51849-22-0

Basic information

• Product Name: Benzene, [(iodomethyl)thio]-
• CAS NO: 51849-22-0
• Molecular Formula: C7H7IS
• Molecular Weight: 250.103
• Mol File: 51849-22-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzene, [(iodomethyl)thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(iodomethyl)thio]-(51849-22-0)
• EPA Substance Registry System: Benzene, [(iodomethyl)thio]-(51849-22-0)

Safety Data

• Hazardous Substances Data: 51849-22-0(Hazardous Substances Data)

Upstream product

• 75-11-6 diiodomethane 
• 882-33-7 diphenyldisulfane 
• 71520-84-8 trans-[chloro(phenylthiomethyl)bis(triphenylphosphine)platinum(II) 
• 598-26-5 dimethylketene 
• 24423-87-8 3,4-dihydro-isoquinoline 2-oxide 
• 7205-91-6 phenylthiomethyl chloride 
• 7790-99-0 Iodine monochloride 

Downstream Products

• 57025-66-8 2-Trimethylsilyl-3-(phenylthio)-propionsaeure 
• 97330-28-4 methyl (1R^*,3aR^*,4S^*,6aR^*)-2,2-dimethyl-2,3,3a,4,6,6a-hexahydro-5-oxo-4-phenylthiomethyl-1-(2-tetrahydropyranyloxy)ethyl-3a(1H)pentaleneacetate 
• 69442-50-8 triphenyl(phenylthiomethyl)phosphonium iodide 
• 123269-22-7 diethyl 2-oxo-4-(phenylthio)butylphosphonate 
• 243656-65-7 phenyl 2-trimethylsilylprop-2-enyl sulfide 
• 101212-44-6 (2R,3S,6S,10R)-(E)-(+)-10-diphenyl-t-butylsiloxy-8<(5'R)-3',5'-dimethyl-6'thiophenylhex-2'-enyl>-2,3-dimethyl-1,7-dioxaspiro<5.5>undecan 
• 101212-45-7 (2R,3S,6S,10R)-(E)-(+)-10-diphenyl-t-butylsiloxy-8<(5'R)-3',5'-dimethyl-6'-phenylsulphonylhex-2'-enyl>-2,3-dimethyl-1,7-dioxaspiro<5.5>undecan 
• 101212-36-6 (R)-(-)-2-methyl-3-(phenylthio)propan-1-ol 
• 112995-96-7 (S)-2-methyl-3-phenylthiopropyl bromide 
• 101212-37-7 (R)-(+)-2-methyl-3-phenylthiopent-4-yne 
• 101212-38-8 (4R)-(+)-2,4-dimethyl-1-iodo-5-phenylthiopent-1-ene 
• 101212-46-8 2-{(1E,7E)-(R)-4-Benzenesulfonyl-3-benzoyloxy-9-[(2R,4S,6R,8R,9S)-4-(tert-butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,7-dienyl}-4-methoxy-5-methyl-benzoic acid methyl ester 
• 153940-37-5 Undec-2-ynylsulfanyl-benzene 
• 51849-20-8 methyl 3-oxo-5-(phenylthio)pentanoate 

Relevant articles and documents

Consecutive C1-Homologation / Displacement Strategy for Converting Thiosulfonates into O,S-Oxothioacetals

A conceptually intuitive synthesis of oxothioacetals is reported starting from thiosulfonates as electrophilic sulfur donors. The installation of a reactive CH2Cl motif with a homologating carbenoid reagent, followed by the immediate nucleophilic displacement with alcoholic groups [(hetero)-aromatic, aliphatic] offer a convenient access to the title compounds. Genuine chemoselectivity is uniformly observed in the case of multi-functionalized systems. (Figure presented.).

A straightforward route to functionalized trans-diels-alder motifs

A sequence consisting of a Lewis acid-catalyzed Diels-Alder reaction on a 2-halocyclohexenone, followed by reductive alkylation, provides a route to trans-fused octalinones bearing angular methyl groups with functionality corresponding to that which would have been possible from a trans-directed Diels-Alder reaction.

Palladium-catalyzed trimethylenemethane reaction to form methylenetetrahydrofurans. Reactions of substituted TMM precursors and mechanistic interpretation

Alkyl-, phynyl-, vinyl-, and acetoxy-substituted palladium-trimethylenemethane (Pd-TMM) complexes react with aldehydes in the presence of organotin cocatalysts such as trimethylin acetate and trimethylin p-toluenesulfonate to give cycloadducts. The reactions of methyl-substituted TMM precursors 2a, 3, and 12 were studied most extensively. Two methylenetetrahydrofuran regioisomers, 10k and 10t, were produced in mixtures varying from 31:1 to 1:200 depending upon the TMM precursor, aldehyde, and cocatalyst. Conjugating substituents decrease the reactivity of the Pd-TMM complex, and only isomer 10t is available. The acetoxy substituent increases the reactivity of the organometallic and generated only 9k; however, the products cannot be isolated due to their lability. Electron-withdrawing substituents cause the complexes to be unreactive. Carveol-derived TMM precursors 23 and 2j give fused bicyclic products. Stereochemical analysis of these products showed that, contrary to olefin acceptors, aldehydes can, in some cases, attack the Pd complex on either face of the TMM moiety. These results indicate that trimethyltin chloride can be a very potent cocatalyst. The mechanism of the cycloaddition of aldehydes and, in particular, cocatalysis by organostannanes is discussed. The cocatalyst is believed to act by (1) aiding ring closure through the intermediacy of a stannyl ether and (2) acting as a Lewis acid to increase the rate of nucleophilic addition to the aldehyde.