Product Name

  • Name

    (TRIMETHYLSILYL)DIAZOMETHANE

  • EINECS
  • CAS No. 18107-18-1
  • Article Data18
  • CAS DataBase
  • Density 0.773 g/mL at 25 °C
  • Solubility Immiscible with water. Miscible with organic solvents.
  • Melting Point
  • Formula C4H10N2Si
  • Boiling Point 96 °C
  • Molecular Weight 114.222
  • Flash Point -31 °F
  • Transport Information UN 1992
  • Appearance clear yellow solution
  • Safety 9-16-29-33-36/37-61-62-45
  • Risk Codes 12-19-22-66-67-65-62-51/53-48/20-38-11-23
  • Molecular Structure Molecular Structure of 18107-18-1 ((TRIMETHYLSILYL)DIAZOMETHANE)
  • Hazard Symbols HighlyF+,HarmfulXn,DangerousN,FlammableF,ToxicT
  • Synonyms Diazo((trimethylsilyl))methane;Diazomethyltrimethyl silane;Trimethylsilyldiazomethane;
  • PSA 37.39000
  • LogP 1.24546

Synthetic route

(N-nitroso-N-trimethylsilylmethyl)acetamide
59546-83-7

(N-nitroso-N-trimethylsilylmethyl)acetamide

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
With phenethylamine under 8 - 10 Torr;95%
With phenethylamine at 40℃; under 14 Torr;
diphenyl phosphoryl azide
26386-88-9

diphenyl phosphoryl azide

Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
Stage #1: Chloromethyltrimethylsilane With magnesium; ethylene dibromide In diethyl ether at 40℃; for 1h;
Stage #2: diphenyl phosphoryl azide In diethyl ether at 0℃; for 2h;
79%
diphenyl phosphoryl azide
26386-88-9

diphenyl phosphoryl azide

(trimethylsilyl)methylmagnesium chloride
13170-43-9

(trimethylsilyl)methylmagnesium chloride

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
In diethyl ether for 16h; cooling;78%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In diethyl ether 1.) -78 deg C, 2.) 0 deg C;74%
Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
Stage #1: Chloromethyltrimethylsilane With lithium In diethyl ether at -23 - 20℃; for 2h; Inert atmosphere;
Stage #2: With 4-toluenesulfonyl azide In diethyl ether at 0 - 20℃; for 22h; Inert atmosphere;
40%
With diphenyl phosphoryl azide; magnesium 1) diethyl ether, room temp., 2) diethyl ether or dibutyl ether, 0 deg C to room temp.; Multistep reaction;
N-nitroso-N-trimethylsilylmethylurea
39482-21-8

N-nitroso-N-trimethylsilylmethylurea

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
With potassium hydroxide In benzene28.2%
With potassium hydroxide In benzene
With potassium hydroxide
With potassium hydroxide In pentane at 0℃; for 1.5h;
Methyl-nitroso-(trimethylsilylmethyl)carbamat
26205-77-6

Methyl-nitroso-(trimethylsilylmethyl)carbamat

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
With sodium hydroxide
[N-(trimethylsilyl)methyl]urea
5663-03-6

[N-(trimethylsilyl)methyl]urea

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
With hydroxide; cis-nitrous acid Multistep reaction;
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

A

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

B

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In diethyl ether at -78℃; for 2h;
diphenyl phosphoryl azide
26386-88-9

diphenyl phosphoryl azide

Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

A

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

B

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
With magnesium In diethyl ether 2h, 0 deg C -> 3h, r.t.;A n/a
B 8.2 g
N-trimethylsilylmethylamine
18166-02-4

N-trimethylsilylmethylamine

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Conditions
ConditionsYield
With 4-nitro-phenol; propane-1,3-diyl dinitrite In 2-methyltetrahydrofuran at 80℃; for 0.333333h; Solvent; Reagent/catalyst; Temperature; Reflux;

(Trimethylsilyl)diazomethane Specification

The CAS register number of (Trimethylsilyl)diazomethane is 18107-18-1. It also can be called as Silane,(diazomethyl)trimethyl- and the IUPAC name about this chemical is diazomethyl(trimethyl)silane. The molecular formula about this chemical is C4H10N2Si and molecular weight is 114.22. It belongs to the following product categories which include Analytical Chemistry; Diazomethane Precursors & Equivalents (GC Derivatizing Reagents); Esterification & Alkylation (GC Derivatizing Reagents); GC Derivatizing Reagents; Si (Classes of Silicon Compounds); Si-(C)4 Compounds; Silicon Compounds (for Synthesis); Synthetic Organic Chemistry and so on.

Physical properties about (Trimethylsilyl)diazomethane are: (1)ACD/LogP: 0.17; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.17; (4)ACD/LogD (pH 7.4): 0.17; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 29.42; (8)ACD/KOC (pH 7.4): 29.42; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1.

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic to aquatic organisms. It may cause long-term adverse effects in the aquatic environment. This chemical is harmful by inhalation. It is harmful beacuse it may cause lung damage if swallowed. This chemcial is toxic by inhalation. It may form explosive peroxides. Repeated exposure this chemical may cause skin dryness or cracking. Its vapours may cause drowsiness and dizziness. It has danger of serious damage to health by prolonged exposure. It also has risk of impaired fertility. Lastly, this chemical is highly flammable. It is also irritating to skin. If you want to store this chemical, please keep container in a well-ventilated place and keep away from sources of ignition. Before using this chemical, please take precautionary measures against static discharges. When using this chemical, please wear suitable gloves and protective clothing. Besides, you also need to remeber avoid release to the environment and refer to special instructions safety data sheet. After using it, please do not empty into drains. If swallowed it, do not induce vomiting, then seek medical advice immediately and show this container or label. In case of accident or if you feel unwell, please seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: [N-]=[N+]=C/[Si](C)(C)C
(2)InChI: InChI=1/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3
(3)InChIKey: ONDSBJMLAHVLMI-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3
(5)Std. InChIKey: ONDSBJMLAHVLMI-UHFFFAOYSA-N

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