iso 9001:2008 certified u.s. based manufacturing since 1928
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ISO 9001:2008 CertifiedU.S. Based Manufacturing Since 1928
www.GFSChemicals.comwww.GFSChemicals.comLeaders in Small Molecule Building Leaders in Small Molecule Building
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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
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