trimethyl[(trimethylsilyl)oxy]silane

• ChemBase ID: 103302
• Molecular Formular: C6H18OSi2
• Molecular Mass: 162.37752
• Monoisotopic Mass: 162.08961826
• SMILES: C[Si](C)(C)O[Si](C)(C)C
• Canonical SMILES: C[Si](O[Si](C)(C)C)(C)C
• InChI: InChI=1S/C6H18OSi2/c1-8(2,3)7-9(4,5)6/h1-6H3
• InChIKey: UQEAIHBTYFGYIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethyl[(trimethylsilyl)oxy]silane
• IUPAC Traditional name: hexamethyldisiloxane
• Synonyms: Hexamethyldisiloxane, NMR grade; Hexamethyldisiloxane solution; HMDSO; Hexamethyldisiloxane; Hexamethyldisiloxane; Poly(dimethylsiloxane); Oxybis(trimethylsilane); HEXAMETHYLDISILOXANE; 2,7-DIMETHOXYNAPHTHALENE; HEXAMETHLDISILOXANE; Bis(trimethylsilyl) ether; Bis(trimethylsilyl) oxide; 1,1,1,3,3,3-Hexamethyldisiloxane; Belsil DM 0.65; DC 0.65cs200; Dow Corning 200/0.65; Dow Corning OS 10; Ethoxytrimethylsilane-hexamethyldisiloxane Copolymer; Glipoxan; HMDS; HX 18; KF 96L0.65; LS 7130; NSC 43346; OS 10; PSF-0.65cSt; SF 0.65; SH 200-0.65CS; SH 200-0.65cSt; SWS-F 221; Volasil DM 0.65; Volasil DM 0.65SP; 六甲基二硅氧烷, NMR grade; 六甲基二硅氧烷 溶液; 六甲基二硅氧烷; 六甲基二硅氧烷; 聚二甲基硅氧烷

Database IDs

• CAS Number: 3469-26-9; 107-46-0
• EC Number: 203-492-7
• MDL Number: MFCD00008265
• Beilstein Number: 1736258
• PubChem SID: 24859617; 24852329; 24882080; 162091322; 24870583
• PubChem CID: 24764
• Chemspider ID: 23150
• MeSH Name: Hexamethyldisiloxane
• Unique Ingredient Identifier: D7M4659BPU
• Wikipedia Title: Hexamethyldisiloxane

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.0278
• LogD (pH = 7.4): 3.0278
• Log P: 3.0278
• Molar Refractivity: 36.0308 cm^3
• Polarizability: 18.337494 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colourless liquid
• Melting Point: -59 °C(lit.); -59°C; -67°C; -67°C
• Boiling Point: 100 - 101°C; 100-101°C; 101 °C; 101 °C(lit.); 99°C
• Flash Point: 0 °C; -1(1) °C; -11 °C; 12.2 °F; -2.7°C; -2°C(28°F); 32 °F
• Density: 0.76 g/ml; 0.764; 0.764 g cm^-3; 0.764 g/mL at 20 °C(lit.)
• Refractive Index: 1.377; 1.3770; n20/D 1.377; n20/D 1.377(lit.); n20/D 1.378
• Vapor Pressure: 42 mm Hg at 25 °C(extrapolated)
• Vapor Density: >1 (vs air)
• Viscosity: 0.65 cSt(25 °C)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: JM9237000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Toxic (T)
• UN Number: 1114; 1993; UN1993
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 2; II
• Australian Hazchem: 3YE
• Risk Statements: 11-50/53; 11-51/53; 45-46-11-36/38-48/23/24/25-51/53-65; R:10; R11
• Safety Statements: 16-61; 53-16-26-45-61-62; 9-16-60-61; S:9-16-29; S16
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 128
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• Main Hazard: Highly flammable liquid and vapour; Causes serious eye irritation
• NFPA704:
  

  4

  1

  0
• GHS Hazard statements: H225-H304-H315-H319-H340-H350-H372-H411; H225-H400-H410; H225-H411
• GHS Precautionary statements: P201-P210-P273-P301 + P310-P305 + P351 + P338-P308 + P313; P210-P273; P210-P273-P403
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1114 3/PG 2; UN 1993 3/PG 2

Product Information

• Purity: ≥98%; ≥98.5% (GC); ≥99.5%; ≥99.5% (GC); 98+%; 99.7%
• Concentration: 25% in benzene-d6 (99.6 atom % D)
• Grade: for NMR spectroscopy; NMR grade; NMR reference standard; puriss.
• NMR tube O.D. × L: 5 mm × 8 in.
• Linear Formula: (CH3)3SiOSi(CH3)3

DETAILS

MP Biomedicals - 02151249

Used for synthesis of benzoyl chlorides.
1 ml = approx. 0.76 g

MP Biomedicals - 05207554

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 469300

Packaging
50, 250 mL in poly bottle

Sigma Aldrich - 326739

Packaging
100 g in glass bottle

Sigma Aldrich - 205389

Packaging
5, 100, 500 mL in glass bottle

Sigma Aldrich - 52630

Other Notes
For a facile silylation of carboxylic acids1,2; As chloride anion acceptor in the synthesis of sulphinic esters3

Sigma Aldrich - 611921

Features and Benefits
29Si sensitivity

Toronto Research Chemicals - H294215

A silicon based compound that can be used to create potentially biocompatible materials. Used as a monomer in the synthesis of long chain polysiloxane structures. Used in the methylation of mercury(II) salts.

REFERENCES

• Radeva, E. et al.: J. Optoelec. Adv. Mat., 11, 1432 (2009)
• Gandhiraman, R.P. et al.: Plama Proc. Polym., 11, 1432 (2009)
• Watanabe, N. et al.: Ecotoxic. Env. Safety, 11, 174 (2009)
• Silylates primary and sec-alcohols and phenols, in the presence of p-TsOH as catalyst. If the substrate contains acid-sensitive groups, PPTS can be used: Tetrahedron Lett., 4261 (1978). See Appendix 4.
• Reacts with P₂O₅ to give trimethylsilyl polyphosphate ('PPSE'), a milder and more convenient dehydrating agent then polyphosphoric acid. For examples, and related reagents, see Phosphorus(V) oxide, A13348.
• In the presence of FeCl₃, reacts with benzotrichlorides to give substituted benzoyl chlorides in good yields: J. Chem. Soc., Chem. Commun., 808 (1977).