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1-(4-tert-butylphenyl)-2-propyn-1-ol, also known as 4-t-butylphenylacetylene, is a chemical compound characterized by its molecular formula C14H18O. This colorless liquid exhibits solubility in organic solvents and emits a faint, aromatic odor. It is recognized for its versatile applications across various industries due to its unique chemical properties.

86604-02-6

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86604-02-6 Usage

Uses

Used in Pharmaceutical Synthesis:
1-(4-tert-butylphenyl)-2-propyn-1-ol is utilized as a fundamental building block in the creation of pharmaceuticals. Its chemical structure allows for the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Production:
In the agrochemical industry, 1-(4-t-butylphenyl)-2-propyn-1-ol serves as a key component in the synthesis of various products, contributing to the development of innovative solutions for agricultural challenges.
Used in Specialty Chemicals:
1-(4-tert-butylphenyl)-2-propyn-1-ol is also employed in the production of specialty chemicals, where its unique properties are harnessed to create tailored chemical products for specific applications.
Used as a Stabilizer in PVC:
1-(4-t-butylphenyl)-2-propyn-1-ol is used as a stabilizer for polyvinyl chloride (PVC), enhancing the material's performance and durability in various applications, such as pipes, profiles, and films.
Used as a Corrosion Inhibitor:
In industrial applications, 1-(4-tert-butylphenyl)-2-propyn-1-ol functions as a corrosion inhibitor, protecting materials from the damaging effects of corrosion and extending their service life.
Used as a Reagent in Organic Chemistry:
1-(4-t-butylphenyl)-2-propyn-1-ol is also used as a reagent in organic chemistry reactions, particularly in the formation of carbon-carbon and carbon-oxygen bonds, facilitating the synthesis of complex organic molecules.
It is crucial to handle 1-(4-t-butylphenyl)-2-propyn-1-ol with care, as it can cause irritation to the skin, eyes, and respiratory system upon exposure. Proper safety measures should be taken to minimize the risk of adverse effects.

Check Digit Verification of cas no

The CAS Registry Mumber 86604-02-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,6,6,0 and 4 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 86604-02:
(7*8)+(6*6)+(5*6)+(4*0)+(3*4)+(2*0)+(1*2)=136
136 % 10 = 6
So 86604-02-6 is a valid CAS Registry Number.

86604-02-6Relevant academic research and scientific papers

Aromatic furan derivative with saturated alkane side chain structure, and preparation method thereof

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Paragraph 0014-0017, (2021/03/13)

The invention discloses an aromatic furan derivative with a saturated alkane side chain structure, and a preparation method thereof, and specifically relates to a novel derivative as shown in a general formula (I) and a preparation method thereof, wherein the substituents in the general formula (I) are the same as the definitions in the specification. According to the invention, stability experiments prove that the compound with the saturated side chain has obvious stability advantages compared with the analogue with the unsaturated side chain, so that the compound has better patent medicine performance.

Gold-Catalyzed Iminations of Terminal Propargyl Alcohols with Anthranils with Atypical Chemoselectivity for C(1)-Additions and 1,2-Carbon Migration

Skaria, Manisha,More, Sayaji Arjun,Kuo, Tung-Chun,Cheng, Mu-Jeng,Liu, Rai-Shung

supporting information, p. 3600 - 3608 (2020/03/04)

This work reports gold-catalyzed iminations of terminal propargyl alcohols with anthranils or isoxazoles to yield E-configured α-amino-2-en-1-ones and -1-als with complete chemoselectivity. These catalytic iminations occur exclusively with C(1)-nucleophilic additions on terminal alkynes, in contrast to a typical C(2)-route. For 3,3-dialkylprop-1-yn-3-ols, a methyl substituent is superior to long alkyl chains as the 1,2-migration groups toward α-imino gold carbenes. For secondary prop-1-yn-3-ols, phenyl, vinyl, and cyclopropyl substituents are better than hydrogen as the migrating groups, obviating typical gold carbene reactions. DFT calculations have been performed to rationalize the observed C(1)-regioselectivity and the preferable cyclopropyl migration based on gold carbene pathways.

Phosphorous acid promoted isomerization of propargyl alcohols to α,β-unsaturated carbonyl compounds

Gan, Xiaotang,Fu, Zuqi,Liu,Yan, Yani,Chen, Chao,Zhou, Yongbo,Dong, Jianyu

supporting information, (2019/07/12)

A metal-free and two-phase protocol for the Meyer-Schuster isomerization of propargyl alcohols to the corresponding α,β-unsaturated carbonyl compounds has been achieved in the presence of stoichiometric phosphorous acid aqueous solution, which produces the desired products in high yields with excellent stereoselectivity. Compared with the traditional methods, the procedure features broad scope of the substrates, mild conditions, and easy separation, providing an appealing alternative to the Meyer-Schuster reaction.

Gem-Digold Acetylide Complexes for Catalytic Intermolecular [4 + 2] Cycloaddition: Having Two Gold Centers Is Better for Asymmetric Catalysis

Nanko, Masaki,Shibuya, Satoru,Inaba, Yuya,Ono, Soichiro,Ito, Shigekazu,Mikami, Koichi

supporting information, p. 7353 - 7357 (2018/10/15)

Gold(I)-catalyzed highly enantioselective intermolecular [4 + 2] cycloaddition is shown with ynones and cyclohexadiene. Various bicyclo[2.2.2]octadiene derivatives are produced in high yields (up to 99%) with good enantioselectivity (up to 96% ee). Key to the success is generation of the gem-digold terminal alkyne as a catalytic on-cycle species. As proof of the gem-digold catalysis, a positive nonlinear effect is clarified between the ee's of the ligand and the cycloadduct.

MACROCYCLIC BROAD SPECTRUM ANTIBIOTICS

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Paragraph 00954, (2018/09/12)

Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of bacterial type 1 signal peptidase (SpsB), an essential protein in bacteria. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.

Well-Defined Chiral Gold(III) Complex Catalyzed Direct Enantioconvergent Kinetic Resolution of 1,5-Enynes

Bohan, Patrick T.,Dean Toste

supporting information, p. 11016 - 11019 (2017/08/22)

The development of a gold(III) catalyzed direct enantioconvergent 1,5-enyne cycloisomerization and kinetic resolution reaction is described. The transformation results in highly enantioenriched bicyclo[3.1.0]hexenes at all levels of conversion, with no racemization or symmetrization taking place during the course of the reaction, and simultaneously affords optically enriched 1,5-enynes. This report marks the first highly enantioselective transformation catalyzed by a well-defined cationic gold(III) catalyst and demonstrates the unique potential of gold(III) complexes in enantioselective catalysis.

One-Pot Cannizzaro Cascade Synthesis of ortho-Fused Cycloocta-2,5-dien-1-ones from 2-Bromo(hetero)aryl Aldehydes

Burroughs, Laurence,Eccleshare, Lee,Ritchie, John,Kulkarni, Omkar,Lygo, Barry,Woodward, Simon,Lewis, William

supporting information, p. 10648 - 10651 (2015/09/02)

An intramolecular Cannizzaro-type hydride transfer to an in situ prepared allene enables the synthesis of ortho-fused 4-substituted cycloocta-2,5-dien-1-ones with unprecedented technical ease for an eight-ring carboannulation. Various derivatives could be obtained from commercially available (hetero)aryl aldehydes, trimethylsilylacetylene, and simple propargyl chlorides in good yields. A cascade process that is triggered by an intramolecular Cannizzaro-type hydride transfer to an in situ prepared allene leads to the formation of 4-substituted cycloocta-2,5-dien-1-ones. Various derivatives could be obtained from commercially available (hetero)aryl aldehydes, trimethylsilylacetylene, and simple propargyl chlorides in good yields.

Bronsted acid mediated nitrogenation of propargylic alcohols: An efficient approach to alkenyl nitriles

Huang, Xiaoqiang,Jiao, Ning

supporting information, p. 4324 - 4328 (2014/06/23)

A novel and efficient approach to alkenyl nitriles from readily available propargylic alcohols has been developed. This nitrogenation reaction is transition-metal-free and could be conducted under air at ambient temperature, which makes this protocol promising and practical. Moreover, NH4Br is disclosed as an efficient additive to promote the stereoselectivity of this reaction. the Partner Organisations 2014.

Trifluoromethylation of propargylic halides and trifluoroacetates using (Ph3P)3Cu(CF3) reagent

Zhao, Tony S. N.,Szabó, Kálmán J.

supporting information; experimental part, p. 3966 - 3969 (2012/09/22)

A copper-mediated trifluoromethylation of propargylic halides and trifluoroacetates was performed with high allenyl or propargyl selectivity. The reaction proceeds smoothly with aliphatic and aromatic substituents bearing either electron-withdrawing or -s

Nematicidal pyrazoles

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, (2008/06/13)

Novel pyrazoles of formula (1) wherein R1 represents halogen, C1-6 alkyl, C1-5 haloalkyl, C2-6 alkoxy, C1-4 alkylthio, C2-5 alkenyloxy, C3-5 alkynyloxy, C2-6 (total carbon number) alkoxyalkyl, C2-6 (total carbon number) alkylthioalkyl, C1-5 haloalkoxy, C2-6 (total carbon number) alkoxyalkoxy, hydroxy or optionally substituted phenyl, R2 represents hydrogen, halogen, C1-5 alkyl, C2-6 (total carbon number) alkoxyalkyl, C2-6 (total carbon number) alkylthioalkyl, C2-6 (total carbon number) alkylsulfinylalkyl, C2-6 (total carbon number alkylsulfonylalkyl or C1-5 haloalkyl, R3 represents hydrogen, C1-5 alkyl, —COR4, COOR5, CH(OR6)2 or CH2Si(R7)3, R4 represents C1-10 alkyl, C1-6 haloalkyl, C2-6 alkenyl, optionally substituted C3-6 cycloalkyl, C2-6 (total carbon number) alkoxyalkyl, C2-6 (total carbon number alkylthioalkyl, optionally substituted phenyl, C1-6 haloalkyl, alkylamino, di-(C1-6 alkyl)amino or optionally substituted phenylamino, R5 represents C1-7 alkyl, R6 and R7 represent C1-6 alkyl, and n is 1, 2 or 3, and when n is 2 or 3, the corresponding number (n) of R1 radicals may be the same or different, processes for preparing these compounds and their use as nematicides and anthelmintics.

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