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387797

Sigma-Aldrich

4-Bromo-N,N-bis(trimethylsilyl)aniline

97%

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About This Item

Linear Formula:
BrC6H4N[Si(CH3)3]2
CAS Number:
5089-33-8
Molecular Weight:
316.38
MDL number:
MFCD00191840
UNSPSC Code:
12352100
PubChem Substance ID:
24864187
NACRES:
NA.22

Assay

97%

form

liquid

bp

156-158 °C/23 mmHg (lit.)

density

1.121 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)N(c1ccc(Br)cc1)[Si](C)(C)C

InChI

1S/C12H22BrNSi2/c1-15(2,3)14(16(4,5)6)12-9-7-11(13)8-10-12/h7-10H,1-6H3

InChI key

YJYMZGDBOMZWSR-UHFFFAOYSA-N

Related Categories

Application

4-Bromo-N,N-bis(trimethylsilyl)aniline is an N-protected aryl reagent used in the synthesis of:
  • Hydrophilic conjugated porphyrin dimers for one-photon and two-photon photodynamic therapy.
  • Functionalized organometallic polymer, poly(ferrocenylsilane).
  • Borylanilines such as 4-(dimesitylboryl)aniline and 4-(dimesitylboryl)-3,5-dimethylaniline.
  • Silicon-containing oligomeric poly(imido-amides) (PIAs).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of hydrophilic conjugated porphyrin dimers for one-photon and two-photon photodynamic therapy at NIR wavelengths.
Balaz M, et al.
Organic & Biomolecular Chemistry, 7(5), 874-888 (2009)
Revisiting Borylanilines: Unique Solid-State Structures and Insight into Photophysical Properties.
Sudhakar P, et al.
Organometallics, 32(10), 3129-3133 (2013)
Versatile and convenient routes to functionalized poly (ferrocenylsilanes).
Jakle F, et al.
Macromolecular Rapid Communications, 21(18), 1291-1296 (2000)
Silicon-containing oligomeric poly (imido-amides) with amino moieties. Synthesis, characterization and thermal studies.
Tagle L H, et al.
Royal Society of Chemistry Advances, 4(57), 30197-30210 (2014)

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