CAS 3388-04-3 Epoxycyclohexylethyltrimethoxysilane (HCID 18819)

Names & identifiers

Preferred name: Epoxycyclohexylethyltrimethoxysilane
IUPAC: trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl]silane
English name: Trimethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]silane
Molecular formula: C11H22O4Si
Molecular weight: 246.38

Names & synonyms

3388-04-3Silane A 186A 186 (heterocycle)Silquest A 186NUCA 186KBM 303A 186 (coupling agent)(3,4-Epoxycyclohexyl)ethyltrimethoxysilaneEpoxycyclohexylethyl trimethoxy silane[2-(3,4-Epoxycyclohexyl)ethyl]trimethoxysilaneE 6250Y 4086

Show more names

2-(3,4-EPOXYCYCLOHEXYL)ETHYLTRIMETHOXYSILANEs530kbm303A 186e6250y4086CE6250

SXJ79LS078((Epoxycyclohexyl)ethyl)trimethoxy silaneS 530(2-(3,4-Epoxycyclohexyl)ethyl)trimethoxysilane3-(2-(Trimethoxysilyl)ethyl)-7-oxabicyclo(4.1.0)heptane4-(2-(Trimethoxysilyl)ethyl)-7-oxabicyclo(4.1.0)heptaneepoxycyclohexylethyltrimethoxysilane3-[2-(Trimethoxysilyl)ethyl]-7-oxabicyclo[4.1.0]heptane

Database identifiers

CAS: 3388-04-3
PubChem CID: 18819
DTXSID: DTXSID1043910
UNII: SXJ79LS078
EC Number: 222-217-1
Nikkaji: J54.321G

Properties

Computed structural properties

Topological polar surface area: 40.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 16
Formal charge: 0
Complexity: 224

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Epoxides

Physical DescriptionColorless liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 0 °C · <0°C
Boiling point: 310 °C · 310 °C(lit.)
Density: 1.065 g/mL · 1.065 g/mL at 25 °C(lit.)
vapor pressure: 0.46 Pa · 0.46Pa at 25℃
refractive index: 20 · n20/D 1.451(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: liquid
Specific Gravity: 1.065 · 1.065
color: Colorless to Almost colorless
Water Solubility: 1.4 g/L · 1.4g/L at 20℃
Hydrolytic Sensitivity: 7 · 7: reacts slowly with moisture/water
BRN: 8980119 · 8980119
InChI: 1S/C11H22O4Si/c1-12-16(13-2,14-3)7-6-9-4-5-10-11(8-9)15-10/h9-11H,4-8H2,1-3H3
InChIKey: DQZNLOXENNXVAD-UHFFFAOYSA-N
SMILES: CO[Si](CCC1CCC2OC2C1)(OC)OC
LogP: 2.5 at · 2.5 at 20℃
CAS DataBase Reference: 3388 · 3388-04-3(CAS DataBase Reference)
FDA UNII: 79 LS078 · SXJ79LS078
NIST Chemistry Reference: 1 · 1-[2-(Trimethoxysilyl)ethyl]cyclohexane-3,4-epoxide(3388-04-3)
EPA Substance Registry System: 3 · 3,4-Epoxycyclohexylethyltrimethoxysilane (3388-04-3)
UNSPSC Code: 12352103 · 12352103
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Warning
Hazard statements: 317 · H317-H341-H351-H412
Precautionary statements: 201 · P201-P202-P273-P280-P302+P352-P308+P313
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: T
Risk Statements: 45 · 45-46-45/46
Safety Statements: 53 · 53-23-36/37/39-45
WGK Germany: 3 · 3
RTECS: 4000000 · VV4000000
F: 3 · 3-10
TSCA: TSCA listed
HS Code: 29319090 · 29319090
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 3 Carc · Aquatic Chronic 3Carc. 2Muta. 2Skin Sens. 1B
Toxicity: 50 oral · LD50 oral in rat: 8mL/kg
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 9.8% (32 of 325) of reports.

Danger

H317 (61.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P203, P261, P272, P273, P280, P302+P352, P318, P321, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 325 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Silane, trimethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]-

Status: Active Update: 24-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/19985

Silane, trimethoxy2-(7-oxabicyclo4.1.0hept-3-yl)ethyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment

Hazards Summary · 1 item

No evidence of embryotoxicity or teratogenicity in oral studies of rats and rabbits; [Shepard's Catalog of Teratogenic Agents] A mild skin irritant; Oral LD50 (rat) = 8 mL/kg; [RTECS] May cause irritation; May cause eye, liver, kidney, and heart injury; Possible carcinogen; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesSkin Sens. 1 (61.2%)

Toxicology

Toxicity DataLC (mouse) > 290 mg/m3/4hr

Safety data

F: 3-10
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
rtecs: VV4000000
hs_code: 29319090
Toxicity: LD50 oral in rat: 8mL/kg
risk_code: 45-46-45/46
Signal word: Warning
Symbol(GHS): GHS07,GHS08
hazard_code: T
safety_code: 53-23-36/37/39-45
Storage Class: 10 - Combustible liquids
Hazard statements: H317-H341-H351-H412
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 3Carc. 2Muta. 2Skin Sens. 1B
Precautionary statements: P201-P202-P273-P280-P302+P352-P308+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing Information7-Oxabicyclo[4.1.0]heptane, 3-[2-(trimethoxysilyl)ethyl]-: ACTIVE

Applications · 2 items

UsesTrimethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]silane may be used as a precursor to form SiCOH film via sol-gel. The silane may be used to functionalize alumina nanoparticles towards the fabrication of polyamide 12/alumina nanocomposites. 4 Basalt fibers were functionalized with this silane and its consequent effect on the fabrication of basalt fiber–epoxidized vegetable oil matrix composite materials was analyzed.Trimethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]silane can be used as a silane based coupling agent to functionalize a variety of substrates. It modifies the surface to improve the dispersion of nanoparticles. It can be used as an adhesion promoter by treating the precursor material with epoxy silanes.

UsesTrimethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]silane was used as an adhesion promoter during the fabrication of:a photoacid generator activated by two photon excitation. nanoscale polymeric structures (width: 65 nm) using 520 nm femtosecond pulse excitation. Trimethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]silane may be used as a precursor to form SiCOH film via sol-gel. The silane may be used to functionalize alumina nanoparticles towards the fabrication of polyamide 12/alumina nanocomposites. 4 Basalt fibers were functionalized with this silane and its consequent effect on the fabrication of basalt fiber–epoxidized vegetable oil matrix composite materials was analyzed.