2-Trimethylsilylthiazole

HCID 588453
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Basic information

CAS
79265-30-8
Standard SMILES
C[Si](C)(C)c1nccs1
InChIKey
VJCHUDDPWPQOLH-UHFFFAOYSA-N
Molecular formula
C6H11NSSi
Average molar mass
157.31 g/mol
Monoisotopic mass
157.03814688

Names & identifiers

Preferred name
2-Trimethylsilylthiazole
IUPAC
trimethyl(1,3-thiazol-2-yl)silane
English name
2-(Trimethylsilyl)thiazole
Molecular formula
C6H11NSSi
Molecular weight
157.31

Names & synonyms

2-TrimethylsilylthiazoleThiazole, 2-(trimethylsilyl)-RefChem:4838412-(Trimethylsilyl)thiazole79265-30-82-(Trimethylsilyl)-1,3-thiazoletrimethyl(1,3-thiazol-2-yl)silaneMFCD000662742-TRIMETHYLSILANYLTHIAZOLE2-trimethylsilyl thiazole2-trimethylsilyl-thiazole2-trimethylsilanyl-thiazole
Show more names
2-TSTDondoniDondoni reagent2-（trimethyl)thiazole2-TRIMETHYLSILYTHIAZOLE2-THIAZOLYTRIMETHYLSILANE2-Thiazolyltrimethylsilanetrimethyl(2-thiazolyl)silane
s20279AKOS015840024AC-5111AS-2184IOXILAN(400MG)trimethyl(thiazol-2-yl)silane2-TrimethylsilAMY5357

Database identifiers

CAS
79265-30-8
PubChem CID
588453
DTXSID
DTXSID00343242
EC Number
627-932-6
Nikkaji
J261.103A

Properties

Computed structural properties

Topological polar surface area
41.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
9

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Boiling point
56 · 56-57 °C10 mm Hg(lit.)
Density
0.985 g/mL · 0.985 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.497(lit.)
Flash point
135 °F · 135 °F
storage temp.
2 · Inert atmosphere,2-8°C
solubility
THF: very soluble(lit.)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.2% (1 of 46) of reports.

Warning

H226 (10.9%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information2-TRIMETHYLSILYLTHIAZOLE: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesFlam. Liq. 3 (10.9%)

Safety data

F
10-21
wgk
3
ridadr
1993
hs_code
29341000
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Applications · 1 item

Uses2-(Trimethylsilyl)thiazole is used as formyl anion equivalent; effective one-carbon homologating reagent of alkoxy aldehydes, amino aldehydes, and dialdoses.It takes part in the reactions of Homologation of Aldehydes, Metalation and Reactivity with Electrophiles, Cross-coupling Reactions, etc.

Preparation methods

PreparationAlthough 2-(trimethylsilyl)thiazole (1) is commercially available, it can be easily prepared on a multigram scale from 2-bromothiazole, n-butyllithium, and chlorotrimethylsilane as shown in eq 1.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]

Related reactions

75 records
New reaction record

Compound notes

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