3-(Trimethylsilyl)phenylboronic acid

HCID 4577181

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Basic information

CAS: 177171-16-3
Standard SMILES: C[Si](C)(C)c1cccc(B(O)O)c1
InChIKey: REMKRZLFPLDTKR-UHFFFAOYSA-N
Molecular formula: C9H15BO2Si
Average molar mass: 194.11 g/mol
Monoisotopic mass: 194.09343665

Names & identifiers

Preferred name: 3-(Trimethylsilyl)phenylboronic acid
IUPAC: (3-trimethylsilylphenyl)boronic acid
English name: 3-(TRIMETHYLSILYL)PHENYLBORONIC ACID
Molecular formula: C9H15BO2Si
Molecular weight: 194.11

Names & synonyms

177171-16-33-(Trimethylsilyl)phenylboronic acidDTXSID30404456RefChem:92756DTXCID50355310804-982-9(3-(Trimethylsilyl)phenyl)boronic acid3-Trimethylsilylphenylboronic acid(3-trimethylsilylphenyl)boronic AcidMFCD03093884Boronic acid, [3-(trimethylsilyl)phenyl]-Boronic acid, B-[3-(trimethylsilyl)phenyl]-

Show more names

AKOS BRN-06013-TRIMETHYLSILYLBENZENEBORONIC ACIDm-(Trimethylsilyl)phenylboronic acid3-(trimethylsilyl)phenylboronic acid 98%B-[3-(Trimethylsilyl)phenyl]boronic acid3- (trimethyl silicon) phenylboronic acid3-Trimethylsilylphenylboronic acid - [T5628]3-(Trimethylsilyl)phenylboronic acid >=95.0%

3-Trimethylsilyl phenyl boronic acid[3-(trimethylsilyl)phenyl]boronic acid3-trimethylsilyl-phenylboronic acid(3-(Trimethylsilyl)phenyl)boronicacids200003-(Trimethylsilyl)benzeneboronic AcidFT-0643715SCHEMBL646948

Database identifiers

CAS: 177171-16-3
PubChem CID: 4577181
DTXSID: DTXSID30404456
EC Number: 804-982-9
Nikkaji: J2.545.533I

Properties

Computed structural properties

Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 167

Physicochemical properties

Melting point: 145 · 145-150 °C (lit.)
Boiling point: 290 ℃ · 290℃
Density: 1.01 · 1.01
Flash point: 129 ℃ · 129℃
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility: soluble in Methanol
form: powder to crystal
pka: 8.73 · 8.73±0.10(Predicted)
color: White to Almost white
InChI: InChI=1S/C9H15BO2Si/c1-13(2,3)9-6-4-5-8(7-9)10(11)12/h4-7,11-12H,1-3H3
InChIKey: REMKRZLFPLDTKR-UHFFFAOYSA-N
SMILES: B(C1=CC=CC([Si](C)(C)C)=C1)(O)O
CAS DataBase Reference: 177171 · 177171-16-3(CAS DataBase Reference)
UNSPSC Code: 12352103 · 12352103
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
PPE: 95 · Eyeshields, Gloves, type N95 (US)
WGK Germany: 3 · 3
HS Code: 29319090 · 29319090
Storage Class: 13 · 13 - Non Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (33.3%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29319090
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 13 - Non Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 1 item

Uses3-(Trimethylsilyl)phenylboronic acid can be used:To prepare a 2-phenylpyridine ligand, which is used in the synthesis of Ir(III) complex applicable in the OLEDs.As an intermediate in the preparation of biphenyl derived amino acids.As a starting material for the synthesis of triphenylene-based electron transport materials.