105-31-7

Basic information

• Product Name: 1-HEXYN-3-OL
• Synonyms: 1-Propylpropargyl alcohol;1-propylpropargylalcohol;3-Hydroxy-1-hexyne;Propylethinylcarbinol;3-Hydroxyhexyne;1-HEXYN-3-OL;1-HEXYNE-3-OL;Hexynol
• CAS NO: 105-31-7
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.14
• EINECS: 203-286-7
• Product Categories: Acetylenes;Acetylenic Alcohols & Their Derivatives;Alkynes;Organic Building Blocks;Terminal
• Mol File: 105-31-7.mol
• Article Data: 28

Chemical Properties

• Melting Point: -80°C
• Boiling Point: 118 °C
• Flash Point: 117 °F
• Appearance: /
• Density: 0.873 g/mL at 25 °C
• Vapor Pressure: 2.54mmHg at 25°C
• Refractive Index: n20/D 1.431
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.28±0.20(Predicted)
• BRN: 1739419
• CAS DataBase Reference: 1-HEXYN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-HEXYN-3-OL(105-31-7)
• EPA Substance Registry System: 1-HEXYN-3-OL(105-31-7)

Safety Data

• Hazard Codes: T+
• Statements: 10-25-27-41
• Safety Statements: 26-28-36/37/39-45
• RIDADR: UN 2929 6.1/PG 1
• WGK Germany: 3
• RTECS: MR0181000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 105-31-7(Hazardous Substances Data)

Usage

Chemical Properties

Light-yellow liquid; strong odor. Slightly soluble in water; miscible with most hydrocarbons, chlorinated solvents, ketones, alcohols, and glycols.

Uses

Different sources of media describe the Uses of 105-31-7 differently. You can refer to the following data:
1. 1-Hexyn-3-ol may be used in the synthesis of racemic 3-hydroxy-2-hexanone. It may also be used in the preparation of 1,2,3-triazoles.
2. Corrosion inhibitor against mineral acids, hightemperature oil-well-acidizing inhibitor.

General Description

1-Hexyn-3-ol is a terminal propargylic alcohol. It undergoes microwave-accelerated coupling-isomerization reaction (MACIR) with (hetero)aryl halides to afford the corresponding enone.

Hazard

Toxic by ingestion and inhalation, absorbed by skin. Probably flammable.

InChI:InChI=1/C6H10O/c1-3-5-6(7)4-2/h2,6-7H,3,5H2,1H3/t6-/m0/s1

Upstream product

• 100312-92-3 C₆H₉⁽³⁾HO 
• 17889-42-8 1-(trimethylsilyl)-1-hexyn-3-ol 
• 689-00-9 hex-1-yn-3-one 
• 7446-08-4 selenium(IV) oxide 
• 64-17-5 ethanol 
• 693-02-7 hex-1-yne 
• 624-67-9 Propargylic aldehyde 
• 927-77-5 n-propylmagnesium bromide 
• 108-22-5 Isopropenyl acetate 
• 122-79-2 Phenyl acetate 
• 108-05-4 vinyl acetate 
• 141-78-6 ethyl acetate 
• 1384108-75-1 C₆H₉O₄S^(1-)*Na⁽¹⁺⁾ 
• 1384108-53-5 C₆H₉O₄S^(1-)*Na⁽¹⁺⁾ 

Downstream Products

• 56438-75-6 3-benzoyloxy-1-hexyne 
• 13336-83-9 <3-Propyl-allenyl-(1)>-phenyl-phosphinsaeure--ester 
• 93872-24-3 hexa-1,2-dien-1-yl diphenyl phosphine oxide 
• 74215-11-5 inden-1,2-diol 
• 821-74-9 (Sa)-nona-4,5-diene 
• 421576-55-8 ((hex-1-yn-3-yloxy)methyl)benzene 
• 105-31-7 (S)-(-)-1-hexyn-3-ol 
• 105-31-7 (3R)-hex-1-yn-3-ol 
• 1000786-12-8 (S)-(-)-3-acetoxy-1-hexyne 
• 1384108-75-1 C₆H₉O₄S^(1-)*Na⁽¹⁺⁾ 
• 1532515-87-9 hex-1-yn-3-yl 4-methylbenzoate 
• 1070-40-2 dec-5-yne-4,7-diol 
• 51839-90-8 dodeca-5,7-diyne-4,9-diol 
• 886-66-8 1,4-diphenyl-1,3-butadiyne 

Relevant articles and documents

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Synthesis of polysubstituted stereodefined olefins via the reactivity of sp2 organo-gem-bismetallics

We describe a new synthetically useful procedure for the stereoselective synthesis of polysubstituted olefins via the reaction of sp2 organometallics with different electrophiles.

Rhodium-Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans

A comprehensive study of a diastereoselective Rh-catalyzed cyclization of terminal and internal allenols is reported. The methodology allows the atom economic and highly syn-selective access to synthetically important 2,4-disubstituted and 2,4,6-trisubstituted tetrahydropyrans (THP). Furthermore, its utility and versatility are demonstrated by a great functional-group compatibility and the enantioselective total synthesis of (?)-centrolobine.

Ester Synthesis in Water: Mycobacterium smegmatis Acyl Transferase for Kinetic Resolutions

The acyl transferase from Mycobacterium smegmatis (MsAcT) catalyses transesterification reactions in aqueous media because of its hydrophobic active site. Aliphatic cyanohydrin and alkyne esters can be synthesised in water with excellent and strikingly opposite enantioselectivity [(R);E>37 and (S);E>100, respectively]. When using this enzyme, the undesired hydrolysis of the acyl donor is an important factor to take into account. Finally, the choice of acyl donor can significantly influence the obtained enantiomeric excesses. (Figure presented.).