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ChemicalBook--->CAS DataBase List--->18107-18-1

18107-18-1

18107-18-1 Structure

18107-18-1 Structure
IdentificationMore
[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
Chemical PropertiesBack Directory
[Appearance]

clear yellow solution
[Boiling point ]

96 °C
[density ]

0.773 g/mL at 25 °C
[refractive index ]

1.4362
[Fp ]

−31 °F
[storage temp. ]

Refrigerator
[solubility ]

Sol most organic solvents; insol H2O.
[form ]

Solution
[color ]

White
[Water Solubility ]

Immiscible with water. Miscible with organic solvents.
[Sensitive ]

Moisture & Light Sensitive
[BRN ]

1902903
[Stability:]

Shock Sensitive
[CAS DataBase Reference]

18107-18-1(CAS DataBase Reference)
[EPA Substance Registry System]

Silane, (diazomethyl)trimethyl- (18107-18-1)
Safety DataBack 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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl ether-->Tetrahydrofuran-->Phosphorus oxychloride-->Acetone-->Hexane-->Magnesium-->Phenol-->Sodium azide-->N,N-Dimethylaniline-->1,2-Dibromoethane-->Diphenylphosphoryl azide-->Chloromethyltrimethylsilane-->Diphenyl chlorophosphate
[Preparation Products]

PYRETHRIN 2-->Dimethyl Glutarate-->4-Methoxystyrene-->2-bromo-1-(4-bromo-3-fluorophenyl)ethanone-->BENZOIC ACID,4-BROMO-2-METHYL-,METHYL ESTER
Hazard InformationBack 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).

18107-18-1 synthesis

[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.
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(Trimethylsilyl)diazomethane, 2.0M solution in hexanes(18107-18-1)
[Alfa Aesar]

(Trimethylsilyl)diazomethane, 2M in hexanes(18107-18-1)
[Sigma Aldrich]

18107-18-1(sigmaaldrich)
[TCI AMERICA]

Trimethylsilyldiazomethane  (ca. 10% in Hexane, ca. 0.6mol/L)(18107-18-1)
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