590-14-7 Usage
Description
1-BROMO-1-PROPENE, also known as 1-Propenyl bromide, is a chemical compound with the molecular formula C3H5Br. It is a clear, colorless to light yellow liquid that serves as a versatile building block in the synthesis of various organic compounds.
Uses
1. Used in Pharmaceutical Synthesis:
1-BROMO-1-PROPENE is used as a building block for the synthesis of pharmaceuticals, specifically in the production of spilanthol, which is a natural compound with potential applications in the pharmaceutical industry.
2. Used in Organic Synthesis:
1-BROMO-1-PROPENE is used as a starting material for the synthesis of various organic reagents, such as methyl but-2-ynoate and 1-iodopropyne. It is also employed in the preparation of intermediates in the total synthesis of complex organic compounds like (+)-aphanamol I and skyllamycins A-C.
3. Used in the Synthesis of Allylated Pyrazoles, Aryl Alkynyl Sulfides, and Allenamides:
1-BROMO-1-PROPENE is used as a reactant in the synthesis of various complex organic molecules, including allylated pyrazoles, aryl alkynyl sulfides, and allenamides, which have potential applications in the chemical and pharmaceutical industries.
4. Used in Chemical Reactions:
Upon treatment with n-BuLi, 1-BROMO-1-PROPENE generates the propynyllithium anion, which can undergo nucleophilic addition reactions. This property makes it a valuable intermediate in various chemical reactions and synthetic pathways.
Synthesis Reference(s)
The Journal of Organic Chemistry, 56, p. 4066, 1991 DOI: 10.1021/jo00012a053
Check Digit Verification of cas no
The CAS Registry Mumber 590-14-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 0 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 590-14:
(5*5)+(4*9)+(3*0)+(2*1)+(1*4)=67
67 % 10 = 7
So 590-14-7 is a valid CAS Registry Number.
InChI:InChI=1/C3H5Br/c1-2-3-4/h2-3H,1H3
590-14-7Relevant articles and documents
Ultrasonically Assisted Decarboxylative Bromination of α,β-Unsaturated Carboxylic Acids under Vilsmeier-Haack Conditions
Kumar, M. Satish,Rajanna,Venkanna,Venkateswarlu,Sudhakar Chary
, p. 642 - 646 (2015/12/26)
An efficient method for decarboxylative bromination of cinnamic acids (α,β-unsaturated carboxylic acids or 3-arylpropenoic acids) was achieved under relatively mild conditions using Vilsmeier-Haack reagent and KBr in acetonitrile media. Vilsmeier-Haack reagent is prepared by using 1:1 ratio of oxychloride (SOCl2 or POCl3) and DMF under chilled condition. Ultrasonically assisted reactions underwent smoothly with highly significant rate enhancements and afforded bromostyrenes as products in very good yields even though the reactions were too sluggish.
Synthesis of hydroxylated hydrocarbons
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Page/Page column 5, (2008/06/13)
Ethylene glycol, other diols, triols, and polyols are made in an efficient manner by reacting dibromides with water in the presence of a metal oxide. An integrated process of dibromide formation, alcohol synthesis, metal oxide regeneration, and bromine recycling is also provided.
