ChemicalBook > CAS DataBase List > (4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE

(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE

Product Name: (4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE
CAS No.: 16116-78-2
Chemical Name: (4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE
Synonyms: 1-Bromo-4-[2-(trimethylsilyl)ethynyl]benzene;DK567;(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE;(4-Bromophenyl)Trimethylsilylacetylene;(2-(4-bromophenyl)ethynyl)trimethylsilane;(4-BroMophenylethynyl)triMethylsilane 98%;(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE, 9 8%;(4-Bromophenylethynyl)trimethylsilane;Benzene, 1-bromo-4-[2-(trimethylsilyl)ethynyl]-;((4-Bromophenyl)ethynyl)trimethylsilane - [B54598]
CBNumber: CB9131154
Molecular Formula: C11H13BrSi
Formula Weight: 253.21
MOL File: 16116-78-2.mol

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(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE Property

Melting point:: 61-63 °C(lit.)
Boiling point:: 60-80°C/0.2mmHg
Density: 1,192 g/cm³
storage temp.: 2-8°C
form: Powder
color: White to yellow
Specific Gravity: 1.192
Hydrolytic Sensitivity: 1: no significant reaction with aqueous systems
InChI: InChI=1S/C11H13BrSi/c1-13(2,3)9-8-10-4-6-11(12)7-5-10/h4-7H,1-3H3
InChIKey: RNMSGCJGNJYDNS-UHFFFAOYSA-N
SMILES: C1(Br)=CC=C(C#C[Si](C)(C)C)C=C1

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Safety

Risk Statements: 36/37/38
Safety Statements: 26-36/37/39
WGK Germany: 3
TSCA: No
HS Code: 2931.90.6000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 494011
Product name: (4-Bromophenylethynyl)trimethylsilane
Purity: 98%
Packaging: 5g
Price: $80.64
Updated: 2025/07/31

Sigma-Aldrich

Product number: 494011
Product name: (4-Bromophenylethynyl)trimethylsilane
Purity: 98%
Packaging: 25g
Price: $200
Updated: 2025/07/31

TCI Chemical

Product number: B6028
Product name: (4-Bromophenylethynyl)trimethylsilane
Packaging: 1G
Price: $35
Updated: 2025/07/31

TCI Chemical

Product number: B6028
Product name: (4-Bromophenylethynyl)trimethylsilane
Packaging: 5G
Price: $137
Updated: 2025/07/31

AK Scientific

Product number: 8155AA
Product name: (4-Bromophenyl)ethynyl)trimethylsilane
Packaging: 25g
Price: $321
Updated: 2021/12/16

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(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE Chemical Properties,Usage,Production

Uses

(4-Bromophenylethynyl)trimethylsilane may be used to synthesize:

1-bromo-4-ethynylbenzene
4-(4-bromophenyl)-3-butyn-2-one
4-ethynyl-4′-tert-butylbiphenyl
1,4-bis[2-(4-bromophenyl)ethynyl]-2,5-dihexylbenzene

General Description

(4-Bromophenylethynyl)trimethylsilane can be synthesized by the palladium catalyzed reaction between 4-bromo-1-iodobenzene and trimethylsilylacetylene. It undergoes Buchwald-Hartwig coupling with para-substituted diphenylamines.

Synthesis

589-87-7

1066-54-2

16116-78-2

In a two-necked round-bottomed flask (RBF) equipped with a magnetic stirrer, triethylamine (TEA, 200 mL) was added and 1-bromo-4-iodobenzene (24.00 g, 84.83 mmol) was added at room temperature and protected by nitrogen. After stirring the mixture for 5 min, ethynyltrimethylsilane (13.19 mL, 93.31 mmol), dichlorobis(triphenylphosphine)palladium(II) (Pd(PPh3)2Cl2, 2.98 g, 4.24 mmol), and cuprous iodide (CuI, 1.62 g, 8.48 mmol) were added sequentially. The reaction mixture was continued to be stirred at the same temperature for 30 min. Subsequently, the excess TEA was removed by vacuum evaporation and the pH was adjusted to 1 by adding 1 N hydrochloric acid. extraction was carried out with ethyl acetate (EtOAc) and water, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate (MgSO4). After evaporation of the solvent, the residue was purified by column chromatography (eluent: hexane) to afford the target compound (4-bromophenyl ethynyl)trimethylsilane (21.00 g, 98% yield) as a white solid.1H NMR (CDCl3, 500 MHz): δ 7.19-7.06 (4H, m, ArH), 0.00 (9H, s, Si(CH3)3); 13C NMR (CDCl3, 125 MHz): δ 133.5, 131.6, 122.8, 122.3, 104.0, 95.7, 0.00.

References

[1] Journal of Organic Chemistry, 2015, vol. 80, # 8, p. 4097 - 4107
[2] Dalton Transactions, 2013, vol. 42, # 2, p. 338 - 341
[3] Organometallics, 2014, vol. 33, # 18, p. 4947 - 4963
[4] Synlett, 1999, # 6, p. 750 - 752
[5] Tetrahedron Letters, 2005, vol. 46, # 1, p. 27 - 30

(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE Preparation Products And Raw materials

Raw materials

Preparation Products

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(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE Suppliers

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View Lastest Price from (4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: (4-Bromophenylethynyl)trimethylsilane 16116-78-2
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

Career Henan Chemical Co

Product: [(4-Bromophenyl)ethynyl](trimethyl)silane 16116-78-2
Price: US $1.00/g
Min. Order: 1g
Purity: Min98% HPLC
Supply Ability: g/kg/ton
Release date: 2019-12-28

16116-78-2, (4-BROMOPHENYLETHYNYL)TRIMETHYLSILANERelated Search:

(4-ethenylphenyl)Methyl-triMethylsilane TERT-BUTYL(4-IODOBUTOXY)DIMETHYLSILANE METHYLSILANE (3-BROMOPHENYLETHYNYL)TRIMETHYLSILANE (2-BROMOPHENYLETHYNYL)TRIMETHYLSILANE (2-BROMOPHENYLETHYNYL)TRIMETHYLSILANE, 9 8% 4-Bromophenylacetylene PHENYLETHYNYLDIMETHYLSILANE (4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE 1-PHENYL-2-(TRIMETHYLSILYL)ACETYLENE

(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE

(4-BROMOPHENYLETHYNYL)TRIMETHYLSILANE, 9 8%

(4-BroMophenylethynyl)triMethylsilane 98%

1-Bromo-4-[2-(trimethylsilyl)ethynyl]benzene

(2-(4-bromophenyl)ethynyl)trimethylsilane

(4-Bromophenyl)Trimethylsilylacetylene

(4-Bromophenylethynyl) trimethylsilane, 98% white to yellow powder

Benzene, 1-bromo-4-[2-(trimethylsilyl)ethynyl]-

DK567

(4-<WBR>Bromophenylethynyl)<WBR>trimethylsilane

((4-Bromophenyl)ethynyl)trimethylsilane - [B54598]

16116-78-2

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