Tetramethoxysilane

HCID 12682CAS 681-84-5

Basic information

Standard SMILES
CO[Si](OC)(OC)OC
InChIKey
LFQCEHFDDXELDD-UHFFFAOYSA-N
Molecular formula
C4H12O4Si
Average molar mass
152.22 g/mol
Monoisotopic mass
152.05048539

Overview

Methyl orthosilicate appears as a clear colorless liquid. Flash point below 125 °F. Less dense than water and insoluble in water. Very toxic by ingestion and inhalation and very irritating to skin and eyes. Used to make paints and lacquers.

Names & identifiers

Preferred name
Tetramethoxysilane
IUPAC
tetramethyl silicate
English name
Tetramethyl orthosilicate
Molecular formula
C4H12O4Si
Molecular weight
152.22

Names & synonyms

TetramethoxysilaneTetramethyl orthosilicateTETRAMETHYL SILICATE681-84-5Methyl silicateTMOSMethyl Silicate 39Silane, tetramethoxy-Methyl silicate 28TetramethylsilikatMethyl silicate ((MeO)4Si)TL 190
Show more names
Dynasil MMETHYLSILICATETetramethylsilicateMethyl orthosilicatetl190DK866CFS-845
Methyl silicate ((CH3)4SiO4)Silicic acid, methyl ester of ortho-TSL 8114Silicic acid (H4SiO4), tetramethyl esterSIT 7510.0DTXSID3027291MSP 15019D35VPL66

Database identifiers

CAS
681-84-5
PubChem CID
12682
DTXSID
DTXSID3027291
ChEMBL
CHEMBL3183859
UNII
19D35VPL66
EC Number
211-656-4
Nikkaji
J36.490H

Properties

Computed structural properties

Topological polar surface area
36.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
4
Heavy atoms
9

Experimental & physicochemical properties

Chemical Classes · 2 items

Metals -> Metalloid Compounds (Silicon)

Flammable agents - 3rd degree

SpringerMaterials PropertiesSchoenflies notation
Density · 6 items

1.02 (NIOSH, 2024) - Denser than water; will sink

1.0232 g/cu cm at 20 °C

Relative density (water = 1): 1.02

1.02

1.0232 @ 20°C

1.02

Viscosity0.5 cP
Color/Form · 2 items

Colorless liquid

Clear, colorless liquid [Note: A solid below 28 degrees F].

Solubility · 6 items

Soluble (NIOSH, 2024)

Very soluble in ethanol

SOL IN ORGANIC SOLVENTS

Not soluble in water

Solubility in water: none

Soluble

Physicochemical properties

Melting point
4 °C · −4 °C(lit.)
Boiling point
121 · 121-122 °C(lit.)
Density
1.023 g/mL · 1.023 g/mL at 25 °C(lit.)
vapor density
5.25 · 5.25 (vs air)
vapor pressure
3.35 psi · 3.35 psi ( 20 °C)
refractive index
20 · n20/D 1.368(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 14.6% (61 of 417) of reports.

Danger

H226 (81.3%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P284, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P320, P321, P332+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 417 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Hazards IdentificationToxic/poison by inhalation (TIH/PIH)
Regulatory Information · 5 items

Chemical: Silicic acid (H4SiO4), tetramethyl ester

Silicic acid (H4SiO4), tetramethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Silicic acid (H4SiO4), tetramethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 25-06-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/5972

Tetramethyl orthosilicate: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison Inhalation Hazard Flammable Liquid
Fire Hazards · 3 items

Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Flammable. Above 20 °C explosive vapour/air mixtures may be formed.

Fire PotentialCorrosive and flammable liquid.
Health Hazards · 2 items

Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 items

Fresh air, rest. Half-upright position. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Rest. Refer for medical attention .

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 items

Excerpt from NIOSH Pocket Guide for Methyl silicate:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from food and feedstuffs.
Firefighting HazardsVapors are heavier than air and may travel to a source of ignition and flash back. Combustion may produce irritants and toxic gases.

Toxicology

Target OrgansEyes, respiratory system, kidneys
Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 650(SRC), determined from a structure estimation method(2), indicates that tetramethyl silicate is expected to have low mobility in soil(SRC). Volatilization of tetramethyl silicate from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 6.4X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Tetramethyl silicate is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 16.5 mm Hg at 20 °C(4). Biodegradation data were not available(SRC, 2009).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 650(SRC), determined from a structure estimation method(2), indicates that tetramethyl silicate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces may occur(3) based upon an estimated Henry's Law constant of 6.4X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 7.3 and 57 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of -1.93(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2009).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tetramethyl silicate, which has a vapor pressure of 16.5 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase tetramethyl silicate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 4.8 days(SRC), calculated from its rate constant of 3.3X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Tetramethyl silicate does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routes · 2 items

The substance can be absorbed into the body by inhalation of its vapour and by ingestion.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 5 items

Burning sensation. Cough. Shortness of breath. Sore throat. Symptoms may be delayed.

Redness. Pain.

Redness. Pain. Loss of vision.

Abdominal pain.

irritation eyes, corneal damage (following even short-term exposure to the vapor); lung, kidney injury; pulmonary edema

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc of tetramethyl silicate can be estimated to be 650(SRC). According to a classification scheme(2), this estimated Koc value suggests that tetramethyl silicate is expected to have low mobility in soil.

Safety data

F
10-21
OEB
B
OEL
TWA: 1 ppm (6 mg/m3)
wgk
3
tsca
TSCA listed
rtecs
VV9800000

Chemistry & industry

Uses & manufacturing

Uses · 5 items

Used in corrosion resistant coatings and in catalysts; used to manufacture silicone; [ACGIH]

Methyl silicate has been used in the ceramic industry for closing pores, including those in concrete and cement, for coating metal surfaces and as a bonding agent in paints and lacquers.

In coating picture screens of television picture tubes

Used in the glass frosting process

Used in the sol-gel synthesis of chromium-doped silicates and in the formation of hexagonal mesoporous silica layers.

U.S. Production · 3 items

2023: 50,000 - <250,000 lb

Silicic acid (H4SiO4), tetramethyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5421]

Industry UsesIntermediate
General Manufacturing Information · 3 items

All Other Basic Inorganic Chemical Manufacturing

Silicic acid (H4SiO4), tetramethyl ester: ACTIVE

Silica aerogels are usually prepared by base-catalyzed reaction of tetramethoxysilane (TMOS) or tetraethoxysilane(TEOS), mostly with ammonia as the catalyst. A modification of this procedure is to pre-hydrolyze Si(OR)4 with a small amount of water under acidic conditions.

Applications · 5 items

DescriptionTetramethyl orthosilicate is the chemical compound with the formula Si(OCH3)4. This molecule consists of four methoxy groups bonded to a silicon atom.Two common organic precursors are tetraethyl orthosilicate (TEOS) and tetramethyl orthosilicate (TMOS). The latter is more toxic than the former.Tetraethyl orthosilicate (TEOS), Si(OC2H5)4, is the first alkoxide of the series, followed by tetramethyl orthosilicate (TMOS), Si(OCH3)4, which is, however, less safe to handle and hydrolyzes faster than TEOS.The hydrolysis of TMOS is, in fact, around six times faster: in general, a lower hydrolysis rate is associated with an increase of the organic group size in the silicon alkoxide. The properties of the silicon alkoxides change according to the dimension of the alkoxy; larger groups produce an increase in molecular weight, viscosity, and boiling point and a decrease in density of the alkoxides.As a rule of thumb, a larger size of the alkoxy group is associated with a lower hydrolysis rate due to the steric hindrance. The reactivity follows the sequence, with tetramethyl orthosilicate the most reactive alkoxide:tetramethyl orthosilicate >tetraethyl orthosilicate>tetra-n-propylorthosilicate>tetrabutyl orthosilicate

UsesTetramethyl orthosilicate (TMOS) is popularly used in the sol-gel synthesis of silicates1 and chromium-doped silicates and in the formation of hexagonal mesoporous silica layers.

UsesCoating screens of television picture tubes; mold binders; corrosion-resistant coatings; catalyst preparation; silicone intermediate

UsesTetramethyl Orthosilicate is a compound used in the research of the multifunctionality of silicified nanoshells and the efficiency at adsorbing cadmium ions at cell interfaces.

General DescriptionA clear colorless liquid. Flash point below 125°F. Less dense than water and insoluble in water. Very toxic by ingestion and inhalation and very irritating to skin and eyes. Used to make paints and lacquers.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
济南宏嘉化工有限公司15253128188; 15253128188
湖北鑫杰成化工科技有限公司13554075426 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]

Related reactions

40 records

Linked notes

Loading…