187437

Bis(trimethylsilyl)acetylene

99%

• Synonyme(s) : BTMSA
• Formule linéaire : (CH₃)₃SiC≡CSi(CH₃)₃
• CAS Number: 14630-40-1
• Poids moléculaire : 170.40
• Beilstein: 906870
• Numéro CE : 238-671-9
• Numéro MDL: MFCD00008276
• Code UNSPSC : 12352100
• ID de substance PubChem : 24851275
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: 99%
• Indice de réfraction: n20/D 1.427 (lit.)
• pb: 136-137 °C (lit.)
• Pf: 21-24 °C (lit.)
• Densité: 0.752 g/mL at 25 °C (lit.)
• Température de stockage: 2-8°C
• Chaîne SMILES: C[Si](C)(C)C#C[Si](C)(C)C
• InChI: 1S/C8H18Si2/c1-9(2,3)7-8-10(4,5)6/h1-6H3
• Clé InChI: ZDWYFWIBTZJGOR-UHFFFAOYSA-N

Description

Description générale

Bis(trimethylsilyl)acetylene (BTMSA) participates as nucleophile in Friedel-Crafts type acylations and alkylations. BTMSA undergoes rhodium catalyzed addition reaction with diarylacetylenes. It undergoes cycloaddition with 1,5-hexadiynes in the presence of CpCo(CO)₂ (Cp=cyclopentadienyl) to form benzocyclobutenes. Structure of BTMSA was characterized by a centre of inversion present on triple bond (length=1.208(3)Å). TiCl₄-Et₂AlCl catalyzed Diels-Alder reaction of BTMSA with norbornadiene has been reported.

Application

Bis(trimethylsilyl)acetylene (BTMSA) was used as starting reagent in the synthesis of functionalized 4-R-1,2-bis(trimethylsilyl)benzenes. It was also used in the synthesis of (+)-brasilenyne and (β-diketanato)Ag(BTMSA).

Informations sur la sécurité

• Pictogrammes: GHS02,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H315,H319,H335
• Conseils de prudence: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 35.6 °F - closed cup
• Point d'éclair (°C): 2 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter