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999-97-3

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999-97-3 Usage

Chemical Description

Hexamethyldisilazane, trimethylchlorosilane, and pyridine are used to prepare the silylating reagent, which is used to treat the residue after the fractions are collected.

Description

Hexamethyldisilazane is a bulk organo silicon compound, being a quite useful silanizing agent. It is a reagent for the preparation of trimethylsilyl derivatives. It can be used for silanizing the surface of silicon water, cellulose. It can also be used to dehydrate cells of biomaterials for scanning electron microscopy (SEM). The hexamethyldisilazane coatings on various nanoparticles make them be resistant to water contamination and flocculation during synthesis. It can also be used as a modifier to control the shape, formation of agglomerates surface area and pore size of silica particles. Moreover, it is an adhesion promoter for photoresist in photolithography, and is also useful in the pyrolysis-gas chromatography-mass spectrometry to enhance the detectability of compounds with polar functional groups.

Chemical Properties

Hexamethyldisilazane, also known as HMDS, is an important organosilicon compound, a colorless and transparent liquid. It is readily hydrolyzed and gives off NH3 to produce hexamethyldisilyl ether. In the presence of a catalyst, it reacts with alcohols or phenols to produce trimethylalkoxysilane or trimethylaroxysilane. Reacts with anhydrous hydrogen chloride, releasing NH3 or NH4Cl, to produce trimethylchlorosilane.

Physical properties

Colorless transparent and easy flowing liquid. Boiling point 125℃, relative density 0.76 (20/4℃). Soluble in organic solvents, it will be rapidly hydrolyzed in contact with air to form trimethylsilanol and hexamethyldisilyl ether.

Uses

Different sources of media describe the Uses of 999-97-3 differently. You can refer to the following data:
1. Deactivation of chromatographic support materials. In electronic industry as an adhesion promoter for photoresists on silicon.
2. Hexamethyldisilazane mainly used as methyl silane alkylation (such as amikacin, penicillin, cephalosporins and kinds of penicillin derivatives), hydroxyl protectants of antibiotics. It is used as surface treatment agent of diatomite, white carbon black, titanium and blond additives of photoresist in the semiconductor industry. It is used as treatment agent of tearing strength resistance. It is used as a solvent in organic synthesis and organometallic chemistry. It is used as an adhesion promoter for photoresist in photolithography. it is used for the preparation of trimethylsilyl ethers from hydroxy compounds. It is used as an alternative to critical point drying during sample preparation in electron microscopy. It is added to analyte to get silylated diagnostic products during pyrolysis in gas chromatography- mass spectrometry.
3. A reagent for the preparation of trimethylsilyl derivatives.

Definition

ChEBI: Hexamethyldisilazane is an N-silyl compound obtained from ammonia by replacement of two of the hydrogens with trimethylsilyl groups. Hexamethyldisilazane is a derivatisation agent used in gas chromatography mass spectrometry applications. It has a role as a chromatographic reagent. It derives from a hydride of an ammonia.

Reactions

Hexamethyldisilazane(HMDS) is an extremely versatile and strong silylating agent. It is primarily used for the protection of sensitive functional groups during chemical synthesis.One of the advantages of Hexamethyldisilazane over chlorosilanes is that no base is needed as a hydrochloric acid acceptor. It produces ammonia which escapes easily from the reaction mixture during silylation.

General Description

A liquid. Boiling point of 260°F. Flash point 77°F. May be toxic by ingestion. Irritates skin and eyes. Vapors are heavier than air. May emit highly toxic nitrogen oxide fumes when heated to decomposition. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Moisture sensitive.

Reactivity Profile

Hexamethyldisilazane reacts with many carbonyl containing organic compounds to generate gaseous ammonia. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Flammability and Explosibility

Flammable

Purification Methods

A possible impurity is Me3SiCl. Wash it well with pet ether and fractionate it through a vacuum jacketed column packed with Helipac using a reflux ratio of 10:1. [Langer et al. J Org Chem 23 50 1958, Beilstein 4 IV 4014.]

References

Deng, Xiang. "Hexamethyldisilazane." Synlett 2011.06(2011):881-882. Chiavari, G, D. Fabbri, and S. Prati. "Gas chromatographic-mass spectrometric analysis of products arising from pyrolysis of amino acids in the presence of hexamethyldisilazane." Journal of Chromatography A922.1–2(2001):235-241. Nation, J. L. "A new method using hexamethyldisilazane for preparation of soft insect tissues for scanning electron microscopy." Stain Technology 58.6(1983):347-51. http://www.sigmaaldrich.com/catalog/product/sial/52619? lang=en?ion=US http://www.sigmaaldrich.com/catalog/product/aldrich/40215? lang=en?ion=US http://www.sigmaaldrich.com/catalog/product/sial/86944? lang=en?ion=US

Check Digit Verification of cas no

The CAS Registry Mumber 999-97-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,9 and 9 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 999-97:
(5*9)+(4*9)+(3*9)+(2*9)+(1*7)=133
133 % 10 = 3
So 999-97-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H19NSi2/c1-8(2,3)7-9(4,5)6/h7H,1-6H3

999-97-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (H0089)  1,1,1,3,3,3-Hexamethyldisilazane  >96.0%(GC)

  • 999-97-3

  • 10mL

  • 80.00CNY

  • Detail
  • TCI America

  • (H0089)  1,1,1,3,3,3-Hexamethyldisilazane  >96.0%(GC)

  • 999-97-3

  • 25mL

  • 100.00CNY

  • Detail
  • TCI America

  • (H0089)  1,1,1,3,3,3-Hexamethyldisilazane  >96.0%(GC)

  • 999-97-3

  • 100mL

  • 195.00CNY

  • Detail
  • TCI America

  • (H0089)  1,1,1,3,3,3-Hexamethyldisilazane  >96.0%(GC)

  • 999-97-3

  • 500mL

  • 430.00CNY

  • Detail
  • Alfa Aesar

  • (A15139)  Hexamethyldisilazane, 98+%   

  • 999-97-3

  • 25ml

  • 190.0CNY

  • Detail
  • Alfa Aesar

  • (A15139)  Hexamethyldisilazane, 98+%   

  • 999-97-3

  • 100ml

  • 322.0CNY

  • Detail
  • Alfa Aesar

  • (A15139)  Hexamethyldisilazane, 98+%   

  • 999-97-3

  • 500ml

  • 806.0CNY

  • Detail
  • Alfa Aesar

  • (A15139)  Hexamethyldisilazane, 98+%   

  • 999-97-3

  • 2500ml

  • 3210.0CNY

  • Detail
  • Alfa Aesar

  • (42039)  Hexamethyldisilazane, Electronic grade, 99+%   

  • 999-97-3

  • 25g

  • 290.0CNY

  • Detail
  • Alfa Aesar

  • (42039)  Hexamethyldisilazane, Electronic grade, 99+%   

  • 999-97-3

  • 100g

  • 312.0CNY

  • Detail
  • Alfa Aesar

  • (42039)  Hexamethyldisilazane, Electronic grade, 99+%   

  • 999-97-3

  • 500g

  • 1409.0CNY

  • Detail
  • Alfa Aesar

  • (L16519)  Hexamethyldisilazane, Electronic grade, 99+%   

  • 999-97-3

  • 25ml

  • 251.0CNY

  • Detail

999-97-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name hexamethyldisilazane

1.2 Other means of identification

Product number -
Other names SILAZANE HMN

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,CBI,Intermediates
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:999-97-3 SDS

999-97-3Relevant articles and documents

-

Wannagat,U. et al.

, p. 373 - 384 (1970)

-

The Instability of Ni{N(SiMe3)2}2: A Fifty Year Old Transition Metal Silylamide Mystery

Faust, Michelle,Bryan, Aimee M.,Mansikkam?ki, Akseli,Vasko, Petra,Olmstead, Marilyn M.,Tuononen, Heikki M.,Grandjean, Fernande,Long, Gary J.,Power, Philip P.

, p. 12914 - 12917 (2015)

The characterization of the unstable NiII bis(silylamide) Ni{N(SiMe3)2}2 (1), its THF complex Ni{N(SiMe3)2}2(THF) (2), and the stable bis(pyridine) derivative trans-Ni{N(SiMe3)2}2(py)2 (3), is described. Both 1 and 2 decompose at ca. 25°C to a tetrameric NiI species, [Ni{N(SiMe3)2}]4 (4), also obtainable from LiN(SiMe3)2 and NiCl2(DME). Experimental and computational data indicate that the instability of 1 is likely due to ease of reduction of NiII to NiI and the stabilization of 4 through dispersion forces.

Deoxygenation of primary amides to amines with pinacolborane catalyzed by Ca[N(SiMe3)2]2(THF)2

Gong, Mingliang,Guo, Chenjun,Jiang, Linhong,Luo, Yunjie,Yu, Chong

supporting information, p. 1201 - 1206 (2021/05/29)

Deoxygenative reduction of amides is a challenging but favorable synthetic method of accessing amines. In the presence of a catalytic amount of Ca[N(SiMe3)2]2(THF)2, pinacolborane (HBpin) could efficiently reduce a broad scope of amides, primary amides in particular, into corresponding amines. Functional groups and heteroatoms showed good tolerance in this process of transformation, and a plausible reaction mechanism was proposed.

Preparation method of silazane

-

Paragraph 0020-0021, (2020/10/14)

The invention provides a preparation method of silazane. The preparation method comprises the following steps: carrying out a stirring reaction on monochlorosilane, alkali metal amide, a catalyst anda solvent in a reaction container completely; and after the reaction is finished, carrying out reduced pressure distillation to obtain the silazane. Compared with the prior art, the invention providesa new silazane synthesis technology, the process is simple, the yield is as high as 93.0%, and the purity can reach 93.6%.

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