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375071

Sigma-Aldrich

Bisphenol A bis(chloroformate)

95%

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About This Item

Linear Formula:
(ClCO2C6H4)2C(CH3)2
CAS Number:
Molecular Weight:
353.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

mp

90-92 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(c1ccc(OC(Cl)=O)cc1)c2ccc(OC(Cl)=O)cc2

InChI

1S/C17H14Cl2O4/c1-17(2,11-3-7-13(8-4-11)22-15(18)20)12-5-9-14(10-6-12)23-16(19)21/h3-10H,1-2H3

InChI key

MMWCQWOKHLEYSP-UHFFFAOYSA-N

Related Categories

General description

Bisphenol A (BPA) is reported as an environmental endocrine disrupting chemical that affects reproduction in wildlife. BPA is a monomer of polycarbonate plastics and forms an important constituent of epoxy and polystyrene resins, used in the food packing industry. Effect of bisphenol A bis(chloroformate) on conversion of 3T3-L1 fibroblasts to adipocytes is reported.

Application

Bisphenol A bis(chloroformate) is suitable for use in the synthesis of poly(carbonates) derived from diphenols that contain Si or Ge. It may be used:
  • in the preparation of novel electro-optic (EO) polycarbonates containing two different kinds of nonlinear optical (NLO) chromophores with tricyanofurane (TCF) electron acceptor
  • in the preparation of novel fluorine-containing poly(carbonate-block-siloxanes)
  • as coupling reagent in the synthesis of block-copolymers containing poly(2,6-dimethyl-1,4-phenylene oxide) (PPO) and polycarbonate of bisphenol A (PC) segments

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Fluorine-containing poly (carbonate-block-siloxane) copolymers.
Anashkin DO, et al.
Polymer Science, Series A, 51(13), 2841-2849 (2013)
Facile synthesis and electro-optic activities of new polycarbonates containing tricyanofuran-based nonlinear optical chromophores.
Deng G, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 51(13), 2841-2849 (2013)
PPO-PC block-copolymers used as compatibilizers in PS/PC blends.
Sartore L, et al.
Journal of Applied Polymer Science, 100(6), 4654- 4660 (2006)
Synthesis and characterization of poly (carbonates) derived from diphenols that contain silicon or germanium.
Tagle LH, et al.
Journal of Inorganic and Organometallic Polymers and Materials, 13(1), 21-28 (2003)
Hiroshi Masuno et al.
Journal of lipid research, 43(5), 676-684 (2002-04-25)
The confluent cultures of 3T3-L1 fibroblasts were treated with or without bisphenol A (BPA) for 2 days and subsequently treated with insulin (INS) alone for 9 days. When BPA was absent during the first 2-day treatment period, the cultures contained

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