50444-99-0

Basic information

• Product Name: (1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENE-
• Synonyms: (1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENE-
• CAS NO: 50444-99-0
• Molecular Formula: C₁₇H₂₆O₂S
• Molecular Weight: 230.38834
• Mol File: 50444-99-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 104-106 °C(lit.)
• Boiling Point: 402.3°C at 760 mmHg
• Flash Point: 197.1°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 2.57E-06mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: (1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENE-(CAS DataBase Reference)
• NIST Chemistry Reference: (1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENE-(50444-99-0)
• EPA Substance Registry System: (1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENE-(50444-99-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 50444-99-0(Hazardous Substances Data)

Usage

Description

(1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENEis a chiral chemical compound with a complex structure, featuring a (1S 2R 5S) configuration and a (R)-P-TOLUENE group. Its unique arrangement of chiral centers and the presence of the (R)-P-TOLUENE group contribute to its distinctive properties and reactivity.

Uses

Used in Asymmetric Synthesis:
(1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENEis used as a chiral auxiliary in asymmetric synthesis for its ability to induce selectivity in chemical reactions, leading to the formation of enantiomerically pure products.
Used in Organic Chemistry Reactions:
(1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENEis utilized as a chiral auxiliary in various organic chemistry reactions to enhance the stereoselectivity and yield of desired enantiomers, which is crucial for the development of pharmaceuticals and other chiral compounds.
Used in Chemical Synthesis and Drug Discovery Research:
(1S 2R 5S)-(+)-MENTHYL (R)-P-TOLUENEserves as a valuable tool in research and development for its potential applications in the synthesis of complex molecules and the discovery of new drugs, thanks to its intricate structure and chiral nature.

InChI:InChI=1/C17H26O2S/c1-12(2)16-10-7-14(4)11-17(16)19-20(18)15-8-5-13(3)6-9-15/h5-6,8-9,12,14,16-17H,7,10-11H2,1-4H3/t14-,16+,17-,20+/m0/s1

Upstream product

• 89-78-1 menthol 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 2216-51-5 (-)-menthol 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 100-51-6 benzyl alcohol 
• 15356-70-4 menthol 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 103-19-5 di(p-tolyl) disulfide 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 536-57-2 p-toluene sulfinic acid 

Downstream Products

• 219922-11-9 N-<(R)-phenyl-(2-(1-piperidinyl)phenyl)-methyl>-N-<(S')-p-toluene-sulfinyl>-amine 
• 219922-12-0 N-<(S)-phenyl-(2-(1-piperidinyl)phenyl)-methyl>-N-<(S')-p-toluene-sulfinyl>-amine 
• 232932-73-9 3-Isopropyl-4-methyl-1-((S)-toluene-4-sulfinyl)-pent-1-yn-3-ol 
• 143810-74-6 (Ss)-2-(p-tolylsulfinyl)-furane 
• 414903-00-7 (R_S)-2-[6-(toluene-4-sulfinyl)-hex-5-ynyloxy]-tetrahydro-pyran 
• 1098336-75-4 (R)-3-((S)-p-tolylsulfinyl)styrene oxide 
• 1098336-81-2 C₁₇H₁₈O₂S 
• 1098336-80-1 C₁₇H₁₈O₂S 
• 1098336-73-2 (R)-2-((S)-p-tolylsulfinyl)styrene oxide 
• 153277-56-6 C₁₃H₂₅NOSSi₂ 
• 601519-39-5 [3,6-Dimethoxy-2-((S)-toluene-4-sulfinyl)-phenyl]-methanol 
• 392662-71-4 (R)-N-p-tolylsulfinyl 2-(3,4-dimethoxy)phenylethylamine 
• 2509221-06-9 (S)-4-phenyl-2-(2-((R)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole 

Relevant articles and documents

Sodium Arenesulfinates-Involved Sulfinate Synthesis Revisited: Improved Synthesis and Revised Reaction Mechanism

Reaction of alcohols with sodium arenesulfinates could afford either sulfones or sulfinates, and O-attack of sulfinate anions onto the in situ generated carbocation intermediates from alcohols was the previous proposed reaction mechanism in many syntheses of sulfinates. This concept, which is often used consciously or unconsciously, was revised herein by using isotopic labeling experiments and development of an improved sulfinate synthesis. The improved sulfinate synthetic protocol possesses many advantages such as a high sulfinate/sulfone selectivity, a broad substrate scope, metal-free, and mild reaction conditions. The revised reaction mechanism necessitates revision of many previous proposed reaction mechanisms in literatures.

An efficient and novel method for the synthesis of sulfinate esters under solvent-free conditions

The present letter describes a reliable one-stage process for the preparation of sulfinate esters from the corresponding sulfinic acid and alcohols in the presence of N,N′-dicyclohexylcarbodiimide (DCC) under solvent-free conditions.

Highly diastereoselective synthesis and easy method for synthesis of optically active sulfinate esters from aromatic disulfides

One-step synthesis of chiral aromatic sulfinate esters 2 from aromatic disulfides 1 using lead tetraacetate is reported. The yields are good to excellent and diastereoselectivity is high.