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HomeProduct name list(1-PHENYL-1-TOSYL)METHYL ISOCYANIDE

(1-PHENYL-1-TOSYL)METHYL ISOCYANIDE

  • CAS NO.:36635-66-2
  • Empirical Formula: C15H13NO2S
  • Molecular Weight: 271.33
  • MDL number: MFCD04114776
  • EINECS: 200-258-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-08 17:06:38
(1-PHENYL-1-TOSYL)METHYL ISOCYANIDE Structural

What is (1-PHENYL-1-TOSYL)METHYL ISOCYANIDE?

Preparation

A 1-L, three-necked, roundbottomed flask fitted with an overhead stirrer, a 100 mL addition funnel, and a temperature probe was charged with THF (200 mL) and 1615 (27.6 g, 94.8 mmol). Phosphoryl chloride (17.7 mL, 190 mmol) was added and the resulting solution was stirred for 5 min at 25 C??. After cooling the solution to 0 C??, triethylamine (79.3 mL, 569 mmol) was added slowly over 30¨C45 min while keeping the internal reaction temperature below 10 C??. After the addition of triethylamine was complete, the reaction mixture was warmed to 5¨C10 C?? and maintained at this temperature for 30¨C45 min. Ethyl acetate (140 mL) and water (140 mL) were added sequentially to the reaction mixture, stirring was continued for 5 min, and then the mixture was transferred to a separatory funnel and the aqueous layer was removed. The organic layer was washed with water (2?á140 mL), saturated sodium hydrogen carbonate solution (140 mL), and brine (70 mL). The organic layer was transferred to a 500-mL, round-bottomed flask and concentrated on a rotary evaporator. The residue was diluted with 1-propanol (140 mL) and this solution was concentrated on a rotary evaporator to half of its original volume. The residue was cooled to 5¨C10 C?? for 30 min and the beige solid that crystallized was collected by filtration through a Buchner funnel. The filter cake was rinsed with 1-propanol (2?á75 mL). The beige solid was dried in vacuo for 3¨C4 h to give 18.1¨C19.7 g (70¨C 76%) of a-tosylbenzyl isocyanide 1616.
Structurally analogous to TosMIC 1600 is PhosMIC 1617, which has a phosphonate residue instead of a sulfonate residue. Some representatives have been described by Bartlett.36635-66-2 synthesis

Properties of (1-PHENYL-1-TOSYL)METHYL ISOCYANIDE

Melting point: 106 °C(dec.)
storage temp.  under inert gas (nitrogen or Argon) at 2-8°C
form  powder to crystal
color  White to Light yellow to Light orange

Safety information for (1-PHENYL-1-TOSYL)METHYL ISOCYANIDE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for (1-PHENYL-1-TOSYL)METHYL ISOCYANIDE

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