NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
|
trimethyl[2-(trimethylsilyl)ethynyl]silane
|
|
|
IUPAC Traditional name
|
bis(trimethylsilyl)acetylene
|
|
|
Synonyms
|
Bis(trimethylsilyl)acetylene
|
BTMSA
|
Bis(trimethylsilyl)acetylene
|
BSTMA
|
双(三甲基甲硅烷基)乙炔
|
双(三甲基硅基)乙炔
|
|
|
CAS Number
|
|
EC Number
|
|
MDL Number
|
|
Beilstein Number
|
|
PubChem SID
|
|
PubChem CID
|
|
Chemspider ID
|
|
Wikipedia Title
|
|
DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
H Acceptors
|
0
|
H Donor
|
0
|
LogD (pH = 5.5)
|
4.058
|
LogD (pH = 7.4)
|
4.058
|
Log P
|
4.058
|
Molar Refractivity
|
38.6946 cm3
|
Polarizability
|
20.238567 Å3
|
Polar Surface Area
|
0.0 Å2
|
Rotatable Bonds
|
2
|
Lipinski's Rule of Five
|
true
|
DETAILS
DETAILS
Wikipedia
Sigma Aldrich
Sigma Aldrich -
187437
|
Packaging 10, 50 g in glass bottle Application In the presence of CpCo(CO)2 (cat. no. 245259), undergoes cycloaddition with 1,5-hexadiynes to form benzocyclobutenes.1 |
Sigma Aldrich -
15237
|
Other Notes Versatile synthetic reagent1,2,3 |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Precursor of lithium TMS acetylide: J. Chem. Soc., Chem. Commun., 840 (1979), and dilithioacetylide: Tetrahedron Lett., 34, 839 (1993).
- • Reacts with electrophiles via Si-stabilized carbocations ions and subsequent desilylation; see Appendix 4. Thus, Lewis acid promoted reaction with acid chlorides gives alkynyl ketones, leading to a synthesis of ɑ?-enals: J. Org. Chem., 38, 2254 (1973); 57, 3203 (1992):
- • Addition to chiral acetals in the presence of TiCl4 leads to ɑ-hydroxy alkynes in high yield and ee: J. Am . Chem. Soc., 105, 2904 (1983); J. Chem. Soc., Perkin 1, 3301 (1991). Sulfonyl chlorides give alkynyl sulfones: Org. Synth. Coll., 8, 281 (1993), and references therein.
- Searching...Please wait...
PATENTS
PATENTS
PubChem Patent
Google Patent