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

Product Name
(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
Formula Weight
154.23
MOL File
1519-39-7.mol
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(R)-(+)-Methyl p-tolyl sulfoxide Property

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

Safety Statements 
22-24/25
WGK Germany 
3
F 
3-10
HS Code 
2930909899
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

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

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
343609
Product name
(R)-(+)-Methyl p-tolyl sulfoxide
Purity
99%
Packaging
1g
Price
$402
Updated
2024/03/01
Apolloscientific
Product number
OR913597
Product name
(R)-(+)-Methyl p-tolyl sulfoxide
Purity
95%
Packaging
1g
Price
$486
Updated
2021/12/16
Apolloscientific
Product number
OR913597
Product name
(R)-(+)-Methyl p-tolyl sulfoxide
Purity
95%
Packaging
250mg
Price
$182
Updated
2021/12/16
AK Scientific
Product number
N143
Product name
(R)-(+)-Methyl p-tolyl sulfoxide
Packaging
250mg
Price
$185
Updated
2021/12/16
Alichem
Product number
1519397
Product name
(R)-(+)-Methyl p-tolyl sulfoxide
Packaging
5g
Price
$567
Updated
2021/12/16
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(R)-(+)-Methyl p-tolyl sulfoxide Chemical Properties,Usage,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

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

China 29 India 1 Switzerland 1 United Kingdom 1 United States 8 Global 40
Energy Chemical
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