| Identification | More | [Name]
Dodecylbenzenesulfonyl azide | [CAS]
79791-38-1 | [Synonyms]
4-DODECYLBENZENESULFONYL AZIDE
4-dodecylbenzensulfonyl azide
DODECYLBENZENESULFONYL AZIDE
P-DODECYLBENZENESULFONYL AZIDE
Dodecylbenzenesulfonyl azide (soft type)
P-DODECYLBENZENESULFONYL AZIDE OR 4-DODECYLBENZENESULFONYL AZIDE
softtype
Dodecylbenzenesulfonyl Azide (soft type) (mixture) | [EINECS(EC#)]
679-864-1 | [Molecular Formula]
C18H29N3O2S | [MDL Number]
MFCD00274161 | [Molecular Weight]
351.51 | [MOL File]
79791-38-1.mol |
| Chemical Properties | Back Directory | [density ]
1.051 g/mL at 25 °C | [refractive index ]
n20/D1.510 | [Fp ]
>110℃ | [solubility ]
solubility pentane, acetone, and most organic solvents. | [form ]
viscous liquid. | [color ]
Light yellow to Brown | [Uses]
precursor for palladium trimethylenemethane cycloaddition reactions. | [CAS DataBase Reference]
79791-38-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
1993 | [WGK Germany ]
3 | [HS Code ]
29350090 |
| Hazard Information | Back Directory | [Preparation]
prepared by addition of granular sodium azide (1.3 equiv) to a mixture of isomeric sulfonyl chlorides (from a commercial mixture of isomers of p-dodecylbenzenesulfonic acid) in acetone solution. | [Reactions]
Reagent for Diazo-function Transfer.
The title reagent has been called a safer diazo-transfer reagent, and is a mixture of 12 or more isomeric p-dodecylbenzenesulfonyl azides, ranging by HPLC from 24% to 1% in area and giving essentially a single spot by TLC.
The title reagent has been shown to be very useful for the synthesis of various crystalline diazocarbonyl compounds such as diazobarbituric and diazoisopropylidenemalonic acids, derivatives and homologs of diazoacetoacetic acid, and 9-diazoanthrone (eq 1).
Formation of noncrystalline byproduct dodecylsulfonamides facilitates the workup procedure and isolation of the target crys- talline diazo compounds from the reaction mixture. | [storage]
Dodecylbenzenesulfonyl azide is the safest of the usual are nesulfonyl azides (tosyl azide, etc.) employed in diazo-transfer processes;appropriate care should be taken,as with all azides. Use in a fume hood. | [Purification Methods]
elution through short column containing silica gel G with methylene chloride-hexane (1:4) as eluant. |
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