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1-(3-chlorophenyl)-2-propyn-1-one, also known as 3-chlorophenylpropiolate, is an organic compound with the chemical formula C9H5ClO and a molecular weight of 164.59 g/mol. It is a colorless to pale yellow crystalline solid with a melting point of 37-39°C. 1-(3-chlorophenyl)-2-propyn-1-one is characterized by the presence of a 3-chlorophenyl group attached to a propargyl ketone moiety, which consists of a triple-bonded carbon (propargyl) and a carbonyl group. 1-(3-chlorophenyl)-2-propyn-1-one is used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also known for its potential applications in materials science, such as in the production of polymers and specialty chemicals. Due to its reactivity, it is important to handle 1-(3-chlorophenyl)-2-propyn-1-one with care, following appropriate safety protocols.

33899-25-1

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33899-25-1 Usage

Physical state

Yellow liquid

Odor

Strong, pungent

Usage

a. Synthesis of pharmaceuticals
b. Synthesis of agrochemicals
c. Building block for other organic compounds

Reactivity

α,β-Unsaturated ketone

Hazard classification

Moderately hazardous chemical

Precautions

a. Flammability
b. Potential for skin and eye irritation
c. Proper handling and storage required

Check Digit Verification of cas no

The CAS Registry Mumber 33899-25-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,8,9 and 9 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 33899-25:
(7*3)+(6*3)+(5*8)+(4*9)+(3*9)+(2*2)+(1*5)=151
151 % 10 = 1
So 33899-25-1 is a valid CAS Registry Number.

33899-25-1Downstream Products

33899-25-1Relevant academic research and scientific papers

Sc(OTf)3-catalyzed [3 + 2]-cycloaddition of nitrones with ynones

He, Chun-Ting,Han, Xiao-Li,Zhang, Yan-Xue,Du, Zhen-Ting,Si, Chang-Mei,Wei, Bang-Guo

supporting information, p. 457 - 466 (2021/01/29)

An efficient approach to access functionalized (2,3-dihydroisoxazol-4-yl) ketones has been developed by reacting nitrones 4 with ynones 7 or terminal ynones 10 in a one-pot fashion. The reaction went through a formal Sc(OTf)3-catalyzed [3 + 2]-cycloaddition process to generate a number of functionalized (2,3-dihydroisoxazol-4-yl) ketones 11aa-11aw, 11ba-11la and 12aa-12ae in moderate to good yields. This journal is

Oxidation of propargylic alcohols with a 2-quinoxalinol salen copper(II) complex and tert-butyl hydroperoxide

Weerasiri, Kushan C.,Gorden, Anne E. V.

, p. 1546 - 1550 (2013/04/10)

The copper(II) complex of 2-quinoxalinol salen (salqu) is an efficient catalyst for the selective oxidation of propargylic alcohols to yield the corresponding α,β-acetylenic carbonyl compounds when used in combination with the oxidant tert-butyl hydroperoxide (TBHP). Excellent yields (up to 99 %) are achieved for a variety of propargylic alcohols within 1 h of reaction time. The (salqu)copper(II) complex with TBHP can be used with propargylic alcohols that contain alkyl groups in the α-position, which can be difficult to oxidize selectively with other commonly available methods. By using this catalytic protocol, excellent selectivity was also achieved for the oxidation of propargylic alcohols over that of isolated hydroxy groups, triple bonds, or propargylic methylene groups. The 2-quinoxalinol salen copper(II) complex is an efficient catalyst when used with tert-butyl hydroperoxide for the oxidation of propargylic alcohols to yield the corresponding carbonyl compounds. This catalytic system provides excellent selectivity for the reaction with propargylic alcohols, and high yields (up to 99 %) are achieved within 1 h and with 1 mol-% of catalyst loading. Copyright

Palladacycle-catalyzed reaction of bicyclic alkenes with terminal ynones: Regiospecific synthesis of polysubstituted furans

Ge, Guang-Cun,Mo, Dong-Liang,Ding, Chang-Hua,Dai, Li-Xin,Hou, Xue-Long

supporting information, p. 5756 - 5759 (2013/01/15)

A new synthetic strategy to access polysubstituted furans regiospecifically has been developed using simple bicyclic alkenes and terminal ynones as starting materials with palladacycles as unique active catalysts. A rational mechanism has also been proposed. This reaction features mild reaction conditions, easily available starting materials and palladacycle catalysts, a wide substrate scope, and high regiospecificity.

Calcium phosphate-vanadate apatite (CPVAP)-catalyzed aerobic oxidation of propargylic alcohols with molecular oxygen

Maeda, Yasunari,Washitake, Yosuke,Nishimura, Takahiro,Iwai, Keisuke,Yamauchi, Takayoshi,Uemura, Sakae

, p. 9031 - 9036 (2007/10/03)

Calcium phosphate-vanadate apatite (CPVAP) works effectively as a catalyst for the aerobic oxidation of propargylic alcohols to the corresponding carbonyl compounds under an atmospheric pressure of molecular oxygen. Moreover, CPVAP can be readily separated by filtration and reused at least 10 times without appreciable loss of the catalytic activity.

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