Trimethoxyphenylsilane

HCID 18137
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
2996-92-1
Standard SMILES
CO[Si](OC)(OC)c1ccccc1
InChIKey
ZNOCGWVLWPVKAO-UHFFFAOYSA-N
Molecular formula
C9H14O3Si
Average molar mass
198.29 g/mol
Monoisotopic mass
198.07122084

Names & identifiers

Preferred name
Trimethoxyphenylsilane
IUPAC
trimethoxy(phenyl)silane
English name
Trimethoxyphenylsilane
Molecular formula
C9H14O3Si
Molecular weight
198.29

Names & synonyms

Phenyltrimethoxysilane2996-92-1TrimethoxyphenylsilaneSilane, trimethoxyphenyl-DTXSID504070021TQE746S9NSC-93925DTXCID3020700RefChem:861841221-066-9trimethoxy(phenyl)silane(Trimethoxysilyl)benzene
Show more names
TrimethoxyphenyLKH-631trimethoxyphenyl-silanPhenyltriMethoxysilane, 85% 250MLX170CP0330HD-127
SILANE, PHENYLTRIMETHOXY-A 153C9H14O3SiMFCD00025689s1375089885-26-7EINECS 221-066-9NSC 93925

Database identifiers

CAS
2996-92-1
PubChem CID
18137
DTXSID
DTXSID5040700
ChEMBL
CHEMBL1903982
UNII
21TQE746S9
EC Number
221-066-9
Nikkaji
J48.157B

Properties

Computed structural properties

Topological polar surface area
27.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
13

Experimental & physicochemical properties

Density1.062 @25 °C
Physical Description · 2 items

Liquid

Clear liquid; [Acros Organics MSDS]

Kovats Retention Index1171.1

Physicochemical properties

Melting point
-25 °C · -25°C
Boiling point
233 °C · 233 °C(lit.)
Density
1.062 g/mL · 1.062 g/mL at 25 °C(lit.)
vapor pressure
0 · 0-12790Pa at 20-25℃
refractive index
20 · n20/D 1.468(lit.)
Flash point
99 °F · 99 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 2% (5 of 252) of reports.

Warning

H226 (60.7%): Flammable liquid and vapor [Warning Flammable liquids]；H302 (70.2%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (50.4%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (27.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (17.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H373 (65.1%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+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 252 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 5 of 252 reports by companies.；There are 13 notifications provided by 247 of 252 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 4 items

Chemical: Silane, trimethoxyphenyl-

Benzene, (trimethoxysilyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, (trimethoxysilyl)- 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: 03-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14391

Silane, trimethoxyphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards Summary · 1 item

Intravenous LD50 (mouse) = 180 mg/kg; [RTECS] Histopathological changes of the kidney, urinary bladder, and jejunum observed in oral study of rats at 250 mg/kg/day; No evidence of reproductive or developmental toxicity; [EPA - TSCATS] Prolonged or repeated ingestion exposure may cause urinary bladder injury; [ECHA REACH Registrations] Reacts with water evolving methanol; An irritant; [Acros Organics MSDS] A skin and strong eye irritant; [Alfa Aesar MSDS] See Methyl alcohol. See Isobutyltrimethoxysilane.

Hazard Classes and CategoriesFlam. Liq. 3 (60.7%)；Acute Tox. 4 (70.2%)；Skin Irrit. 2 (50.4%)；Eye Irrit. 2 (27.8%)；STOT SE 3 (17.5%)；STOT RE 2 (65.1%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

0.59 [mg/m3]

6.5 [mg/m3]

39 [mg/m3]

Regulatory information

Regulatory Information · 4 items

Chemical: Silane, trimethoxyphenyl-

Benzene, (trimethoxysilyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, (trimethoxysilyl)- 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: 03-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14391

Silane, trimethoxyphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F
10-21
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
VV5252000
ridadr
UN 1992 3/PG 3

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used to make fine and large scale chemicals, coatings, non-metal surface treatment products, sealants-adhesives, in mold making, and as a laboratory reagent; [ECHA REACH Registrations]

Molding and Core Making [Category: Foundry]；Painting (Pigments, Binders, and Biocides) [Category: Paint]；Working with Glues and Adhesives [Category: Other]

U.S. Production2023: 5,000,000 - <10,000,000 lb；2022: 5,000,000 - <10,000,000 lb；2021: 5,000,000 - <10,000,000 lb；2020: 5,000,000 - <10,000,000 lb
Industry UsesHeat stabilizer；Intermediate
General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing；Paint and Coating Manufacturing；All Other Basic Inorganic Chemical Manufacturing

Benzene, (trimethoxysilyl)-: ACTIVE

Applications · 4 items

UsesTMPS can also be used in the preparation of polytrimethoxyphenylsilane (PTMS) that facilitates the removal of graphene after chemical vapor deposition (CVD). Molecularly imprinted sol gels can be synthesized by using TMPS for the fabrication of localized surface plasmon resonance (LSPR).

UsesAn organosilicate compound for nanoelectronics and material science research.

UsesPhenyltrimethoxysilane is used for nanoelectronics and material science research. It is used as crosslinking agent for silicone resin and to produce polymer organic silicon compound.

General DescriptionTrimethoxyphenylsilane (TMPS) is an organotrialkoxysilane that is used as a functional monomer in the sol-gel processing.

Preparation methods · 1 item

PreparationA phenyllithium solution was slowly added dropwise to 60 mL of tetramethoxysilane and reacted for 1 h at a temperature of 0–20 °C. The dropping rate of phenyllithium was controlled at 1.5–2 mL/min. Solid-liquid separation was then performed, and the filtrate was heated to 90–110 °C and distilled under reduced pressure to obtain 6.17 g (0.0312 mol) of a colorless or pale yellow transparent liquid, which was Trimethoxyphenylsilane. Gas chromatography analysis showed its purity to be 97%.

Upstream & downstream products

Suppliers100 total

常州市弘裕化工有限公司0519-89996110 13813691203 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北科孚乐材料科技有限公司027-84459282 13720265353 · [email protected]
广州纳珑化工有限公司13192879270; 13192879270 · [email protected]

Related reactions

41 records
New reaction record

Compound notes

Loading…