(4-Bromophenylethynyl)Trimethylsilane

• CAS: 16116-78-2
• Catalog Number: ACM16116782
• Category: Other Organosilicon
• Molecular Weight: 253.22 g/mol
• Molecular Formula: C11H13BrSi
• Synonyms: (4-bromophenyl)trimethylsilylacetylene; 1-bromo-4-[2-(trimethylsilyl)ethynyl]-benzene; 4-trimethylsilylethynyl bromo benzene; (4-Bromophenylethynyl)trimethylsilane; 1-(4-bromophenyl)-2-(trimethylsilyl)acetylene
• IUPAC Name: 2-(4-bromophenyl)ethynyl-trimethylsilane
• Canonical SMILES: C[Si](C)(C)C#CC1=CC=C(C=C1)Br
• InChI Key: RNMSGCJGNJYDNS-UHFFFAOYSA-N
• Boiling Point: 247.1 °C(760 mmHg)
• Melting Point: 62 °C
• Flash Point: 144 °C
• Density: 1.23 g/mL
• Appearance: White to Light yellow powder to crystal
• Application: (4-Bromophenylethynyl)Trimethylsilane serves primarily as a versatile building block in organic synthesis Its main utility lies in its ability to synthesize key compounds such as 1-bromo-4-ethynylbenzene 4-(4-bromophenyl)-3-butyn-2-one 4-ethynyl-4′-tert-butylbiphenyl and 14-bis[2-(4-bromophenyl)ethynyl]-25-dihexylbenzene This compound can be synthesized through a palladium-catalyzed reaction between 4-bromo-1-iodobenzene and trimethylsilylacetylene Moreover it is utilized in Buchwald-Hartwig coupling reactions with para-substituted diphenylamines demonstrating its importance and versatility in constructing complex molecular structures
• Storage: Ambient temperatures.
• Exact Mass: 251.99700
• Hazard Statements: H315 : Causes skin irritation.; H319 : Causes serious eye irritation.
• MDL Number: MFCD01863556
• Packaging: 10 g; 100 g
• Precautionary Statements: P264 : Wash skin thoroughly after handling.; P280 : Wear protective gloves/ eye protection/ face protection.; P302 + P352 : IF ON SKIN: Wash with plenty of water.; P337 + P313 : If eye irritation persists: Get medical advice/ attention.; P362 + P364 : Take off contaminated clothing and wash it before reuse.; P332 + P313 : If skin irritation °Ccurs: Get medical advice/ attention.
• Safety Description: 26-36/37/39
• Signal Word: Warning

Custom Q&A

What is the molecular formula of (4-Bromophenylethynyl)trimethylsilane?

The molecular formula is C11H13BrSi.

What is the molecular weight of (4-Bromophenylethynyl)trimethylsilane?

The molecular weight is 253.21 g/mol.

What is the IUPAC name of (4-Bromophenylethynyl)trimethylsilane?

The IUPAC name is 2-(4-bromophenyl)ethynyl-trimethylsilane.

What is the InChI for (4-Bromophenylethynyl)trimethylsilane?

The InChI is InChI=1S/C11H13BrSi/c1-13(2,3)9-8-10-4-6-11(12)7-5-10/h4-7H,1-3H3.

What is the InChIKey for (4-Bromophenylethynyl)trimethylsilane?

The InChIKey is RNMSGCJGNJYDNS-UHFFFAOYSA-N.

What is the canonical SMILES of (4-Bromophenylethynyl)trimethylsilane?

The canonical SMILES is C[Si](C)(C)C#CC1=CC=C(C=C1)Br.

What is the CAS number of (4-Bromophenylethynyl)trimethylsilane?

The CAS number is 16116-78-2.

What is the EC number of (4-Bromophenylethynyl)trimethylsilane?

The EC number is 835-531-4.

What is the DSSTox Substance ID of (4-Bromophenylethynyl)trimethylsilane?

The DSSTox Substance ID is DTXSID30401021.

Is (4-Bromophenylethynyl)trimethylsilane a covalently-bonded unit?

Yes, (4-Bromophenylethynyl)trimethylsilane is a covalently-bonded unit with a count of 1.

Synthetic Use

Upstream Synthesis Route 1

• 589-87-7
• 1066-54-2

• 16116-78-2

Reference: [1] Journal of Organic Chemistry, 2015, vol. 80, # 8, p. 4097 - 4107

Upstream Synthesis Route 2

• 589-87-7
• 1066-54-2

• 16116-78-2

Reference: [1]Bonn, Annabell G.; Wenger, Oliver S.
[Journal of Organic Chemistry, 2015, vol. 80, # 8, p. 4097 - 4107]

Downstream Synthesis Route 1

• 16116-78-2

• 7511-49-1

Reference: [1] Arkivoc, 2013, vol. 2013, # 3, p. 49 - 60

Downstream Synthesis Route 2

• 16116-78-2

• 3032-92-6

Reference: [1] European Journal of Organic Chemistry, 2016, vol. 2016, # 18, p. 3056 - 3059

Downstream Synthesis Route 3

• 16116-78-2

• 766-96-1

Reference: [1]Pearson, Darren L.; Tour, James M.
[Journal of Organic Chemistry, 1997, vol. 62, # 5, p. 1376 - 1387]

* For details of the synthesis route, please refer to the original source to ensure accuracy.