68274-97-5

Basic information

• Product Name: 5-DECYN-1-OL
• Synonyms: 5-DECYN-1-OL;TIMTEC-BB SBB008895;5-Decyne-1-ol;5-Decyn-1-ol 97%;dec-5-yn-1-ol
• CAS NO: 68274-97-5
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 269-529-4
• Product Categories: Alkynes;Internal;Organic Building Blocks
• Mol File: 68274-97-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 1.9°C (estimate)
• Boiling Point: 238 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.861 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: n20/D 1.4610(lit.)
• CAS DataBase Reference: 5-DECYN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-DECYN-1-OL(68274-97-5)
• EPA Substance Registry System: 5-DECYN-1-OL(68274-97-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 68274-97-5(Hazardous Substances Data)

Usage

Uses

5-Decyn-1-ol is used in the synthesis of multi-substituted cyclopropanes. It involved in manufacture of fine chemicals, having applications in electroplating and perfumery industry.

InChI:InChI=1/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-4,7-10H2,1H3

Upstream product

• 61898-56-4 (S)-4-methyltetrahydro-2H-pyran-2-one 
• 109-72-8 n-butyllithium 
• 1352757-62-0 C₇H₁₀Cl₂O 
• 108864-78-4 (S)-5-Hydroxy-3-methyl-pentanoic acid 
• 626-51-7 3-methyl glutaric acid 
• 63473-60-9 (R)-3-methylpentanedioic acid monomethyl ester 
• 19013-37-7 dimethyl 3-methylglutarate 
• 82511-32-8 dec-1-en-5-yne 
• 100419-71-4 oct-3-ynyl 4-methylbenzenesulfonate 
• 17689-03-1 1-hexynyllithium 
• 14916-80-4 oct-3-yn-1-ol 
• 928-90-5 5-hexyl-1-ol 
• 1720-37-2 2-(hex-5-yn-1-yloxy)tetrahydro-2H-pyran 
• 693-02-7 hex-1-yne 

Downstream Products

• 112-30-1 1-Decanol 
• 1258221-53-2 dec-5-yn-1-yl benzoate 
• 473259-27-7 2-pentyl-1-phenylpiperidine-2-carbonitrile 
• 1310563-98-4 C₁₆H₂₃N 
• 1310564-06-7 C₁₆H₂₃N 
• 1310564-07-8 C₁₆H₂₅NO 
• 1310563-92-8 2-pentyl-1-phenyl-2-(trifluoromethyl)piperidine 
• 1310563-91-7 1-benzyl-2-pentyl-2-(trifluoromethyl)piperidine 
• 1310564-02-3 1-tosyl-2-pentylpiperidine-2-carbonitrile 
• 1310563-85-9 1-benzyl-2-pentylpiperidine-2-carbonitrile 
• 1310564-00-1 C₁₇H₂₅NO₂S 
• 1205551-40-1 C₁₇H₂₅N 
• 51652-47-2 (Z)-dec-5-en-1-ol 
• 56578-18-8 (E)-5-decen-1-ol 

Relevant articles and documents

Method for synthesizing sex pheromone of anarsia lineatella

The invention belongs to the technical field of green pesticide synthesis, and discloses a novel method for synthesizing sex pheromone of anarsia lineatella. The method comprises the following steps:with 5-hexyn-1-ol as a raw material, subjecting 5-hexyn-1-ol and1-bromobutane to a nucleophilic substitution reaction in the presence of n-butyllithium and HMPA to generate 5-decyn-1-ol, then performing reduction via lithium aluminum hydride to obtain (E)-5-decen-1-ol, and finally performing an acetylation reaction to obtain (E)-5-decen-1-ol acetate. According to the invention, a triple bond of alkyne is reduced into an E-type double bond by lithium aluminum hydride, so the method has the advantages of simple synthetic route, mild reaction conditions, good environmental compatibility and the like.

A new method for the preparation of non-terminal alkynes: Application to the total syntheses of tulearin A and C

Lactones are known to react with the reagent generated in situ from CCl4 and PPh3 in a Wittig-type fashion to give gem-dichloro-olefin derivatives. Such compounds are now shown to undergo reductive alkylation on treatment with organolithium reagents RLi to furnish acetylene derivatives bearing the substituent R at their termini (R=Me, n-, sec-, tert-alkyl, silyl); the reaction can be catalyzed with either Cu(acac)2 or Fe(acac)3/1,2-diaminobenzene. Two alkynol derivatives prepared in this way from readily accessible lactone precursors served as the key building blocks for the total syntheses of the cytotoxic marine macrolides tulearin A (1) and C (2). The assembly of these fragile targets hinged upon ring closing alkyne metathesis (RCAM) followed by a formal trans-reduction of the resulting cycloalkynes via trans-hydrosilylation/protodesilylation.

Deprotection of benzyl ethers using 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) under photoirradiation

The deprotection of benzyl ethers was effectively realized in the presence of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in MeCN under photoirradiation using a long wavelength UV light.