ISO 9001:2008 CertifiedU.S. Based Manufacturing Since 1928

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Shipping/Shipping/ReceivingReceiving

Columbus, OHColumbus, OH

Manufacturing Manufacturing Complex Complex

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Why Source from GFS?Why Source from GFS?

• Manufacturer, since 1928– ISO certified; non-cGMP

• Depth and diversity of core product lines

• Support for Research → Commercial volumes

• Support for custom specifications and products

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Equipment Capabilities and ScaleEquipment Capabilities and Scale(Organic Division)(Organic Division)

Kilo Lab Scale– Glassware up to 72 L scale– Distillation support up to

50L scale• Short path

– Bench Strip– Rotary Evaporators

• Long path– 18” to 48” packed

columns– Stainless, Hastelloy,

Ceramic packing

Pilot Scale– 10 gal – 100 gal glass lined

steel– 10 gal – 200 gal Stainless– Distillation Support

• Rotary Evaporator• 30 gal – 50 gal glass lined

steel distillation pots– 4’ to 12’ columns– Glass & stainless

packing

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Equipment Capabilities and ScaleEquipment Capabilities and Scale(Organic Division)(Organic Division)

Plant Scale– 350-500 gal Hastelloy– 100-1000 gal Glass – 200-1000 gal Stainless– Distillation support

• Short path– 50 gal-500 gal glass

lined• Long path

– 4’ to 16’ column– Stainless, Hastelloy,

Glass packing– Solids Handling

• Hastelloy and Stainless centrifugation

Plant Scale Supports– Vacuum capabilities to < 10 Torr– Pressure handled to < 100 psi– Reaction conditions controlled from

-40oC to +140oC– Distillation conditions controlled

from 20oC to 250oC– Scrubbing supports for acid/base,

ammonia and sulfide– Nitrogen used as inerting

atmosphere

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Core Organic TechnologiesCore Organic Technologies

• Reactions in Liquid Ammonia

• Acetylene Reactions

• Alkyne Chemistry

• Organometallic Chemistry (Mg, Li, Na)

• Halogen Chemistry (Cl, Br, I)

• Heteroaromatic Compounds

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RC CH RC CR'

RC CCCOH RNH2

NH3

Liquid AmmoniaLiquid Ammonia

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Liquid AmmoniaLiquid Ammonia

CCn

Z n=2 to 7

RCCCN

R

NH3

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Acetylene ReactionsAcetylene Reactions

HC CR HC CC2OH HC CCnCl

HC CCnC CH RC CC CCOH

HC CH

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Alkyne ChemistryAlkyne Chemistry

RC CCHO RC CC(O)R1

RC CCO2R1

RC CCO2H

RC CCOH RC CC2OH

RC CH

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Alkyne ChemistryAlkyne Chemistry

RC CC CR RC CC CR’

RC CCnX RC CC

nC CC

mX

RC CH

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Alkyne ChemistryAlkyne Chemistry

RC CH

BenzofuransIndoles

Isocoumarins

Isoquinolines

Pyrimidines

Furopyridines

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Organometallics (Mg, Li, Na)Organometallics (Mg, Li, Na)

R R’ Ar R

(Ar)

RC CR’ R(CH2)nOTHP

RMgXRLi

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Organometallics (Mg, Li, Na)Organometallics (Mg, Li, Na)

RCHO RCCOH

Z

E O R’

R’ CC CR

RMgXRLi

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Halogen Chemistry (Cl, Br, I)Halogen Chemistry (Cl, Br, I)

RCC CCBr CH3

CH3 CCH2I

CH3

I

Br(CH2)Cl

Cl, Br, I

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Heteroaromatic ChemistryHeteroaromatic Chemistry

Phenanthrolines

Quinolines

Bipyridines

Terpyridines

Pyrimidines

PyridinesPhenylenediamines

Acetylenes

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Core Organic Synthetic Methods Core Organic Synthetic Methods Performed at GFSPerformed at GFS

• Acetylene Chemistry• Halogenation• Dehydrohalogenation• Alkylation(NH3)• Sonogashira Reactions• Kumada Couplings• Cadiot-Chodkiewicz• Suzuki Coupling• Trans Reductions(NH3)

• Diels-Alder Synthesis• Ethynylation• Barbier Reaction• Skraup Synthesis• Birch Reduction• Heck Reaction• Grignard/Alkyl Lithium

Synthesis• Finklestein Reaction• Phase Transfer

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Reagents Handled Routinely at GFS Reagents Handled Routinely at GFS in > 100 kg Quantitiesin > 100 kg Quantities

• Acetylene• Ammonia,liq.• Alkyllithium• Carbon disulfide• Chloroformates• Chlorosulfonic acid• Epichlorohydrin• Ethylene oxide• Bromine

• Lithium amide • Lithium metal• Magnesium• Sodium amide• Sodium hydride • Sodium metal• Trialkylsilanes• Iodine• Hydrogen Chloride