(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE

Product Name: (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE
CAS No.: 1517-82-4
Chemical Name: (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE
Synonyms: (S)-p-toL;(1R,2S,5R)-(-)-MenthyL;menthyl p-toluenesulfinate;(S)-(-)-MENTHYL P-TOLUENESULFINATE;Menthyl (S)-4-methylbenzenesulfinate;(?-(1R)-Menthyl (S)-p-toluenesulfinate;(-)-Menthyl (S)-4-methylbenzenesulfinate;(-)-(1R)-Menthyl (S)-toluene-4-sulfinate;(1R,2S,5R)-MENTHYL (S)-P-TOLUENESULFINATE;(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFITE
CBNumber: CB6129035
Molecular Formula: C17H26O2S
Formula Weight: 294.45
MOL File: 1517-82-4.mol

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(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE Property

Melting point:: 99-104 °C
Boiling point:: 402.3±38.0 °C(Predicted)
Density: 1.08
refractive index: -199 ° (C=1.5, Acetone)
storage temp.: -20°C
solubility: Acetone (Slightly), Chloroform (Slightly)
form: Solution
color: Yellow to brown or gray
optical activity: [α]20/D 195°, c = 2 in acetone
BRN: 3207468

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
HS Code: 29309090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 278750
Product name: (1R,2S,5R)-(?)-Menthyl (S)-p-toluenesulfinate
Purity: 98%
Packaging: 10g
Price: $182
Updated: 2023/06/20

TCI Chemical

Product number: M1044
Product name: (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate
Purity: >98.0%(HPLC)
Packaging: 5g
Price: $104
Updated: 2025/07/31

TCI Chemical

Product number: M1044
Product name: (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate
Purity: >98.0%(HPLC)
Packaging: 25g
Price: $351
Updated: 2025/07/31

TRC

Product number: M220400
Product name: (1R,2S,5R)-(?)-Menthyl (S)-p-toluenesulfinate
Packaging: 2.5g
Price: $70
Updated: 2021/12/16

ChemScene

Product number: CS-M1307
Product name: (S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)4-methylbenzenesulfinate
Packaging: 5g
Price: $75
Updated: 2021/12/16

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(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE Chemical Properties,Usage,Production

Chemical Properties

White crystalline powder

Uses

(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate is a reactant used in the synthesis of sulfoxide pincer complexes of Mg, Rh and Ir.

Uses

(1R,2S,5R)-(-)-Menthyl (S)-p-toluenesulfinate can react with:

metal ketimines to form enantiopure sulfinimines
p-(methylthio)benzaldehyde to form (S)-(-)-N-(4-methylthiobenzylidene)-p-toluenesulfinimine

General Description

(1R,2S,5R)-(-)-Menthyl (S)-p-toluenesulfinate is mainly used for the introduction of p-toluenesulfinyl group in asymmetric synthesis.

Synthesis

536-57-2

2216-51-5

1517-82-4

The general procedure for the synthesis of (S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 4-methylbenzenesulfinyl ester from p-toluenesulfinic acid and L-menthol was as follows: to a 250 mL flame-dried and N2 purged round-bottomed flask were added sequentially p-toluenesulfinic acid (0.525 g, 3.36 mmol), 4-bromobenzyl alcohol (0.598 g, 3.20 mmol) and DMAP (0.078 g, 0.64 mmol), which were then dissolved in anhydrous CH2Cl2 (14 mL). To this solution was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.644 g, 3.36 mmol) in a single addition and the reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the reaction mixture was diluted with CH2Cl2 (30 mL) and washed sequentially with 1M HCl (30 mL) and brine (30 mL). The organic layer was separated, dried with MgSO4, filtered and the solvent was removed under reduced pressure. Finally, the crude product was purified by fast column chromatography.

References

[1] Synthesis (Germany), 2018, vol. 50, # 24, p. 4855 - 4866
[2] Chemical and Pharmaceutical Bulletin, 1982, vol. 30, # 5, p. 1646 - 1652
[3] Chemical and Pharmaceutical Bulletin, 1982, vol. 30, # 5, p. 1646 - 1652
[4] Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 356, p. 371 - 387
[5] Tetrahedron, 1999, vol. 55, # 8, p. 2311 - 2316

(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE Preparation Products And Raw materials

Raw materials

Preparation Products

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(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE Suppliers

Americas 1 Belgium 2 China 98 Europe 1 France 1 Germany 3 India 4 Japan 2 Switzerland 1 The Netherlands 1 United Kingdom 4 United States 21 Global 139

J & K SCIENTIFIC LTD.

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View Lastest Price from (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE manufacturers

Career Henan Chemical Co

Product: (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE 1517-82-4
Price: US $2.00/KG
Min. Order: 1g
Purity: 98%min
Supply Ability: ask
Release date: 2020-01-08

Career Henan Chemical Co

Product: (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE
Price: US $1.00/g
Min. Order: 100g
Purity: 99%
Supply Ability: G/KG/T
Release date: 2019-12-20

1517-82-4, (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATERelated Search:

p-Toluenesulfonic acid P-TOLUENESULFINIC ACID (1S,2R,5S)-MENTHYL (R)-P-TOLUENESULFINATE,(1S,2R,5S)-(+)-MENTHYL (R)-P-TOLUENESULFINATE,(+)-(1S)-Menthyl (R)-p-toluenesulfinate DL-Menthol 2,5-DIMETHYLCYCLOHEXANOL 3,7-DIMETHYL-1-OCTANOL METHYL P-TOLUENESULFINATE (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE 2-Methylcyclohexanol (+)-MENTHOL DL-Menthol 2-ETHYLCYCLOHEXANOL

(S)-(-)-Menthyl p-toluenesulfinate, (-)-(1R)-Menthyl (S)-p-toluenesulfinate

4-Methylbenzenesulfinic acid (1R)-2α-isopropyl-5β-methylcyclohexane-1β-yl ester

4-Methylbenzenesulfinic acid (1R,3R,4S)-p-menthane-3-yl ester

p-Toluenesulfinic acid (1R,1β)-2α-isopropyl-5β-methylcyclohexyl ester

p-Toluenesulfinic acid (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ester

p-Toluenesulfinic acid (1R,3R,4S)-menthyl ester

p-Toluenesulfinic acid (1R,3R,4S)-p-menthane-3-yl ester

(1R,2S,5R)-(-)-Menthyl (S)-p-toluenesulfinate,98%

[S(S)]-4-Methylbenzenesulfinic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Menthyl (S)-4-methylbenzenesulfinate

(S)-((1R,2S,5R)-2-isopropyl-5-Methylcyclohexyl) 4-Methylbenzenesulfinate

(-)-Menthyl (S)-4-methylbenzenesulfinate

(1S)-2-Isopropyl-5-methylcyclohexyl 4-methylbenzenesulfinate

(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFITE

(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE

(1R,2S,5R)-MENTHYL (S)-P-TOLUENESULFINATE

(S)-(-)-MENTHYL P-TOLUENESULFINATE

(S)-(-)-P-TOLUENESULFINIC ACID L-MENTHYL ESTER

(?-(1R)-Menthyl (S)-p-toluenesulfinate

menthyl p-toluenesulfinate

4-Methylbenzenesulfinic acid (1R,3R,4S)-p-menthane-3-

(1R,2S,5R)-(-)-Menthyl(S)-p-Toluenesulfinate&gt

(1R,2S,5R)-(-)-MenthyL

(S)-p-toL

Benzenesulfinic acid, 4-methyl-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, [S(S)]-

(-)-(1R)-Menthyl (S)-toluene-4-sulfinate

(1R,2S,5R)-(?)-Menthyl (S)-p-toluenesulfinate

1517-82-4

Organic Building Blocks

Sulfonates/Sulfinates

Chiral Building Blocks

Terpenes

Monocyclic Monoterpenes

Asymmetric Synthesis

Chiral Building Blocks

Organic Building Blocks

Sulfonates/Sulfinates

chiral

Asymmetric Synthesis

Biochemistry

Monocyclic Monoterpenes

Synthetic Organic Chemistry

Terpenes