1455-21-6

Basic information

• Product Name: 1-Nonanethiol
• Synonyms: 1-mercaptononane;nonanethiol(non-specificname);nonylmercaptan(non-specificname);nonylmercaptannormal;Nonylthiol;n-thiononylalcohol;NONYL MERCAPTAN;N-NONYL MERCAPTAN
• CAS NO: 1455-21-6
• Molecular Formula: C₉H₂₀S
• Molecular Weight: 160.32
• EINECS: 215-936-7
• Product Categories: Alkyl Thiols;Building Blocks;Chemical Synthesis;Contact Printing;Materials Science;Micro/NanoElectronics;Organic Building Blocks;Self Assembly &Self-Assembly Materials;Sulfur Compounds;Thiols;Thiols/Mercaptans
• Mol File: 1455-21-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: -20.1°C
• Boiling Point: 220 °C(lit.)
• Flash Point: 174 °F
• Appearance: /
• Density: 0.85 g/mL at 20 °C
• Vapor Pressure: 0.172mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 10.52±0.10(Predicted)
• Sensitive: Air Sensitive
• Stability: Air Sensitive
• BRN: 1733631
• CAS DataBase Reference: 1-Nonanethiol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Nonanethiol(1455-21-6)
• EPA Substance Registry System: 1-Nonanethiol(1455-21-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-26-28
• RIDADR: UN 3334
• WGK Germany: 3
• F: 9-13-23
• TSCA: Yes
• HazardClass: 9
• Hazardous Substances Data: 1455-21-6(Hazardous Substances Data)

Usage

Description

1-Nonanethiol is a colorless liquid with a distinct bad smell, characterized by a melting point of -21°C and a boiling point of 220°C. It has a density of 0.840 g cm-3 at 25°C and is classified as a combustible liquid. The chemical properties of 1-Nonanethiol are those of a clear yellow liquid.

Uses

1. Used in Agriculture:
1-Nonanethiol is used as a germination stimulator for the uredospores of Puccinia graminis tritici, which is a type of fungus that causes wheat stem rust. By stimulating the germination of these spores, 1-Nonanethiol can be utilized to study the growth and development of the fungus, potentially leading to the development of more effective control measures against wheat stem rust.
2. Used in Surface Functionalization:
1-Nonanethiol is primarily used to form self-organized monolayers on various metal surfaces, such as gold, mercury, silver, and platinum. These monolayers serve to functionalize the surface atoms and enhance the surface properties of the composite materials. The improved surface properties can be beneficial in various applications, including the development of sensors, catalysts, and other advanced materials with tailored properties.

Reactivity Profile

1-Nonanethiol is incompatible with oxidizing agents, strong acids and strong bases, alkali metals, and nitric acid. Can react with water, steam or acids to produce toxic and flammable vapors. Reacts violently with powerful oxidizing agents such as calcium hypochlorite (Ca(OCl)2) to generate SOx. React with hydrides to form flammable H2 gas; reacts with halogenated hydrocarbons to yield HX. Reacts exothermically with aldehydes. Emits toxic compounds of sulfur when when heated to decomposition.

InChI:InChI=1/C9H20S/c1-2-3-4-5-6-7-8-9-10/h10H,2-9H2,1H3

Upstream product

• 143-08-8 nonyl alcohol 
• 929-98-6 dinonylsulfane 
• 4485-77-2 di-n-nonyl disulfide 
• 109937-65-7 nonyl-(1,2,3,4-tetrahydro-[1]naphthyl)-sulfide 
• 64570-26-9 n-nonylisothiouronium bromide 
• 1210046-95-9 3-(2-aminophenyl)-2-(nonylthio)-4-methylthiazol-3-ium iodide 
• 693-58-3 1-Bromononane 
• 17356-08-0 thiourea 

Downstream Products

• 2307-36-0 n-Nonylthiostearat 
• 106689-24-1 9-thiaoctadecanoic acid 
• 83654-48-2 (2-Nonylsulfanyl-ethylsulfanyl)-benzene 
• 127705-29-7 methyl 3-thialaurate 

Relevant articles and documents

Odd-even effects in charge transport across self-assembled monolayers

This paper compares charge transport across self-assembled monolayers (SAMs) of n-alkanethiols containing odd and even numbers of methylenes. Ultraflat template-stripped silver (AgTS) surfaces support the SAMs, while top electrodes of eutectic gallium-indium (EGaIn) contact the SAMs to form metal/SAM//oxide/EGaIn junctions. The EGaIn spontaneously reacts with ambient oxygen to form a thin (～1 nm) oxide layer. This oxide layer enables EGaIn to maintain a stable, conical shape (convenient for forming microcontacts to SAMs) while retaining the ability to deform and flow upon contacting a hard surface. Conical electrodes of EGaIn conform (at least partially) to SAMs and generate high yields of working junctions. Ga2O3/EGaIn top electrodes enable the collection of statistically significant numbers of data in convenient periods of time. The observed difference in charge transport between n-alkanethiols with odd and even numbers of methylenes-the "odd-even effect"-is statistically discernible using these junctions and demonstrates that this technique is sensitive to small differences in the structure and properties of the SAM. Alkanethiols with an even number of methylenes exhibit the expected exponential decrease in current density, J, with increasing chain length, as do alkanethiols with an odd number of methylenes. This trend disappears, however, when the two data sets are analyzed together: alkanethiols with an even number of methylenes typically show higher J than homologous alkanethiols with an odd number of methylenes. The precision of the present measurements and the statistical power of the present analysis are only sufficient to identify, with statistical confidence, the difference between an odd and even number of methylenes with respect to J, but not with respect to the tunneling decay constant, β, or the pre-exponential factor, J0. This paper includes a discussion of the possible origins of the odd-even effect but does not endorse a single explanation.

REACTIONS OF ALIPHATIC ALCOHOLS WITH SULFUR AND RED PHOSPHORUS

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