1-(Bromoacetyl)pyrene

Base Information

• Chemical Name: 1-(Bromoacetyl)pyrene
• CAS No.: 80480-15-5
• Molecular Formula: C18H11BrO
• Molecular Weight: 323.189
• Hs Code.: 29147000
• Mol file: 80480-15-5.mol

Synonyms:1-Bromoacetylpyrene;

Chemical Property of 1-(Bromoacetyl)pyrene

Chemical Property:

• Appearance/Colour: YELLOW TO ORANGE TO BROWN POWDER, CRYSTALS
• Vapor Pressure: 2.98E-09mmHg at 25°C
• Melting Point: 129-131 °C(lit.)
• Refractive Index: 1.823
• Boiling Point: 476.7 °C at 760 mmHg
• Flash Point: 109.3 °C
• PSA: 17.07000
• Density: 1.563 g/cm³
• LogP: 5.16160
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Bromoacetyl)pyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 1-(Bromoacetyl)pyrene is suitable for use in the following studies:As an initiator in the bulk polymerization of 2-ethyl-2-oxazoline to generate pyrene labelled poly(2-ethyl-2-oxazoline) (PETOX-py).As a fluorophore in the generation of podand-type fluoroionophores with two pyrene moieties.As a fluorescent labeling agent for the determination of okadaic acid toxin by HPLC with fluorescence detection.It may also be used in the following studies:As a photoremovable protecting group for carboxylic acids and amino acids.As a photoinitiator in the photopolymerization of styrene with methylmethacrylate.As a reactant in the synthesis of potentially tetradentate pyrene appended ligands.As a derivatizing agent of dialkyl phosphates (DAP) in the HPTLC method of quantitative determination of DAP in fruit juices.

Technology Process of 1-(Bromoacetyl)pyrene

There total 4 articles about 1-(Bromoacetyl)pyrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2-bromoacetyl chloride (22118-09-8) + pyrene (129-00-0) → 1-(bromoacetyl)pyrene (80480-15-5)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1002/chem.201702209

Reference yield: 83.0%

1-acetylpyrene (3264-21-9) → 1-(bromoacetyl)pyrene (80480-15-5) + 1-(dibromoacetyl)pyrene

Guidance literature:

With copper(ll) bromide; In chloroform; ethyl acetate; for 2h; Heating;

DOI:10.1021/tx00044a009

Reference yield: 71.0%

pyrene (129-00-0) + 2-Bromoacetyl bromide (598-21-0) → 1-(bromoacetyl)pyrene (80480-15-5)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 0 ℃;

DOI:10.1246/bcsj.66.1248

upstream raw materials:

1-acetylpyrene

pyrene

2-Bromoacetyl bromide

2-bromoacetyl chloride

Downstream raw materials:

3-(4-(2-oxo-2-(pyren-1-yl)ethoxy)phenylthio)phthalonitrile

4-(4-(2-oxo-2-(pyren-1-yl)ethoxy)phenylthio)phthalonitrile

2-oxo-2-(pyren-1-yl)ethyl 4-nitrophenyl carbonate

2-oxo-2-(pyren-1-yl)ethyl phenyl carbonate

Refernces

• 1、 McNamara, Louis E.,Rill, Tana A.,Huckaba, Aron J.,Ganeshraj, Vigneshraja,Gayton, Jacqueline,Nelson, Rachael A.,Sharpe, Emily Anne,Dass, Amala,Hammer, Nathan I.,Delcamp, Jared H.. "Indolizine–Squaraines: NIR Fluorescent Materials with Molecularly Engineered Stokes Shifts". supporting information. p. 12494 - 12501. Retrieved 2017/09/18.
• 2、 Jana, Avijit,Atta, Sanghamitra,Sarkar, Sujan K.,Singh, N.D. Pradeep. "1-Acetylpyrene with dual functions as an environment-sensitive fluorophore and fluorescent photoremovable protecting group". scheme or table. p. 9798 - 9807. Retrieved 2011/02/22.