Basic information
- CAS
233765-90-7- Standard SMILES
CO[Si](CCCOCC1CO1)(OC)OC- InChIKey
BPSIOYPQMFLKFR-UHFFFAOYSA-N- Molecular formula
- C9H20O5Si
- Average molar mass
- 236.34 g/mol
- Monoisotopic mass
- 236.10800027
Overview
See also: Glycidylpropyltrimethoxysilane homopol.~ (annotation moved to).
Names & identifiers
- Preferred name
- Glycidoxypropyltrimethoxysilane
- IUPAC
- trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane
- English name
- 3-Glycidoxypropyltrimethoxysilane
- Molecular formula
- C9H20O5Si
- Molecular weight
- 236.34
Names & synonyms
Show more names
Database identifiers
- CAS
233765-90-7、2530-83-8、25704-87-4- PubChem CID
- 17317
- DTXSID
DTXSID5027489- ChEMBL
CHEMBL2140162- UNII
- 5K9X9X899R
- EC Number
- 219-784-2、247-194-5、807-562-3
- Nikkaji
- J48.152A
Properties
Computed structural properties
- Topological polar surface area
- 49.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 9
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 166
Experimental & physicochemical properties
Physical Description
Liquid; Dry Powder; Liquid
Liquid; [eChemPortal: SIDSUNEP] Clear colorless liquid; [MSDSonline]
Physicochemical properties
- Melting point
- -50 °C · -50°C
- Boiling point
- 120 °C2 · 120 °C2 mm Hg(lit.)
- Density
- 1.07 g/mL · 1.070 g/mL at 20 °C
- vapor pressure
- 0 · 0-12790Pa at 20-25℃
- refractive index
- 20 · n20/D 1.429(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Acetonitrile (Slightly), Chloroform
- form
- Liquid
- color
- Clear
- Specific Gravity
- 1.07 · 1.07
- Water Solubility
- Miscible with alcohols, ketones and aliphatic or aromatic hydrocarbons. Immiscible with water.
- Hydrolytic Sensitivity
- 7 · 7: reacts slowly with moisture/water
- Sensitive
- Moisture Sensitive
- BRN
- 4308125 · 4308125
- Henry's Law Constant
- 1.4 · 1.4×102 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- Stability
- Moisture Sensitive
- Cosmetics Ingredients Functions
- NAIL CONDITIONING
- InChI
- 1S/C9H20O5Si/c1-10-15(11-2,12-3)6-4-5-13-7-9-8-14-9/h9H,4-8H2,1-3H3
- InChIKey
- BPSIOYPQMFLKFR-UHFFFAOYSA-N
- SMILES
- CO[Si](CCCOCC1CO1)(OC)OC
- LogP
- -2.6 · -2.6-0.5 at 20℃
- CAS DataBase Reference
- 2530 · 2530-83-8(CAS DataBase Reference)
- FDA UNII
- 5 K9X9X899R · 5K9X9X899R
- NIST Chemistry Reference
- 3 · 3-Glycidoxypropyltrimethoxysilane(2530-83-8)
- EPA Substance Registry System
- 3 · 3-(Trimethoxysilyl)propyl glycidyl ether (2530-83-8)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 318 · H318-H412
- Precautionary statements
- 273 · P273-P280-P305+P351+P338-P501
- Hazard Codes
- Xn,Xi
- Risk Statements
- 36 · 36/38-21-52-41
- Safety Statements
- 28 A-26-36/37/39-24/25 · 28A-26-36/37/39-24/25
- WGK Germany
- 2 · 2
- RTECS
- 4025000 · VV4025000
- F
- 10 · 10-21
- Autoignition Temperature
- 400 °C · 400°C
- TSCA
- TSCA listed
- PackingGroup
- III
- HS Code
- 29310095 · 29310095
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 3 Eye · Aquatic Chronic 3Eye Dam. 1
- Toxicity
- 50 oral · LD50 oral in rat: 22600uL/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 13.6% (281 of 2064) of reports.
Danger
H318 (54.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P203, P264+P265, P273, P280, P305+P354+P338, P317, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2064 reports by companies from 31 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard information
Regulatory Information
Chemical: Silane, trimethoxy[3-(oxiranylmethoxy)propyl]-
Chemical: Silane, trimethoxy[(oxiranylmethoxy)propyl]-
Regulation (EC) No 1935/2004 (amended)
Oxirane, 2-[[3-(trimethoxysilyl)propoxy]methyl]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxirane, 2-[[3-(trimethoxysilyl)propoxy]methyl]- 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)
TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.
Status: Active Update: 10-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14972
Other Safety Information
Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards Summary
Mildly irritating to skin and eyes; Not a known skin sensitizer; Rapidly hydrolyzes into methanol and silanetriols; Oral LD50 (rats) = 7010 to 16900 mg/kg and dermal LD50 (rats) = 6800 mg/kg; [OECD SIDS: Trimethoxy[3-(oxiranylmethoxy)propyl]-silane - 2004] May cause irritation; May form siloxane polymer on contact with skin, eyes, or lungs; [MSDSonline]
Hazard Classes and Categories
Eye Dam. 1 (54.1%)
Skin Irrit. 2 (100%)
Serious eye damage/eye irritation - Category 1
Safety & protection
Protective Action Criteria (PAC)
3.4 [mg/m3]
38 [mg/m3]
230 [mg/m3]
Toxicology
Safety data
- F
- 10-21
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- VV4025000
- hs_code
- 29310095
- Toxicity
- LD50 oral in rat: 22600uL/kg
- risk_code
- 36/38-21-52-41
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- Xn,Xi
- safety_code
- 28A-26-36/37/39-24/25
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- Hazard statements
- H318-H412
- REACH Registrations
- Active
- Hazard Classifications
- Aquatic Chronic 3Eye Dam. 1
- Autoignition Temperature
- 400°C
- Precautionary statements
- P273-P280-P305+P351+P338-P501
Chemistry & industry
Uses & manufacturing
Uses
Used as additive (cross-linking agent) for adhesion promotion in adhesives, sealants, coatings, and composites; Used in reinforcing glass fibers and foundry resins; [eChemPortal: SIDSUNEP]
Molding and Core Making [Category: Foundry]
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Oxirane, 2-[[3-(trimethoxysilyl)propoxy]methyl]-: ACTIVE
Applications
Uses3-Glycidoxypropyltrimethoxysilane is an epoxy-functional silane, it is a clear, light straw liquid. 3-Glycidoxypropyltrimethoxysilane may be used as a coupling agent in polysulfide and polyurethane caulks and sealants, in mineral-filled or glass-reinforced thermosets and thermoplastics, and in glass roving size-binders. It is particularly employed as an adhesion-promoting additive in waterborne systems, e.g. improving the adhesion of acrylic latex sealants. Applications: 3-Glycidoxypropyltrimethoxysilane may improve dry and wet strength in cured composites reinforced with glass fiber rovings Enhance wet electrical properties of epoxy-based encapsulate and packaging materials. Eliminate the need for a separate primer in polysulfide and urethane sealants. Improve adhesion in waterborne acrylic sealants and in urethane and epoxy coatings.
UsesPre-treatment of carbon steel with 3-(Glycidoxypropyl)trimethoxysilane enhances the dry and wet adhesion while reducing the cathotic disbondment rate of an epoxy coating
Uses(3-Glycidoxypropyl)trimethoxysilane is used in the production of carbon steel and its pre treatment favors the dry and wet adhesion of epoxy coating. It is also used to prepare epoxy-functionalized silica nanoparticles, which gives a reactive surface for one-step and high-density protein immobilization. It serves as a coupling agent and adhesion promoter.
General Description(3-Glycidyloxypropyl)trimethoxysilane (GPTMS) is a bifunctional organosilane with three methoxy groups on one side and an epoxy ring on the other. The methoxy groups bind well with glass substrates creating a 3D matrix. The epoxy group is reactive with amides, alcohols, thiols and acids. GPTMS is highly reactive in water and can be used as a linking agent between the surface of the silica and the polymeric matrix.
Upstream & downstream products
Upstream raw materials
Suppliers1 total
Related reactions
Compound notes
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