| Identification | More | [Name]
(TRIMETHYLSILYL)DIAZOMETHANE | [CAS]
18107-18-1 | [Synonyms]
(DIAZOMETHYL)TRIMETHYLSILANE
TMS-DIAZOMETHANE
(TRIMETHYLSILYL)DIAZOMETHANE
(trimethylsilyl)diazomethanesolution
(TRIMETHYLSILYL)DIAZOMETHANE, 2.0 M IN D
(TRIMETHYLSILYL)DIAZOMETHANE, 2.0M SOLUT ION IN HEXANES
(TRIMETHYLSILYL)DIAZOMETHANE SOLUTION, ~2 M IN HEXANE
Trimethylsilyldiazomethane2.0MINdiethylester
(Trimethylsilyl)diazomethane, ca. 2.0M solution in hexanes, tech.
Trimethylsilyldiazomethane,10%inhexane
TRIMETHYLSILYLDIAZOMETHANE, 1.0M IN METHYLENE CHLORIDE
（Trimethylsilyl)diazomethane solution 2M
(TRIMETHYLSILYL)DIAZOMETHANE, 2.0 M IN &
(Trimethylsilyl)diazomethane, 2M in hexanes
Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.60mol/L)
(Trimethylsilyl)diazomethane, ca. 2.0M solution in hexanes, technical
(Trimethylsilyl)diazomethane, ca. 2.0M solution in hexanes
Diazo(trimethylsilyl)methane
Trimethyl(diazomethyl)silane | [Molecular Formula]
C4H10N2Si | [MDL Number]
MFCD00053946 | [Molecular Weight]
114.22 | [MOL File]
18107-18-1.mol |
| Safety Data | Back Directory | [Hazard Codes ]
F+,Xn,N,F | [Risk Statements ]
R12:Extremely Flammable.
R19:May form explosive peroxides.
R22:Harmful if swallowed.
R66:Repeated exposure may cause skin dryness or cracking.
R67:Vapors may cause drowsiness and dizziness.
R65:Harmful: May cause lung damage if swallowed.
R62:Possible risk of impaired fertility.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation .
R38:Irritating to the skin.
R11:Highly Flammable. | [Safety Statements ]
S9:Keep container in a well-ventilated place .
S16:Keep away from sources of ignition-No smoking .
S29:Do not empty into drains .
S33:Take precautionary measures against static discharges .
S36/37:Wear suitable protective clothing and gloves .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label . | [RIDADR ]
UN 1208 3/PG 2
| [WGK Germany ]
3
| [F ]
10 | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29270000 | [Hazardous Substances Data]
18107-18-1(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Chemical Properties]
clear yellow solution | [Physical properties]
bp 96 °C/775 mmHg; nD/25 1.4362.2 | [Uses]
Reactant for preparation of:
&bull Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity
&bull Aigialomycin D analogues as protein kinase inhibitors for cancer treatment
&bull Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction
&bull Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates
&bull Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity
&bull Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach
&bull Ent-kaurene derivatives as anti-inflammatory agents
&bull Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint
&bull Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors | [Uses]
Trimethylsilyldiazomethane is used as one-carbon homologation reagent; stable, safe substitute for diazomethane;participating in the synthesis reactions of insertion reactions;ketenylation reactions;preparation of homoallylic sulfides;pericyclic reactions;[C-N-N] 1,3-dipole for the preparation of azoles. | [Preparation]
Trimethylsilyldiazomethane is prepared by the diazo-transfer reaction of
trimethylsilylmethylmagnesium chloride with diphenyl phosphorazidate
(DPPA) (eq 1).
| [General Description]
(Trimethylsilyl)diazomethane is considered as a non-explosive substitute to diazomethane for the homologation of carbonyl derivatives, mainly ketones, via reactions such as Tiffeneau-Demjanov rearrangement. |
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