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ChemicalBook >> CAS DataBase List >>(R)-(+)-Methyl p-tolyl sulfoxide

(R)-(+)-Methyl p-tolyl sulfoxide

CAS No.
1519-39-7
Chemical Name:
(R)-(+)-Methyl p-tolyl sulfoxide
Synonyms
(R)-(+)-METHYL P-TOLYL SULFOXIDE;(R)-methyl4-methylphenylsulfoxide;1-Methanesulfinyl-4-methyl-benzene;(R)-(+)-Methyl p-tolyl sulfoxide 99%;(R)-1-Methyl-4-(Methylsulfinyl)benzene;1-methyl-4-[(R)-methylsulfinyl]benzene;Benzene, 1-methyl-4-[(R)-methylsulfinyl]-
CBNumber:
CB3276835
Molecular Formula:
C8H10OS
Molecular Weight:
154.23
MDL Number:
MFCD00151502
MOL File:
1519-39-7.mol
MSDS File:
SDS
Last updated:2025-01-17 10:42:36

(R)-(+)-Methyl p-tolyl sulfoxide Properties

Melting point 73-75 °C(lit.)
alpha 145 º (c=2, acetone)
Boiling point 247.62°C (rough estimate)
Density 1.1125 (rough estimate)
refractive index 1.5780 (estimate)
form Solid
optical activity [α]20/D +145°, c = 2 in acetone
BRN 2040677

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H302+H312+H332-H315
Precautionary statements  P261-P271-P280
Safety Statements  22-24/25
WGK Germany  3
3-10
HS Code  2930909899

(R)-(+)-Methyl p-tolyl sulfoxide price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 343609 (R)-(+)-Methyl p-tolyl sulfoxide 99% 1519-39-7 1g $402 2024-03-01 Buy
Apolloscientific OR913597 (R)-(+)-Methyl p-tolyl sulfoxide 95% 1519-39-7 1g $486 2021-12-16 Buy
Apolloscientific OR913597 (R)-(+)-Methyl p-tolyl sulfoxide 95% 1519-39-7 250mg $182 2021-12-16 Buy
AK Scientific N143 (R)-(+)-Methyl p-tolyl sulfoxide 1519-39-7 250mg $185 2021-12-16 Buy
Alichem 1519397 (R)-(+)-Methyl p-tolyl sulfoxide 1519-39-7 5g $567 2021-12-16 Buy
Product number Packaging Price Buy
343609 1g $402 Buy
OR913597 1g $486 Buy
OR913597 250mg $182 Buy
N143 250mg $185 Buy
1519397 5g $567 Buy

(R)-(+)-Methyl p-tolyl sulfoxide Chemical Properties,Uses,Production

Uses

Used in asymmetric synthesis; adds diastereoselectively to carbony compounds, esters, imines, nitrones, and nitrile oxides.

General Description

(R)-(+)-Methyl p-tolyl sulfoxide may be used to prepare (R)-(+)-methyl 3,5-dimethoxy-6-[8-oxo-9-(p-tolylsulfinyl) nonyl] benzoate, an intermediate for (R)-lasiodiplodin synthesis. Its anions undergo addition reaction with nitrones to form optically active a-substituted N-hydroxylamines. (R)-(+)-Methyl p-tolyl sulfoxide also reacts with O-mesitylsulfonylhydroxylamine (MSH) to form (-)-(R)-S-methyl-S-p-tolylsulfoximine.

Synthesis

(R)-(+)-Methyl p-tolyl sulfoxide is prepared by the nucleophilic displacement of (-)- (1R,2S,5R)-Menthyl (S)-p-Toluenesulfinate with methyl Grignard with complete inversion of configuration at sulfur (eq 1).

Synthesis

Highly sensitive to air and moisture. Its generation and handling must be carried out under an inert atmosphere of nitrogen or argon. Normally, preparation is carried out immediately prior to use.

(R)-(+)-Methyl p-tolyl sulfoxide Preparation Products And Raw materials

Raw materials

Preparation Products

(R)-(+)-Methyl p-tolyl sulfoxide Suppliers

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Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51456 80
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(R)-(+)-METHYL P-TOLYL SULFOXIDE (R)-methyl4-methylphenylsulfoxide 1-Methanesulfinyl-4-methyl-benzene (R)-1-Methyl-4-(Methylsulfinyl)benzene (R)-(+)-Methyl p-tolyl sulfoxide 99% Benzene, 1-methyl-4-[(R)-methylsulfinyl]- 1-methyl-4-[(R)-methylsulfinyl]benzene 1519-39-7 Chiral Building Blocks Asymmetric Synthesis Organic Building Blocks Sulfoxides Chiral Compound Chiral Building Blocks Organic Building Blocks Sulfoxides