51755-66-9

Basic information

• Product Name: 3-(Methylthio)-1-hexanol
• Synonyms: 3-(methylthio)-1-hexano;3-(METHYLTHIO)-1-HEXANOL 97+%;1-Hexanol, 3-(methylthio)-;3-METHYLTHIO-1-HEXANOL NATURAL;3-Methylsulfanylhexan-1-ol;3-METHYLMERCAPTO-1-HEXANOL;3-(METHYLMERCAPTO)HEXANOL;3-(METHYLTHIO)HEXAN-1-OL
• CAS NO: 51755-66-9
• Molecular Formula: C₇H₁₆OS
• Molecular Weight: 148.27
• EINECS: 257-380-8
• Product Categories: sulfide Flavor;Organic Building Blocks;Sulfides/Disulfides;Sulfur Compounds;Alphabetical Listings;Flavors and Fragrances;M-N
• Mol File: 51755-66-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 61-62 °C10 mm Hg(lit.)
• Flash Point: 226 °F
• Appearance: Clear slightly yellow liquid
• Density: 0.966 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.841mmHg at 25°C
• Refractive Index: n20/D 1.4759(lit.)
• PKA: 14.90±0.10(Predicted)
• CAS DataBase Reference: 3-(Methylthio)-1-hexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Methylthio)-1-hexanol(51755-66-9)
• EPA Substance Registry System: 3-(Methylthio)-1-hexanol(51755-66-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RIDADR: UN 3334
• WGK Germany: 3
• HazardClass: 9
• Hazardous Substances Data: 51755-66-9(Hazardous Substances Data)

Usage

Description

3-(Methylthio)-1-hexanol is an organic compound with a green, vegetable odor and a sulfurous onion, garlic green, vegetable scent. It is a clear, slightly yellow liquid with a taste threshold ranging from 0.25 to 10 ppm, and an aroma threshold at 1.0%. 3-(Methylthio)-1-hexanol is characterized by its metallic, sulfurous, and pungent smell, with a slight spicy, green leafy, wasabi-like, and vegetative note with an earthy nuance.

Uses

Used in Chemical Synthesis:
3-(Methylthio)-1-hexanol is used as a chemical intermediate for the synthesis of various compounds in the chemical industry. Its unique properties and reactivity make it a valuable component in the production of different chemicals.
Used in Flavor and Fragrance Industry:
3-(Methylthio)-1-hexanol is used as a flavoring agent for its metallic, sulfurous taste with green vegetative and slight spicy nuances. It is particularly useful in the creation of artificial flavors that mimic the taste of certain fruits, vegetables, and other natural products.
Used in Perfumery:
3-(Methylthio)-1-hexanol is used as a fragrance ingredient for its sulfurous, metallic, and pungent aroma with a slight spicy, green leafy, wasabi-like, and vegetative note with an earthy nuance. It can be employed in the formulation of perfumes and colognes to add depth and complexity to the scent.
Used in the Food Industry:
3-(Methylthio)-1-hexanol is used as an additive in the food industry to enhance the flavor of certain products. Its taste and aroma characteristics make it suitable for use in the development of artificial flavors for various food items, particularly those with a green, vegetable, or sulfurous taste profile.
Used in the Pharmaceutical Industry:
3-(Methylthio)-1-hexanol may also find applications in the pharmaceutical industry, potentially serving as a starting material for the synthesis of drugs or as a component in the formulation of certain medications due to its unique chemical properties and reactivity.

Biochem/physiol Actions

Taste at 0.25-10 ppm

InChI:InChI=1/C7H16OS/c1-3-4-7(9-2)5-6-8/h7-8H,3-6H2,1-2H3/t7-/m1/s1

Upstream product

• 512-56-1 trimethyl phosphite 
• 90180-88-4 3-mercapto-1-hexanol 

Relevant articles and documents

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.