137501-99-6

Basic information

• Product Name: <(1')R^*,(S)S^*>-4-(6',6'-dimethyl-2'-cyclohexen-1'-ylsulfinyl)-morpholine
• CAS NO: 137501-99-6
• Molecular Weight: 243.37
• Mol File: 137501-99-6.mol

Chemical Properties

• CAS DataBase Reference: <(1')R^*,(S)S^*>-4-(6',6'-dimethyl-2'-cyclohexen-1'-ylsulfinyl)-morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: <(1')R^*,(S)S^*>-4-(6',6'-dimethyl-2'-cyclohexen-1'-ylsulfinyl)-morpholine(137501-99-6)
• EPA Substance Registry System: <(1')R^*,(S)S^*>-4-(6',6'-dimethyl-2'-cyclohexen-1'-ylsulfinyl)-morpholine(137501-99-6)

Safety Data

• Hazardous Substances Data: 137501-99-6(Hazardous Substances Data)

Upstream product

• 2958-89-6 N-(chlorosulfanyl)morpholine 
• 5020-09-7 4,4-dimethyl-2-cyclohexen-1-ol 

Relevant articles and documents

Diastereoselectivity in the [2,3]-sigmatropic rearrangement of substituted allylic N,N-dialkylamidosulfoxylates. X-ray molecular structure of [(1′) S*, (S)S*]-(2′E)-4-[[3′-(4″-bromophenyl)-1′-methyl- 2′-propenyl]sulfinyl]-morpholine

By the reaction with three N,N-dialkylamidosulfenyl chlorides 2 bearing representative sizes for the R groups on the nitrogen atom, several substituted secondary E or Z allylic alcohols (1a-h) have been converted into the corresponding pairs of diastereoisomeric allylic sulfinamides (3+-3′a-v), whose ratios have been determined by 1H NMR spectroscopy. Five cases of entirely diastereoselective [2,3]-sigmatropic rearrangement have been observed. The stereochemistry of one pure diastereoisomer 3′m has been determined by single crystal X-Ray analysis. When treated with 4-morpholinesulfenyl chloride, cyclohex-2-en-1-ol is stereoselectively converted to one diastereoisomer of the sulfinamide 5b which, by unambiguous procedures, led to the sane p.tolylsulfoxide 5a already obtained by treatment of cyclohex-2-en-1-ol with toluene-p-sulfenyl chloride.