(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
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.
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) |
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
New Products
Tert-butyl bis(2-chloroethyl)carbamate 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid DIETHYL AMINOMALONATE HYDROCHLORIDE 1,1’-CARBONYLDIIMIDAZOLE R-2-BENZYLOXY PROPIONIC ACID 1,1’-CARBONYLDI (1,2-4 TRIAZOLE) N-METHYL INDAZOLE-3-CARBOXYLIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5-BROMO-2CYANO PYRIDINE 5,6-Dimethoxyindanone 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
You may like
-
α-(p-Toluenesulfonyl)benzyl Isocyanide CAS 36635-66-2View Details
36635-66-2 -
1975-50-4 98%View Details
1975-50-4 -
2-HYDROXY BENZYL ALCOHOL 98%View Details
90-01-7 -
2-Chloro-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate 221615-75-4 98%View Details
221615-75-4 -
61397-56-6 CIS BROMO BENZOATE 98%View Details
61397-56-6 -
14714-50-2 (2-Hydroxyphenyl)acetonitrile 98+View Details
14714-50-2 -
118753-70-1 98+View Details
118753-70-1 -
733039-20-8 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine 98+View Details
733039-20-8