1720-38-3 Usage
Description
1,9-Decadiyne is a clear yellow liquid that is utilized in various chemical reactions and synthesis processes due to its unique properties as a nucleophile. It is an alkyne compound with a carbon-carbon triple bond, which allows it to participate in various chemical reactions, making it a versatile building block in organic chemistry.
Uses
Used in Organic Synthesis:
1,9-Decadiyne is used as a nucleophile for the one-step synthesis of carbametacyclophane 3 from diethyl acetylenedicarboxylate. Its selective monoalkynylation property is advantageous, as it is difficult to achieve with a catalytic in situ metalation process.
Used in Sonogashira Coupling:
In the field of organic chemistry, 1,9-Decadiyne is used as a reactant in the Sonogashira coupling process, which is a cross-coupling reaction between an aryl or vinyl halide and an acetylene. When reacted with excess iodobenzene, it affords the bis-Sonogashira coupling product in excellent yield.
Used in Industrial Chemical Production:
1,9-Decadiyne is used as a starting material for the production of various industrial chemicals. For instance, when dihydrated, it gives 2,9-decanedione in a 92% yield, which can be further utilized in the synthesis of other valuable compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 1720-38-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,2 and 0 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1720-38:
(6*1)+(5*7)+(4*2)+(3*0)+(2*3)+(1*8)=63
63 % 10 = 3
So 1720-38-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H14/c1-3-5-7-9-10-8-6-4-2/h1-2H,5-10H2
1720-38-3Relevant articles and documents
Cyclic Diynes by Alkyne Metathesis
Hellbach, Bjoern,Gleiter, Rolf,Rominger, Frank
, p. 2535 - 2541 (2003)
The preparation of α,ω-diynes with methyl groups at the termini (11a-i) is described. The methylene groups between the alkyne units vary between n = 12 (a) and n = 4 (i). Ring closing metathesis with Mo(CO) 6/CF3C6H4OH yielded the monocyclic alkyne 12a with 11a as starting material, whereas 11b-g yielded the cyclic diynes 13b-g. Detailed structural parameters were obtained for 13b and 13c by X-ray crystallography.
Intramolecular cyclohexadienone annulations of fischer carbene complexes: Model studies for the synthesis of phomactins
Huang, Jie,Wang, Huan,Wu, Chunrui,Wulff, William D.
, p. 2799 - 2802 (2008/02/05)
The intramolecular cyclohexadienone annulation of chromium carbene complexes is examined as a method to provide general access to the Phomactin family of natural products. The importance of the stereochemistry of the carbene complex and the number of carbons in the tether connecting the carbene complex and the alkyne are probed. Additionally, the degree of the 1,4-asymmetric induction is examined.
