トリメトキシシラン

Trimethoxysilane

HCID 17215CAS 2487-90-3

基本情報

標準SMILES
CO[SiH](OC)OC
InChIKey
YUYCVXFAYWRXLS-UHFFFAOYSA-N
分子式
C3H10O3Si
平均分子量
122.19 g/mol
単同位体質量
122.03992071

概要

Trimethoxysilane appears as a colorless liquid. Slightly soluble in water and denser than water. Hence floats on water. Very toxic by ingestion, inhalation or skin absorption. May also be corrosive to skin and eyes.

名称と識別子

優先名称
Trimethoxysilane
IUPAC
trimethoxysilane
現地名
トリメトキシシラン
英語名
Trimethoxysilane
分子式
C3H10O3Si
分子量
122.2

名称と別名

RefChem:899733DTXCID707482219-637-22487-90-3DTXSID0027482LS 330Silane, trimethoxy-Trimethoxy silaneTrimethoxysilaneV1J39XPF91trimethoxy-silaneTrimethoxysilane (>85%)
名称をさらに表示
トリメトキシシランHSi(OCH3)3TriMethoxysilyltrimethoxylsiloxaneDK696AR95.0%DKSI099DKFELEX0085DKFELEX0179trimethoxy-silan
LMD 930; LS 330; SY 2012;(MeO)3SiHSCHEMBL37612NS00046824Q27291417

データベース識別子

CAS
2487-90-3
PubChem CID
17215
DTXSID
DTXSID0027482
EC Number
219-637-2

物性

構造計算による物性

極性表面積
27.7 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
3
重原子数
7

実験および物理化学的性質

Chemical Classes · 2 件

Metals -> Metalloid Compounds (Silicon)

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
Density · 2 件

0.860 g/cu cm at 20 °C

0.860 @ 20°C

Color/FormLiquid
SolubilityHydrolyzes rapidly in water
Boiling Point84 °C

物理化学的性質

融点
115 °C · −115 °C(lit.)
沸点
81 °C · 81 °C(lit.)
比重(密度)
0.96 g/mL · 0.96 g/mL at 25 °C(lit.)
蒸気密度
1 · >1 (vs air)
蒸気圧
7.2 mm · <7.2 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.358(lit.)

化学的性質

化学的特性Colorless clear liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P231+P232, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P320, P321, P330, P337+P317, P363, P370+P378, P402+P404, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 120 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazards IdentificationToxic/poison by inhalation (TIH/PIH)
Regulatory Information · 4 件

Chemical: Silane, trimethoxy-

Silane, trimethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Silane, trimethoxy- 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: 28-06-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/16258

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.)

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
DOT LabelPoison Inhalation Hazard Flammable Liquid
Fire Hazards · 2 件

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

· Flammable/combustible material.

Fire PotentialFlammable liquid. Vapors are heavier than air and may travel to a source of ignition and flash back. Combustion may produce irritants and toxic gases. Closed containers may rupture violently when heated.

安全と保護具

Fire FightingExcerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:
Accidental Release Measures · 2 件

· 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 · 2 件

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

General First Aid:

Exposure Control and Personal Protection · 2 件

· Wear positive pressure self-contained breathing apparatus (SCBA).

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

Fire Fighting Procedures · 5 件

Use dry chemical, aqueous foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool. Fight fire from protected location or maximum possible distance. Approach fire from upwind to avoid hazardous vapors and toxic decomposition products.

If material on fire or involved in fire: Use water in flooding quantities as fog ... Keep run-off water out of sewers and water sources. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible.

Wear special protective clothing and positive pressure self-contained breathing apparatus.

Suitable extinguishing media: For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. ... Use water spray to cool unopened containers.

Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage Conditions · 2 件

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Moisture sensitive.

Store in a cool, dry, well-ventilated location. Separate from acids, oxidizing materials, and water. Outside or detached storage is preferred.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: The hydrolytic half-life of trimethoxysilane is 0.3 minutes at 2 degrees C, pH 7.0 and is estimated to be 3 min in air(1). This tendency to rapidly hydrolyze indicates that other processes effecting the fate of trimethoxysilane in moist or dry soil will not be important(SRC).

AQUATIC FATE: The hydrolytic half-life of trimethoxysilane in water is 0.3 minutes at 2 degrees C, pH 7.0 and 0.2 min at pH 9.0 and pH 4.0(1). This tendency to rapidly hydrolyze indicates that other processes effecting aquatic fate will not be important(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trimethoxysilane, which has a vapor pressure of 76 mm Hg at 25 °C(2), is expected to exist solely as a gas in the ambient atmosphere. If not immediately hydrolyzed, vapor-phase trimethoxysilane 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 6.4 days(SRC), calculated from its rate constant of 2.5X10-12 cu cm/molecule-sec at 25 °C(SRC), that was derived using a structure estimation method(3). It is estimated that the hydrolysis half life of trimethoxysilane in air is 3 min(4), so hydrolysis will occur faster than any other fate process in air(SRC). Trimethoxysilane does not contain chromophores that absorb at wavelengths >290 nm(5) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsDermatotoxin - Skin burns.
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of trimethoxysilane can be estimated to be 220(SRC). According to a classification scheme(2), this estimated Koc value suggests that trimethoxysilane is expected to have moderate mobility in soil; however it is unlikely that it will persist in the environment due to the potential for hydrolysis in the presence of moisture or air. The hydrolytic half-life of trimethoxysilane in water is 0.3 minutes at 2 degrees C, pH 7.0 and therefore, leaching and adsorption to sediment in water will not be an important environmental fate process(SRC).

Human Toxicity Excerpts · 5 件

/SIGNS AND SYMPTOMS/ May be fatal if inhaled. May cause respiratory tract irritation. May be harmful if absorbed through skin. May cause skin irritation. Causes eye irritation.

/SIGNS AND SYMPTOMS/ Severe health hazard. May be fatal if absorbed through skin or inhaled. Corrosive to tissues when wet. Irritating to skin, eyes, and respiratory system.

/SIGNS AND SYMPTOMS/ Vapors ... may be absorbed into corneal tissues causing blindness.

/SIGNS AND SYMPTOMS/ Moderately toxic by inhalation. Mildly toxic by ingestion and skin contact.

For more Human Toxicity Excerpts (Complete) data for Trimethoxy silane (6 total), please visit the HSDB record page.

Artificial Pollution Sources · 1 件

Trimethoxysilane's production and use as an organic coupling agent(1), adhesive and binding agent, surface activating agent(2), and as an intermediate in the industrial production of organosilanes such as trimethoxysilylpropyl methacrylate(3) may result in its release to the environment through various waste streams(SRC).

Environmental BiodegradationThe hydrolytic half-life of trimethoxysilane in water is 0.3 minutes at 2 degrees C, pH 7.0(1); therefore, biodegradation will not be an important environmental fate process(SRC).

安全データ

F
10
wgk
3
tsca
TSCA listed
rtecs
VV6750000
ridadr
UN 3384 6.1/PG 1
hs_code
29319090

化学と産業

用途と製造

Uses · 4 件

Used to make organic coupling agents (adhesion promoters) in the plastics industry; [HSDB]

Used to prepare a number of organic coupling agents utilized by the plastics industry as adhesion promotors.

Used in the industrial production of trimethoxysilylpropyl methacrylate [2530-85-0] by direct addition of trimethoxy silane in the presence of radical scavengers.

Used as an adhesive and bindings agent (92%), as an intermediate (7%) and as a surface active agent (1%).

U.S. ImportsTrimethoxysilane is not imported into the United States
U.S. Production · 5 件

2023: 1,000,000 - <8,500,000 lb

Silane, trimethoxy- 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#5871]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Silane, trimethoxy-. Aggreated National Production Volume: 1 to < 10 million lbs.

1702 tonnes in 2001

Industry UsesAdhesion/cohesion promoter
Methods of Manufacturing · 2 件

Reaction of silicon with ethanol or methanol containing less than 2000 ppm water produces trimethoxy silane with cuprous chloride as the catalyst.

Silane reacts with methanol at room temperature to produce ... trimethoxysilane.

General Manufacturing Information · 4 件

All Other Basic Inorganic Chemical Manufacturing

Silane, trimethoxy-: ACTIVE

Trimethoxysilane is not sold in industrial or other consumer markets and is not shipped from the original point of manufacture. Trimethoxysilane is produced and used in closed systems (hard piped) and is a site-limited intermediate.

Trimethoxysilane is used in all cases (including those characterized as non-dispersive), as an intermediate in the production of organofunctional silanes. Similarly, in all cases (including those characterized as non-dispersive), the use concerns trimethoxysilane itself, not any hydrolysis or polymerization products. Note that the polymerization products are an artefact of testing in an aqueous or moisture containing environment; these are not produced during the use of trimethoxysilane.

応用分野

使用Trimethoxysilane is used as a catalyst in the hydrogenation of furfural to furfuryl alcohol.

一般的な説明A colorless liquid. Slightly soluble in water and denser than water. Hence floats on water. Very toxic by ingestion, inhalation or skin absorption. May also be corrosive to skin and eyes.

調製方法

純化方法Likely impurities are Si(OMe)4 and H2Si(OMe)2. Efficient fractionation is essential for removing these impurities [IR: Sternbach & MacDiarmid J Am Chem Soc 81 5109 1959, Heilfrich & Hausen Chem Ber 57 795 1924, Beilstein 1 IV 1266.]

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関連反応

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