16427-42-2

Basic information

• Product Name: 2,2-DIMETHYLPROPYLMETHANESULPHONATE
• Synonyms: 2,2-DIMETHYLPROPYLMETHANESULPHONATE
• CAS NO: 16427-42-2
• Molecular Formula: C₆H₁₄O₃S
• Molecular Weight: 166.24
• Mol File: 16427-42-2.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 246.3°C at 760 mmHg
• Flash Point: 102.8°C
• Appearance: /
• Density: 1.072g/cm³
• Vapor Pressure: 0.0429mmHg at 25°C
• Refractive Index: 1.434
• CAS DataBase Reference: 2,2-DIMETHYLPROPYLMETHANESULPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYLPROPYLMETHANESULPHONATE(16427-42-2)
• EPA Substance Registry System: 2,2-DIMETHYLPROPYLMETHANESULPHONATE(16427-42-2)

Safety Data

• Hazardous Substances Data: 16427-42-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H14O3S/c1-6(2,3)5-9-10(4,7)8/h5H2,1-4H3

Upstream product

• 75-83-2 2,2-Dimethylbutane 
• 170801-40-8 (E)-2-Benzylsulfanyl-2-fluoro-ethenesulfonic acid 2,2-dimethyl-propyl ester 
• 170801-41-9 (Z)-2-Benzylsulfanyl-2-fluoro-ethenesulfonic acid 2,2-dimethyl-propyl ester 
• 182276-09-1 (2,2-Dimethyl-propoxysulfonyl)-acetic acid 2,2-dimethyl-propyl ester 
• 75-84-3 2,2-dimethyl-propanol-1 
• 170801-42-0 2,2-Bis-benzylsulfanyl-ethenesulfonic acid 2,2-dimethyl-propyl ester 
• 170801-36-2 ((neopentyloxy)sulfonyl)acetic acid 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 22457-20-1 Neopentyl-2-phenyl-aethansulfonat 
• 75-84-3 2,2-dimethyl-propanol-1 
• 134724-20-2 Neopentyl 2,4,6-tri-t-butylphenyl ether 
• 918900-71-7 benzyl 6-deoxy-6-(neopentylsulfonomethyl)-2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 96503-15-0 2,2-dimethyl-1-propyl phenyl selenide 
• 7210-80-2 neopentyl phenyl sulphide 
• 5467-69-6 6-methoxy-3-nitro-2-picoline 
• 120263-38-9 1-[(2,4-Dinitro-phenyl)-hydrazono]-4,4-dimethyl-pentane-2-sulfonic acid 
• 22457-19-8 Neopentyl-2-p-tolyl-aethansulfonat 
• 25056-20-6 Neopentyl-1-butansulfonat 

Relevant articles and documents

Neopentyl 3-Triflyloxypropanesulfonate. A Reactive Sulfopropylation Reagent for the Preparation of Chemiluminescent Labels

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Alkylation of Nitropyridines via Vicarious Nucleophilic Substitution

Electrophilic nitropyridines react with sulfonyl-stabilized carbanions to give products of C-H alkylation via vicarious nucleophilic substitution. The process consists of formation of the Meisenheimer-type adduct followed by base-induced β-elimination of the sulfinic acid (e.g., PhSO2H). Mechanistic studies reveal that in the latter step alkyl substituent and adjacent nitro group tend to planarize for effective stabilization of benzyl anion, and thus, adduct of hindered isopropyl carbanion remains stable toward elimination for steric reasons.

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