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METHYLSILATRANE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

2288-13-3

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2288-13-3 Usage

General Description

White crystals or granular solid with a slight odor.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

METHYLSILATRANE is incompatible with strong oxidizing materials.

Fire Hazard

METHYLSILATRANE is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 2288-13-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,8 and 8 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2288-13:
(6*2)+(5*2)+(4*8)+(3*8)+(2*1)+(1*3)=83
83 % 10 = 3
So 2288-13-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H15NO3Si/c1-12-8(2-5-9-12,3-6-10-12)4-7-11-12/h2-7H2,1H3

2288-13-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-methyl-4,6,11-trioxa-1-aza-5-silabicyclo[3.3.3]undecane

1.2 Other means of identification

Product number -
Other names 1-Methyl-2,8,9-trioxo-5-aza-1-silabicyclo(3.3.3)undecane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2288-13-3 SDS

2288-13-3Synthetic route

Methyltriethoxysilan
2031-67-6

Methyltriethoxysilan

2,2-dimethyl-6-<2-(trimethylsiloxy)ethyl>-1,3,6,2-dioxazasilocane
135718-12-6

2,2-dimethyl-6-<2-(trimethylsiloxy)ethyl>-1,3,6,2-dioxazasilocane

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
With sodium isopropylate In isopropyl alcohol for 20h;85%
Methyltriethoxysilan
2031-67-6

Methyltriethoxysilan

2-Methyl-6-(2-trimethylsilanyloxy-ethyl)-2-vinyl-[1,3,6,2]dioxazasilocane
144967-53-3

2-Methyl-6-(2-trimethylsilanyloxy-ethyl)-2-vinyl-[1,3,6,2]dioxazasilocane

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
With sodium isopropylate In isopropyl alcohol for 20h;80%
Methyltriethoxysilan
2031-67-6

Methyltriethoxysilan

2-methyl-2-phenyl-6-(2-hydroxyethyl)-1,3,6,2-dioxazasilocane
118162-82-6

2-methyl-2-phenyl-6-(2-hydroxyethyl)-1,3,6,2-dioxazasilocane

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
With sodium isopropylate In isopropyl alcohol for 10h;78%
2-methyl-2-phenyl-6-<2-(trimethylsiloxy)ethyl>-1,3,6,2-dioxazasilocane
144967-54-4

2-methyl-2-phenyl-6-<2-(trimethylsiloxy)ethyl>-1,3,6,2-dioxazasilocane

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane at 80℃; for 1h;78%
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

2,2',2''-tris(trimethylsiloxy)triethylamine
20836-42-4

2,2',2''-tris(trimethylsiloxy)triethylamine

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
at 140 - 150℃; Yields of byproduct given;A n/a
B 77%
triethanolamine
102-71-6

triethanolamine

C13H33O9P3Si

C13H33O9P3Si

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
In diethyl ether at 135℃; for 2h;60%
triethanolamine
102-71-6

triethanolamine

Methyltriethoxysilan
2031-67-6

Methyltriethoxysilan

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
In xylene for 2h; Heating;59%
at 130℃; for 4h;14.4 g
Methyltriethoxysilan
2031-67-6

Methyltriethoxysilan

2,8,9-trioxa-5-aza-1-borabicyclo[3.3.3]undecane
283-56-7

2,8,9-trioxa-5-aza-1-borabicyclo[3.3.3]undecane

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
With sodium ethanolate In N,N-dimethyl-formamide at 140℃; for 22h;50%
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

triethanolamine
102-71-6

triethanolamine

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
In chloroform at 0 - 20℃; Inert atmosphere;50%
Methyltrimethoxysilan
1185-55-3

Methyltrimethoxysilan

tris(2-hydroxyethyl)ammonium fluoride
74630-95-8

tris(2-hydroxyethyl)ammonium fluoride

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
Heating;40%
triethanolamine
102-71-6

triethanolamine

1,1,2,2-tetraethoxydimethyldisilane
18001-76-8

1,1,2,2-tetraethoxydimethyldisilane

A

1-methylsilatrane
2288-13-3

1-methylsilatrane

B

2-Ethoxy-1,2-dimethyl-3,9,10-trioxa-6-aza-1,2-disila-bicyclo[4.3.3]dodecane

2-Ethoxy-1,2-dimethyl-3,9,10-trioxa-6-aza-1,2-disila-bicyclo[4.3.3]dodecane

Conditions
ConditionsYield
In acetonitrile; xylene for 10h; Heating;A n/a
B 21.7%
triethanolamine
102-71-6

triethanolamine

Methyltrimethoxysilan
1185-55-3

Methyltrimethoxysilan

1-methylsilatrane
2288-13-3

1-methylsilatrane

triethanolamine
102-71-6

triethanolamine

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
In benzene for 3h; Heating;
triethanolamine
102-71-6

triethanolamine

polymethylsesquisiloxane

polymethylsesquisiloxane

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
With potassium hydroxide In xylene
triethanolamine
102-71-6

triethanolamine

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 60 percent / EtONa / ethanol; diethylamine / Heating
2: 20 percent / conc. aq. H2SO4 / 70 °C
3: 78 percent / KOH / dioxane / 1 h / 80 °C
View Scheme
diethoxy-methyl-phenyl-silane
775-56-4

diethoxy-methyl-phenyl-silane

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 40 percent / ZnCl2 / Heating
2: 78 percent / KOH / dioxane / 1 h / 80 °C
View Scheme
2-methyl-2-phenyl-6-(2-hydroxyethyl)-1,3,6,2-dioxazasilocane
118162-82-6

2-methyl-2-phenyl-6-(2-hydroxyethyl)-1,3,6,2-dioxazasilocane

1-methylsilatrane
2288-13-3

1-methylsilatrane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 20 percent / conc. aq. H2SO4 / 70 °C
2: 78 percent / KOH / dioxane / 1 h / 80 °C
View Scheme
1-methylsilatrane
2288-13-3

1-methylsilatrane

1-chlorosilatrane
33446-81-0

1-chlorosilatrane

Conditions
ConditionsYield
With Iodine monochloride In dichloromethane at 20℃; Chlorination;38%
1-methylsilatrane
2288-13-3

1-methylsilatrane

1-bromosilatrane
33446-82-1

1-bromosilatrane

Conditions
ConditionsYield
With bromine In dichloromethane at -5℃; Bromination;30.1%
2,2′-dithiobis(1-propylamine)
4390-10-7

2,2′-dithiobis(1-propylamine)

1-methylsilatrane
2288-13-3

1-methylsilatrane

2-(2,8,9-Trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-ylsulfanyl)-propylamine
124187-01-5

2-(2,8,9-Trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-ylsulfanyl)-propylamine

Conditions
ConditionsYield
In benzene for 3h; Heating;
cystamine hydrochloride
1072-22-6

cystamine hydrochloride

1-methylsilatrane
2288-13-3

1-methylsilatrane

2-(2,8,9-Trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-ylsulfanyl)-ethylamine; hydrochloride
124186-99-8

2-(2,8,9-Trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-ylsulfanyl)-ethylamine; hydrochloride

Conditions
ConditionsYield
In benzene for 3h; Heating;
1-methylsilatrane
2288-13-3

1-methylsilatrane

A

triethanolamine
102-71-6

triethanolamine

B

methylsilanetriol
2445-53-6

methylsilanetriol

Conditions
ConditionsYield
With disodium hydrogenphosphate; potassium dihydrogenphosphate at 40 - 70℃; Kinetics; Thermodynamic data; Mechanism; hydrolysis in neutral medium;
1-methylsilatrane
2288-13-3

1-methylsilatrane

2-(2-Chloro-2-methyl-[1,3,6,2]dioxazasilocan-6-yl)-ethanol; hydrochloride

2-(2-Chloro-2-methyl-[1,3,6,2]dioxazasilocan-6-yl)-ethanol; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In benzene further solvents chloroform, methylene chloride;
1-methylsilatrane
2288-13-3

1-methylsilatrane

mercury(II) iodide

mercury(II) iodide

methylmercury(II) iodide
143-36-2

methylmercury(II) iodide

Conditions
ConditionsYield
In [(2)H6]acetone Kinetics; byproducts: ISi(OCH2CH2)3N; not isolated, reaction followed by (1)H-NMR spectroscopy;
1-methylsilatrane
2288-13-3

1-methylsilatrane

mercury dichloride

mercury dichloride

methylmercury(II) chloride
115-09-3

methylmercury(II) chloride

Conditions
ConditionsYield
In [(2)H6]acetone Kinetics; byproducts: ClSi(OCH2CH2)3N; not isolated, reaction followed by (1)H-NMR spectroscopy;
In water-d2 Kinetics; byproducts: ClSi(OCH2CH2)3N; not isolated, reaction followed by (1)H-NMR spectroscopy;
In d(4)-methanol Kinetics; byproducts: ClSi(OCH2CH2)3N; 35°C; not isolated, reaction followed by (1)H-NMR spectroscopy;
o-methylphenoxyacetic acid
1878-49-5

o-methylphenoxyacetic acid

1-methylsilatrane
2288-13-3

1-methylsilatrane

C7H17NO4Si*C9H10O3
1219360-09-4

C7H17NO4Si*C9H10O3

Conditions
ConditionsYield
With methanol for 6h; Reflux;

2288-13-3Relevant academic research and scientific papers

ETCHANT COMPOSITION, METHOD OF ETCHING INSULATING FILM, METHOD OF MANUFACTURING SEMICONDUCTOR DEVICE, AND SILANE COMPOUND

-

Paragraph 0080-0083, (2019/12/06)

An etchant composition includes a silane compound represented by the following Chemical Formula 1: wherein R1 to R6 are independently hydrogen, halogen, a substituted or unsubstituted C1-C20 hydrocarbyl group, a phenyl group, a C1-C20 alkoxy group, a carboxy group, a carbonyl group, a nitro group, a tri (C1-C20) alkylsilyl group, a phosphoryl group, or a cyano group, L is a direct bond or C1-C3 hydrocarbylene, A is an n-valent radical, and n is an integer of 1 to 4.

Direct synthesis of 1-organylsilatranes from organyltrichlorosilanes and tris(2-hydroxyethyl)amine

Voronkov,Kuznetsova

experimental part, p. 925 - 927 (2011/04/16)

A direct method of synthesis of 1-organylsilatranes by the reaction of organyltrichlorosilanes with tris(2-hydroxyethyl)amine was developed. 1-Organylsilatranes RSi(OCH2CH2)3N with R = Me, Et, Ph, ClCH2, ICH2, Cl(CH2)3 were prepared by this method in up to 72% yield.

A novel route to pentacoordinated organylsilanes and -germanes

Gevorgyan, Vladimir,Borisova, Larisa,Vyater, Armand,Ryabova, Victoria,Lukevics, Edmunds

, p. 149 - 155 (2007/10/03)

New convenient methods of sila- and germatranes synthesis from ethoxy- and tetraorganylsilanes and -germanes have been elaborated. The reaction of ethoxysilanes with boratrane in the presence of catalytic amounts of metal alcoholates has been investigated. Dimethylformamide (DMF) as a solvent and NaOEt as a catalyst used instead of xylene and Al(Oi-Pr)3 were found to give better yields. The possibility of using alkoxy-, aminosilanes, tetraethoxygermane and even tetraorganylsilanes in this reaction leading to the corresponding atranes with good yields has been demonstrated. Triethanolamine in the presence of catalytic amounts of base or CsF easily substitutes furyl-, dihydrofuryl-, dihydropyranyl- and thienyl groups in tris- and tetraheterylsilanes, leading to organylsilatranes with good to excellent yields.

MEDIUM-SIZED SILICON-CONTAINING RINGS. IV. SILOCANE-SILATRANE TRANSFORMATIONS

D'yakov, V. M.,Makarov, A. F.

, p. 291 - 294 (2007/10/02)

We have discovered an intramolecular condensation of trimethylsilyl ethers of silocines with a phenyl substituent on the silicon atom that leads to the corresponding silatranes.For the preparation of N-(hydroxyethy) derivatives of silocines we have, for the first time, used the cyclosilylation of triethanolamine with a bis(dialkylamino)silane.It was found that in the exothermic reaction of trialkoxyalkylsilanes with N-(hydroxyethyl) derivatives of silocines and their trimethylsilyl ethers the yield of silatranes is only slighthly dependent on the nature of the substituent both in the silocines and in the alkoxysilanes.

DIRECT TRANSFER OF ALIPHATIC AND AROMATIC SUBSTITUENTS FROM ORGANOSILATRANES TO MERCURY(II) SPECIES

Nies, J. Dirk,Bellama, Jon M.,Ben-Zvi, Nava

, p. 315 - 320 (2007/10/02)

The relative reaction rates of several silatranes (derivatives of 2,8,9-trioxa-5-aza-1-silatricyclo1,5>undecane) and HgCl2 in acetone-d6 to yield the corresponding organomercury compound are of the order of e.g., 5 * 10-1 1 mol-1 sec-1 or slightly less, a rate that is unexpectedly high compared to the essentially inert parent organotrialkoxysilanes.Thus, the apical Si-C bond of the silatrane is extraordinarily susceptible to direct electrophilic attack by mercury(II).The rates decrease in the order CH2=CH, C6H5, p-ClC6H4 > CH3 > CH3CH2, CH3CH2CH2 > C6H11, ClCH2, Cl2CH, CH3CH2O.The effects of varying the solvent and the counterions are noted, and the probable mechanism is discussed.

Atrane Analogous Compounds of the Type (I)

Grobe, Joseph,Henkel, Gerald,Krebs, Bernt,Voulgarakis, Nikolaos

, p. 341 - 351 (2007/10/02)

Heterocyclic cage compounds of type I (compounds 8 - 10) have been prepared by condensation reactions of 1,2,2-trifunctional disilanes Me(R)XSiSiMeX2 (R = Me, Ph, OEt; X = NMe2, OEt) with triethanolamine using the "Dilution Principle".The starting compounds are obtained by Si - Me cleavage of Si2Me6 with acetylchloride/AlCl3 followed by either aminolysis with HNMe2 or alcoholysis with EtOH. 1H NMR spectra indicate N -> Si(1) intraction with the more acidic Si atom in 8 and 9.This result is proved by the X-ray structure analysis of 8 (monoclinic, P 21/c; a = 7.088(2), b = 15.070(4), c = 12.701(4) Angstroem, β = 104.96(2) at -130 deg C, Z = 4); the Si(1) *** N distance is found to be 2.768 Angstroem, connected with a significant angular distortion of the tetrahedral coordination around Si(1) towards a trigonal bipyramid.In compound 10, too, N -> Si(1) coordination is observed at room temperature in spite of almost equal acidity for both Si atoms.This can be explained by the preference of 5- over 6-membered chelating ring systems.At higher temperatures the 1H NMR spectra show a fluctuation of the N-donor between the two Si centres. - Key words: Silatranes, Transanular N -> Si-Interactions, NMR Spectra, X-Ray

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