martin, Laetitia J.,Marzinzik, Andreas L.,Ley, Steven V.,Baxendale, Ian R.

supporting information; experimental part, p. 320 - 323 (2011/03/23)

A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases an efficient in-line purification using supported scavengers with time-saving and safety benefits and in particular a reduction in the operator's exposure to carcinogenic phenylenediamines.

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