1066-42-8

Basic information

• Product Name: dimethylsilanediol
• Synonyms: dimethylsilanediol;dihydroxy-dimethyl-silane;1,1-Dimethylsilanediol;Dimethyldihydroxysilane;Silanediol, 1,1-diMethyl-
• CAS NO: 1066-42-8
• Molecular Formula: C₂H₈O₂Si
• Molecular Weight: 92.16922
• EINECS: 213-915-7
• Mol File: 1066-42-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 101℃
• Boiling Point: 122.193 °C at 760 mmHg
• Flash Point: 27.701 °C
• Appearance: /
• Density: 1.097 g/cm3
• Vapor Pressure: 6.73mmHg at 25°C
• Refractive Index: 1.414
• Storage Temp.: Hygroscopic, -86°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 14.24±0.53(Predicted)
• Stability: Hygroscopic, Temperature Sensitive
• CAS DataBase Reference: dimethylsilanediol(CAS DataBase Reference)
• NIST Chemistry Reference: dimethylsilanediol(1066-42-8)
• EPA Substance Registry System: dimethylsilanediol(1066-42-8)

Safety Data

• Hazardous Substances Data: 1066-42-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 1066-42-8 differently. You can refer to the following data:
1. 1,1-Dimethylsilanediol is the monomer of an important class of of commercial compounds called PDMS. Dimethylsilanediol is useful as a hydrophobization of oxidized silicon and other oxidized metal surf aces and compare the wetting properties of modified solids with those of conventionally modified surfaces.
2. 1,1-Dimethylsilanediol >90% is the monomer of an important class of commercial compounds called PDMS. Dimethylsilanediol is useful as a hydrophobization of oxidized silicon and other oxidized metal surfaces and compares the wetting properties of modified solids with those of conventionally modified surfaces.

InChI:InChI=1/C2H8O2Si/c1-5(2,3)4/h3-4H,1-2H3

Synthetic route

dibenzyloxydimethylsilane (50870-64-9) → dimethylsilanediol (1066-42-8)

Conditions	Yield
With palladium-platinum; hydrogen; aniline at 20℃; for 2h;	98%

diethoxy dimethylsilane (78-62-6) → dimethylsilanediol (1066-42-8)

Conditions	Yield
With H2O In water byproducts: C2H5OH; (CH3)2Si(OC2H5)2 (0.5 mol) and H2O (2 mol) at room temp. for 2 days (shaking);; evapn. of H2O and ethanol at 25°C;;	92%
With water

dibenzyloxydimethylsilane (50870-64-9) → dimethylsilanediol (1066-42-8) + tetramethyl-1,3-disiloxanediol (1118-15-6)

Conditions	Yield
With palladium-platinum; hydrogen; aniline In N,N-dimethyl acetamide at 20℃; for 2h; Concentration;	A 88% B 6%

dimethyldimethoxysilan (1112-39-6) → dimethylsilanediol (1066-42-8)

Conditions	Yield
With water
With water; acetic anhydride at 20 - 40℃; for 0.25h; Hydrolysis;
With H2O In water byproducts: CH3OH; heating of (CH3)2Si(OCH3)2 and H2O;; evapn. of H2O and CH3OH at room temp. by passing over of dry N2; washing of the residue with hot n-hexane; residue;;	65-78
With H2O In water byproducts: CH3OH; heating of (CH3)2Si(OCH3)2 and H2O;; evapn. of H2O and CH3OH at room temp. by passing over of dry N2; washing of the residue with hot n-hexane; residue;;	65-78

dimethylsilicon dichloride (75-78-5) → dimethylsilanediol (1066-42-8) + acetone (67-64-1)

Conditions	Yield
With diethyl ether; water; aniline

tetramethyl-1,3-disiloxanediol (1118-15-6) → dimethylsilanediol (1066-42-8) + 1,1,3,3,5,5-Hexamethyltrisiloxane-1,5-diol (3663-50-1)

Conditions	Yield
With trifluorormethanesulfonic acid; water In 1,4-dioxane at 35℃; Rate constant;

ethoxydimethylsilanol (65007-35-4) → dimethylsilanediol (1066-42-8)

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 30℃; Rate constant;

dimethylsilicon dichloride (75-78-5) → dimethylsilanediol (1066-42-8)

Conditions	Yield
With water
With water; triethylamine In diethyl ether; acetone at 0℃; for 0.5h;
With hydrogenchloride; water at 35℃; under 1500.15 Torr;

2,2,4,4,6,6-hexamethylcyclotrisilazane (1009-93-4) → dimethylsilanediol (1066-42-8) + tetramethyl-1,3-disiloxanediol (1118-15-6)

Conditions	Yield
With potassium dichromate; sulfuric acid; silver sulfate In water for 2h; Mechanism; Heating; other organosilicon compounds, chemical oxygen demand value, oxidizability, glass beads presence;

tetramethyl-1,3-disiloxanediol (1118-15-6) → dimethylsilanediol (1066-42-8) + 1,1,3,3,5,5-Hexamethyltrisiloxane-1,5-diol (3663-50-1) + octamethylcyclotetrasiloxane (556-67-2)

Conditions	Yield
With sulfuric acid In phosphate buffer for 24h; pH=6; Equilibrium constant; Kinetics; Further Variations:; pH-values; Hydrolysis;

1,1,3,3,5,5-Hexamethyltrisiloxane-1,5-diol (3663-50-1) → dimethylsilanediol (1066-42-8) + tetramethyl-1,3-disiloxanediol (1118-15-6)

Conditions	Yield
With sulfuric acid In phosphate buffer for 24h; pH=6; Equilibrium constant; Hydrolysis;

Trimethylsilanol (1066-40-6) → dimethylsilanediol (1066-42-8) + methylsilanetriol (2445-53-6)

Conditions	Yield
With air; chlorine at 24.85℃; under 740 Torr; Product distribution; Oxidation;

diethoxy dimethylsilane (78-62-6) → dimethylsilanediol (1066-42-8) + ethoxydimethylsilanol (65007-35-4)

Conditions	Yield
With tetraethoxy orthosilicate; water; ammonium hydroxide In methanol at 25℃; Kinetics;

diethoxy dimethylsilane (78-62-6) → dimethylsilanediol (1066-42-8) + tetramethyl-1,3-disiloxanediol (1118-15-6)

Conditions	Yield
With H2O In water heating of (CH3)2Si(OC2H5)2 and H2O for a longer period of time;;
With H2O In water heating of (CH3)2Si(OC2H5)2 and H2O for a longer period of time;;

dimethyldimethoxysilan (1112-39-6) → dimethylsilanediol (1066-42-8) + tetramethyl-1,3-disiloxanediol (1118-15-6) + C5H16O3Si2 (60958-36-3) + methoxydimethylsilanol (134178-81-7)

Conditions	Yield
With silicatein-α In diethyl ether at 20℃; for 5h; Enzymatic reaction;

dimethyldimethoxysilan (1112-39-6) → dimethyldifluorosilane (353-66-2) + dimethylsilanediol (1066-42-8)

Conditions	Yield
With lithium hexafluorophosphate; water for 24h;

dimethylsilanediol (1066-42-8) + chloro(diethoxy)(methyl)silane (18157-20-5) → 1,3,3,5-tetramethyl-1,1,5,5-tetraethoxytrisiloxane

Conditions	Yield
With pyridine In toluene at 20℃; for 2h; Cooling with ice;	89%

trimethoxysilane (2487-90-3) + dimethylsilanediol (1066-42-8) → 1,1,5,5-tetramethoxy-3,3-dimethyltrisiloxane (1415933-90-2)

Conditions	Yield
In benzene at 20℃; for 16h; Inert atmosphere;	80%

Methyltrichlorosilane (75-79-6) + dimethylsilanediol (1066-42-8) → C4H12Cl4O2Si3 (56764-53-5) + 2,6-dichloro-2,4,4,6,8,8-hexamethylcyclotetrasiloxane + 2,6-dichloro-2,4,4,6,8,8-hexamethylcyclotetrasiloxane

Conditions	Yield
With acceptor	A 71% B n/a C n/a
With acceptor Yield given;	A 71% B n/a C n/a

dimethylsilanediol (1066-42-8) + trichlorovinylsilane (75-94-5) → 1,1,5,5-tetrachloro-3,3-dimethyl-1,5-divinyltrisiloxane

Conditions	Yield
With aniline In diethyl ether at -10 - -5℃; for 1h;	71%

2,2-dimethyl-1,4-dioxa-2-silacyclohexane (18147-06-3) + dimethylsilanediol (1066-42-8) → Bis-(2-hydroxy-ethoxymethyl)-hexamethyltrisiloxan (18082-60-5)

Conditions	Yield
With dimethyl sulfoxide; triethylamine at 20℃; for 528h;	66.08%

2,2-dimethyl-1,4-dioxa-2-silacyclohexane (18147-06-3) + dimethylsilanediol (1066-42-8) → Bis-(2-hydroxy-ethoxymethyl)-hexamethyltrisiloxan (18082-60-5) + C7H20O4Si2 (127606-04-6)

Conditions	Yield
With dimethyl sulfoxide; triethylamine at 20℃; for 72h;	A 23.58% B 56.56%

dimethylsilanediol (1066-42-8) + bis(hydroxybis(2-(N,N-dimethylaminomethyl)phenyl)tin(IV)) → cyclo-[(2-(N,N-dimethylaminomethyl)phenyl)2SnOSn(2-(N,N-dimethylaminomethyl)phenyl)2OSiMe2O]

Conditions	Yield
Stage #1: bis(hydroxybis(2-(N,N-dimethylaminomethyl)phenyl)tin(IV)) With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In toluene Stage #2: dimethylsilanediol In toluene for 3h; Dean-Stark; Heating;	46%

dimethylsilanediol (1066-42-8) + 1,2-bis(methyldichlorosilyl)ethane (3353-69-3) → 1,3,3,5,7,7-hexamethylbicyclo<3.2.3>tetrasila-2,4,6,8-oxane (25308-01-4)

Conditions	Yield
With pyridine In diethyl ether at 0℃; for 2h;	28%

dimethylsilanediol (1066-42-8) + 1,1,9,9-tetrachlorooctamethylpentasiloxane (86637-12-9) → 2,6-dichloro-2,4,4,6,8,8,10,10,12,12-decamethylcyclohexasiloxane (86637-16-3)

Conditions	Yield
With aniline In diethyl ether at 20℃;	26%

dimethylsilanediol (1066-42-8) + 2,2,6,6-tetrachloro-2,6-disilaheptane (16957-21-4) → 4,8-dichloro-2,2,4,8-tetramethyl-1,3-dioxa-2,4,8-trisilacyclooctane

Conditions	Yield
With pyridine In diethyl ether at 20℃; for 48h; Condensation;	22.5%

dimethylsilanediol (1066-42-8) + 1,2-bis(methyldichlorosilyl)ethane (3353-69-3) → 4,7-dichloro-2,2,4,7-tetramethyl-1,3-dioxa-2,4,7-trisilacycloheptane

Conditions	Yield
With pyridine In diethyl ether at 20℃; for 48h; Condensation;	10.1%

Methyltrichlorosilane (75-79-6) + dimethylsilanediol (1066-42-8) + C4H12Cl4O2Si3 (56764-53-5) → C7H21Cl5O4Si5 (56764-58-0)

Conditions	Yield
With pyridine

Methyltrichlorosilane (75-79-6) + dimethylsilanediol (1066-42-8) → C4H12Cl4O2Si3 (56764-53-5)

Conditions	Yield
With pyridine
With pyridine Yield given;

dimethylsilanediol (1066-42-8) + dichlorodiethoxysilane (4667-38-3) → C10H26Cl2O6Si3 (64793-18-6)

Conditions	Yield
With pyridine

dimethylsilanediol (1066-42-8) + C10H26Cl2O6Si3 (64793-18-6) → 2,2,6,6-Tetraethoxy-4,4,8,8-tetramethyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane (64793-10-8)

Conditions	Yield
With pyridine

dimethylsilanediol (1066-42-8) + C4H12Cl4O2Si3 (56764-53-5) → C10H30Cl6O6Si7 (56764-61-5)

Conditions	Yield
With pyridine

dimethylsilanediol (1066-42-8) + Phenyltrichlorosilane (98-13-5) → C14H16Cl4O2Si3 (56764-52-4)

Conditions	Yield
With pyridine
With pyridine Yield given;

dimethylmonochlorosilane (1066-35-9) + dimethylsilanediol (1066-42-8) + 1,1,3,3-tetramethyldisilazane (15933-59-2) → 1,1,3,3,5,5,7,7-octamethyltetrasiloxane (1000-05-1)

Conditions	Yield
In toluene

Methyltrichlorosilane (75-79-6) + dimethylsilanediol (1066-42-8) + tetramethyl-1,3-disiloxanediol (1118-15-6) → 2,6-dichloro-2,4,4,6,8,8,10,10-octamethylcyclopentasiloxane + 2,6-dichloro-2,4,4,6,8,8,10,10-octamethylcyclopentasiloxane

Conditions	Yield
With hydrogenchloride Yield given. Multistep reaction;

Methyltrichlorosilane (75-79-6) + dimethylsilanediol (1066-42-8) + 1,1,3,3,5,5-Hexamethyltrisiloxane-1,5-diol (3663-50-1) → 2,6-dichloro-2,4,4,6,8,8,10,10,12,12-decamethylcyclohexasiloxane

Conditions	Yield
With 1.) acceptor, 2.) acceptor Yield given. Multistep reaction;

ethanol (64-17-5) + dimethylsilanediol (1066-42-8) → ethoxydimethylsilanol (65007-35-4)

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 30℃; Rate constant;

dimethylsilanediol (1066-42-8) + C4H12Cl4O2Si3 (56764-53-5) → 2,6-dichloro-2,4,4,6,8,8-hexamethylcyclotetrasiloxane + 2,6-dichloro-2,4,4,6,8,8-hexamethylcyclotetrasiloxane

dimethylsilanediol (1066-42-8) + C14H16Cl4O2Si3 (56764-52-4) → 2,6-Dichloro-4,4,8,8-tetramethyl-2,6-diphenyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane (81843-69-8) + 2,6-Dichloro-4,4,8,8-tetramethyl-2,6-diphenyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane

Upstream product

• 1118-15-6 tetramethyl-1,3-disiloxanediol 
• 3663-50-1 1,1,3,3,5,5-Hexamethyltrisiloxane-1,5-diol 
• 1066-40-6 Trimethylsilanol 
• 1112-39-6 dimethyldimethoxysilan 
• 50870-64-9 dibenzyloxydimethylsilane 
• 78-62-6 diethoxy dimethylsilane 
• 1009-93-4 2,2,4,4,6,6-hexamethylcyclotrisilazane 
• 75-78-5 dimethylsilicon dichloride 
• 65007-35-4 ethoxydimethylsilanol 

Downstream Products

• 56764-52-4 C₁₄H₁₆Cl₄O₂Si₃ 
• 1118-15-6 tetramethyl-1,3-disiloxanediol 
• 3663-50-1 1,1,3,3,5,5-Hexamethyltrisiloxane-1,5-diol 
• 556-67-2 octamethylcyclotetrasiloxane 
• 541-05-9 Hexamethylcyclotrisiloxane 
• 1189-93-1 1,3,3,5,5-hexamethyltrisiloxane 
• 27607-78-9 bis(trifluoromethanesulfonyloxy)dimethylsilane 
• 2445-53-6 methylsilanetriol 
• 31709-94-1 1.5-Dichlor-1.5-diphenyltetramethyltrisiloxan 
• 81843-69-8 2,6-Dichloro-4,4,8,8-tetramethyl-2,6-diphenyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane 
• 1000-05-1 1,1,3,3,5,5,7,7-octamethyltetrasiloxane 

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Although dietary silicon (Si) is recognized to be an important factor for the growth and development of bone and connective tissue, its biochemical role has yet to be identified. The predominant Si-containing species in blood and other biofluids is orthosilicic acid, Si(OH)4. Dimethylsilanediol,...detailed

Structure and vibrational spectra of dimethylsilanediol (cas 1066-42-8) and methylsilanetriol dimers07/26/2019

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Kinetics of decay of methyl radicals in irradiated dimethylsilanediol (cas 1066-42-8) and polymethylsiloxanes07/25/2019

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Relevant articles and documents

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Methods for detecting silicones in biological matrixes

Methods for analyzing for silicon and silicone in biological matrixes were developed. A silicone-specific technique involved microwave digestion of samples in acid solution to rapidly break down the biological matrix while hydrolyzing silicones to monomeric species. The resulting monomeric silanol species were then capped with trimethylsilyl groups, extracted into hexamethyldisiloxane, and analyzed by gas chromatography. In serum, positive identification of silicone species with detection limits below 0.5 μg of Si/mL are possible with this technique. The technique is compared with a silicone-specific technique, 29Si NMR, and a non-silicone-specific technique, ICP-AES. 29Si NMR was far less sensitive, with a detection limit of only 64 μg of Si/mL in serum when analyzing for one compound with a single sharp resonance. Inductively coupled plasma-atomic emission spectroscopy (ICP-AES) has potentially lower detection limits, but the technique is not silicone-specific and suffers from species-dependent responses.

METHOD FOR PRODUCING SILANOLS AND NOVEL SILANOLS

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Hydrolysis technology and device for concentrated hydrochloric acid

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