CAS: 928-90-5
SKU: S2458
5-Hexyn-1-ol | SKU: S2458
Synonyms: 1-Hexyn-6-ol, 1-Hydroxy-5-hexyne, 5-Hexynol, 6-Hydroxy-1-hexyne
5-Hexyn-1-ol (CAS 928-90-5) is a terminal alkyne alcohol that Sarchem Labs supplies as a clear liquid building block for organic synthesis, combining a reactive terminal triple bond with a primary hydroxyl group on a six-carbon chain. This bifunctionality makes it valuable in multi-step synthesis: the alkyne can participate in click chemistry, cross-coupling, and cycloaddition reactions, while the hydroxyl group offers a separate handle for esterification, oxidation, or protection chemistry. Sarchem Labs backs every lot with a Certificate of Analysis and Safety Data Sheet. It is used in academic and pharmaceutical synthesis, notably in the construction of complex natural-product targets such as lycopodium alkaloids.

Specifications

Boiling Point73–75 °C at 15 mmHg (reduced pressure — see flag above; NOT confirmed as the atmospheric boiling point)
Density0.89 g/mL at 25 °C (lit.)
Flash Point70 °C, closed cup
ColorYellow
Linear FormulaHC≡C(CH2)4OH
Quantity5mL
Formula Weight98.15
percent purity≥95.0% (GC)
Physical FormClear liquid
Chemical Name or Material5-Hexyn-1-ol
Molecular Weight98.14–98.15 g/mol
SMILES String`OCCCCC#C`
Beilstein1739774
Refractive Indexn20/D 1.450 (lit.)
Assay≥95.0% (GC) (Sarchem spec) / 96% (Sigma reference)
CAS Number928-90-5
Key Functional GroupsHydroxyl
NACRESNA.22
PubChem Substance ID24858225
UNSPSC Code12352100
MDL NumberMFCD00002980
Quality Segment100
InChI`1S/C6H10O/c1-2-3-4-5-6-7/h1,7H,3-6H2`
InChI KeyGOQJMMHTSOQIEI-UHFFFAOYSA-N

Applications

Building block in total synthesis of cinnoline-fused cyclic enediyne compounds
Precursor in the synthesis of lycopodium alkaloids, including (+)-nankakurine A and (+)-nankakurine B
Intermediate in the synthesis of 7-benzoyloxy-3-(2-nitrophenylseleno)-1,5-cyclodecadiyne
General terminal-alkyne building block for click chemistry, cross-coupling, and cycloaddition reactions
Hydroxyl-functionalized alkyne linker for multi-step organic synthesis

Product Description

What is 5-Hexyn-1-ol?

5-Hexyn-1-ol is a six-carbon chain terminated at one end by a triple bond (a terminal alkyne) and at the other by a hydroxyl group, giving it two distinct and independently useful reactive sites. Terminal alkynes like this one are prized in modern organic synthesis for their compatibility with click chemistry (such as copper-catalyzed azide-alkyne cycloaddition) and metal-catalyzed cross-coupling reactions, while the primary alcohol provides a separate functional handle for esterification, oxidation, or protecting-group chemistry. Supplied by Sarchem Labs as a clear, yellow-tinted liquid, it serves as a compact, bifunctional building block for constructing more complex molecular architectures.

Uses of 5-Hexyn-1-ol

5-Hexyn-1-ol has been used as a key building block in total synthesis programs targeting complex natural products, including cinnoline-fused cyclic enediyne compounds and the lycopodium alkaloids (+)-nankakurine A and (+)-nankakurine B, where its terminal alkyne enables ring-forming and coupling steps central to these syntheses. It has also served as an intermediate in the preparation of 7-benzoyloxy-3-(2-nitrophenylseleno)-1,5-cyclodecadiyne. More broadly, its combination of a terminal alkyne and a primary alcohol makes it a versatile general-purpose building block wherever a short, bifunctional alkyne linker is needed in multi-step synthesis.

Safety Information

  •       Signal Word: Warning
  •       GHS Pictogram: GHS07 (Exclamation Mark)
  •       Hazard Statements: H315 (Causes skin irritation), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation)
  •       Precautionary Statements: P261, P264, P271, P280, P302+P352, P305+P351+P338
  •       Hazard Classifications: Eye Irritation Category 2, Skin Irritation Category 2, STOT Single Exposure Category 3
  •       Target Organs: Respiratory system
  •       Storage Class: 10 – Combustible liquids
  •       Water Hazard Class (WGK): 3
  •       Flash Point: 70 °C, closed cup
  •       Recommended PPE: Eye shields, gloves, and a type ABEK (EN14387) respirator filter

Related Products

FAQs: 5-Hexyn-1-ol

It is used as a bifunctional building block in organic synthesis, notably in the total synthesis of complex natural products such as the lycopodium alkaloids nankakurine A and B, as well as in general click-chemistry and cross-coupling applications.

Possibly — the reference figure of 73–75°C was measured under reduced pressure (15 mmHg vacuum), not at normal atmospheric pressure, and this may have been mislabeled as the atmospheric boiling point on the live page. Please verify the true atmospheric boiling point against your own SDS/COA before relying on it.

Its terminal alkyne group (a triple bond ending in a C–H) is the exact functional group required for copper-catalyzed azide-alkyne cycloaddition ("click") reactions, one of the most widely used bioconjugation and materials-science coupling methods in modern chemistry.

It carries skin irritation, eye irritation, and respiratory irritation hazard statements (H315, H319, H335), so it should be handled with gloves, eye protection, and a properly rated respirator or adequate ventilation.

Sarchem Labs supplies this compound at ≥95.0% purity (GC), with a Certificate of Analysis provided for every lot.