59323-76-1

Basic information

• Product Name: (Z)-2-Methyl-4-propyl-1,3-oxathiane
• Synonyms: cis-2-methyl-4-propyl-1,3-oxathiane;cis-2-Methyl-4-propyl-1,3-oxathian;METHYL-2-PROPYL-4-OXATHIAN-1,3;3-OXATHIANE, 2-METHYL-4-PROPYL-, CIS-1
• CAS NO: 59323-76-1
• Molecular Formula: C8H16OS
• Molecular Weight: 160.27704
• EINECS: 261-699-8
• Mol File: 59323-76-1.mol

Chemical Properties

• Boiling Point: 226.5°C at 760 mmHg
• Flash Point: 90.8°C
• Appearance: /
• Density: 0.937g/cm³
• Vapor Pressure: 0.123mmHg at 25°C
• Refractive Index: 1.46
• Water Solubility: 1.4g/L at 20℃
• CAS DataBase Reference: (Z)-2-Methyl-4-propyl-1,3-oxathiane(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-Methyl-4-propyl-1,3-oxathiane(59323-76-1)
• EPA Substance Registry System: (Z)-2-Methyl-4-propyl-1,3-oxathiane(59323-76-1)

Safety Data

• Hazardous Substances Data: 59323-76-1(Hazardous Substances Data)

Usage

Uses

Used in Flavor Industry:
(Z)-2-Methyl-4-propyl-1,3-oxathiane is used as a flavor compound for its characteristic tropical fruit note, particularly in passion fruit and grapefruit type flavors. It adds a unique and pleasant aroma to these flavors, enhancing the overall taste experience.
Used in Fragrance Industry:
(Z)-2-Methyl-4-propyl-1,3-oxathiane is also used as a fragrance ingredient, especially in citrus and fruity fragrance materials. Its tropical fruit scent makes it a valuable addition to a wide range of applications, from perfumes to air fresheners, providing a refreshing and invigorating aroma.

Preparation

cis-2-Methyl-4-propyl-1,3-oxathiane is prepared by reaction of 3-mercaptohexanol with acetaldehyde.

Flammability and Explosibility

Nonflammable

Trade name

Oxane (Firmenich)

InChI:InChI=1/C8H16OS/c1-3-4-8-5-6-9-7(2)10-8/h7-8H,3-6H2,1-2H3/t7-,8+/m0/s1

Upstream product

• 136954-20-6 3-mercaptohex-1-yl acetate 
• 92610-81-6 (R,R)-3-Propylthiiran-2-methanol 
• 92693-35-1 (2S,3S)-2,3-epithio-1-hexanol 
• 92418-71-8 (2R,3R)-2,3-epoxy-1-hexanol 
• 89321-71-1 (2S,3S)-3-propyl-2-oxiranemethanol 
• 90180-90-8 (+)-(S)-3-mercaptohexan-1-ol 
• 75-07-0 acetaldehyde 
• 90180-88-4 (R)-(-)-3-mercaptohexan-1-ol 

Relevant articles and documents

1,3-Oxathianes, Chiral Fruit Flavour Compounds

From optically pure 3-mercaptohexan-1-ols as key intermediates some chiral 1,3-oxathianes were synthesized and their structures elucidated by 1H and 13C NMR spectra.Sensory qualities of the optically pure isomers are given.

Enantioselective Synthesis of (+)- and (-)-cis-2-methyl-4-propyl-1,3-oxathiane and their Olfactive Properties

The enantioselective synthesis of (+)- and (-)-cis-2-methyl-4-propyl-1,3-oxathiane 8 and 9 from (E)-2-hexen-1-ol (1) as common starting material is described.The two enantiomeric forms exhibit different organoleptic properties.

CHIRALE, SCHWEFELHALTIGE AROMASTOFFE DER GELBEN PASSIONSFRUCHT (PASSIFLORA EDULIS F. FLAVICARPA). DARSTELLUNG DER ENANTIOMEREN UND ABSOLUTE KONFIGURATION

3-Methylthio-hexane-1-ol and 2-methyl-4-propyl-1,3-oxathiane, chiral S-containing aroma substances of the yellow passion fruit are resolved to enantiomers and absolute configurations are elucidated.

Oxathiane and oxathiolane derivatives as perfuming agents

1,3-Oxathiane and 1,3-oxathiolane derivatives, some which are new, are disclosed as being useful as perfuming and flavoring agents for the preparation of perfumes and perfumed articles and for the manufacture of artificial flavors, flavored foodstuffs, animal feeds, beverages, pharmaceutical preparations and tobacco products.