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

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

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

Molecular Weight:: 294.45

MDL Number:: MFCD32173978

MOL File:: 1517-82-4.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-05-28 02:01:08

Product description	Number	Pack Size	Price
(1R,2S,5R)-(?)-Menthyl (S)-p-toluenesulfinate 98%	278750	10g	$182
(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate >98.0%(HPLC)	M1044	5g	$83
(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate >98.0%(HPLC)	M1044	25g	$281
(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate	TRC-M220400-5G	5g	$135
(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate	TRC-M220400-2.5G	2.5g	$96
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(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE Properties

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
InChI	1S/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+/m1/s1
InChIKey	NQICGNSARVCSGJ-ASKNOMKYSA-N
SMILES	C[C@@H]1CC[C@@H](C(C)C)[C@@H](C1)OS(=O)c2ccc(C)cc2
UNSPSC Code	12352000
NACRES	NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305+P351+P338
PPE	Eyeshields, Gloves, type N95 (US)
Safety Statements	22-24/25
WGK Germany	3
HS Code	29309090
Storage Class	11 - Combustible Solids

(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE price More Price(55)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	278750	(1R,2S,5R)-(?)-Menthyl (S)-p-toluenesulfinate 98%	1517-82-4	10g	$182	2023-06-20	Buy
TCI Chemical	M1044	(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate >98.0%(HPLC)	1517-82-4	5g	$83	2026-04-30	Buy
TCI Chemical	M1044	(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate >98.0%(HPLC)	1517-82-4	25g	$281	2026-04-30	Buy
TRC	TRC-M220400-5G	(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate	1517-82-4	5g	$135	2026-06-03	Buy
TRC	TRC-M220400-2.5G	(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate	1517-82-4	2.5g	$96	2026-06-03	Buy

Product number	Packaging	Price	Buy
278750	10g	$182	Buy
M1044	5g	$83	Buy
M1044	25g	$281	Buy
TRC-M220400-5G	5g	$135	Buy
TRC-M220400-2.5G	2.5g	$96	Buy

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

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

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] Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 356, p. 371 - 387
[4] Tetrahedron, 1999, vol. 55, # 8, p. 2311 - 2316

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

Synthesis of (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE from P-TOLUENESULFINIC ACID and L-Menthol

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

Raw materials

Methyl (R)-2-Amino-2-benzyl-3,3,3-trifluoropropanoate Benzene, 1-methyl-4-[[(4-methylphenyl)sulfinyl]sulfonyl]- P-TOLUENESULFINYL CHLORIDE (S)-4-Methylbezenesulfinamide 4-Dimethylaminopyridine

n-(3-dimethylaminopropyl)-n'-ethylcarbodiimide hydrochloride P-TOLUENESULFINIC ACID Dichloromethane Tosyl chloride L-Menthol

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Preparation Products

Benzenesulfinic acid, 4-methyl-, 5-methyl-2-(1-methylethyl)cyclohexyl ester p-Toluenethiosulfonic acid S-p-tolyl ester (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE

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

Global( 141)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Shanghai Daken Advanced Materials Co.,Ltd	+86-2158073036	info@dakenam.com	China	13901	58
Shanghai Arbor Chemical Co., Ltd.	021-60451682	act@arborchemical.com	CHINA	904	58
Shenzhen Nexconn Pharmatechs Ltd	+86-755-89396905 +86-15013857715	admin@nexconn.com	China	10403	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63687	58
career henan chemical co	+86-0371-86658258 +8613203830695	factory@coreychem.com	China	29792	58
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418671 +8618949823763	sales@tnjchem.com	China	34563	58
Alfa Chemistry		info@alfa-chemistry.com	United States	2344	58
Aston Chemical	13000000000	sales@astonchem.com	United States	1634	58
Dayang Chem (Hangzhou) Co.,Ltd.	+86-0571-88938639 +8617705817739	info@dycnchem.com	China	52705	58
CD Chemical Group Limited	+8615986615575	info@codchem.com	China	17259	58

Supplier	Advantage
Shanghai Daken Advanced Materials Co.,Ltd	58
Shanghai Arbor Chemical Co., Ltd.	58
Shenzhen Nexconn Pharmatechs Ltd	58
Alchem Pharmtech,Inc.	58
career henan chemical co	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
Alfa Chemistry	58
Aston Chemical	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
CD Chemical Group Limited	58

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

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2020-01-09	(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE 1517-82-4	$2.00	1g	98%min		Career Henan Chemical Co
	2019-12-23	(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE	$1.00	100g	99%		Career Henan Chemical Co

(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE
1517-82-4
$2.00
98%min
Career Henan Chemical Co

(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE
(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE
$1.00
99%
Career Henan Chemical Co

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

(1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE(1517-82-4)MS (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE(1517-82-4)¹HNMR (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE(1517-82-4)IR1 (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE(1517-82-4)Raman

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

3,7-DIMETHYL-1-OCTANOL DL-Menthol 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

2,5-DIMETHYLCYCLOHEXANOL METHYL P-TOLUENESULFINATE (1R,2S,5R)-(-)-MENTHYL (S)-P-TOLUENESULFINATE 2-Methylcyclohexanol (+)-MENTHOL

DL-Menthol 2-ETHYLCYCLOHEXANOL

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(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> (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