ChemHub pheromone products and capabilities

Here is a brief summary what ChemHub can do.

This is just a list of a few items and is more relevant to pheromone companies. Any new projects or new chemistry, can be explored and ChemHub will give some feedback. This is a good starting point to understand our capabilities and explore opportunities.

 

As a rule of thumb, ChemHub requires about 3-4 months to complete the production schedule of general items.

Terminal Alkynes

  • 1-Hexyne
  • 1-Heptyne
  • 1-Octyne
  • 1-Nonyne
  • 1-Decyne
  • 1-Dodecyne
  • 1-Tetradecyne

General Process:

  • a. Acetylene + Alkyl halide
  • b. Alkene to Dibromo compound followed by Dehydrobromination
  • c. Aldehyde to Dichloro compound and Dehydrochlorination

α-ώ- Alkynols

  • 9-Decyn-1-Ol (please note, we are looking into making the raw material as well)
  • 10-Undecyn-1-Ol (we have developed the raw material in-house)

General Process:

  • a. Alkenol to Dibromocompound followed by Dehydrobromination
  • b. Acetylene + Bromo alkanol

Coupling Products

  • 11-Hexadecyn-1-Ol
  • 10-Pentadecyn-1-Ol
  • 5-Decyn-1-Ol
  • 8-Dodecyn-1-Ol
  • 5-Tetradecyn1-Ol
  • 7-Tetradecyn-1-Ol
  • 9-Tetradecyn-1-Ol
  • 11-Tetradecyn-1-Ol
  • 7-Hexadecyn-1-Ol
  • 9-Hexadecyn-1-Ol

General Process:

  • a. Alkyne coupling with protected Bromo alkanol
  • b. Protected Alkynol coupling with alkyl bromide

2-Alkynols

  • 2-Hexyn-1-Ol
  • 2-Heptyn-1-Ol
  • 2-Octyn-1-Ol
  • 2-Nonyn-1-Ol
  • 2-Decyn-1-Ol
  • 1-Bromo-2-butyne
  • 1-Chloro-2-butyne
  • 2-Butyn-1-Ol
  • 2-Pentyn-1-Ol
  • 1-Bromo-2-pentyne
  • 1-Choro-2-pentyne

General Process:

  • Propargyl alcohol coupling with alkyl bromide to get corresponding alcohol followed by halogenation or hydrolysis if required

3-Alkynols

  • 3-Octyn-1-Ol
  • 3-Nonyn-1-Ol
  • 3-Decyn-1-Ol
  • 3-Dodecyn-1-Ol

General Process:

  • Alkyne coupling with Ethylene oxide

Alkynoic esters

  • Methyl Heptine Carbonate
  • Methyl Hexine Carbonate
  • Methyl Octine carbonate

General Process:

  • Alkyne coupling with Carbon Dioxide and esterification.
  • Working on a better scalable process presently.

Other Products (F&F related)

  • Methyl Jasmonate
  • Cis-Jasmone
  • Cis-6-Nonenol
  • Cis-6-Nonenal
  • Delta-Nonalactone
  • Maple Furanone
  • Caramel Furanone
  • Tiglic Acid
  • Angelic Acid
  • Tiglic Aldehyde
  • Butyl Tiglate
  • Phenyl Tiglate
  • Fraision Methyl Ether (CAS No: 4077-47-8)
  • Ethyl Fraison, 2-Ethyl-4-Hydroxy-5-Methyl-3(2H)-Furanone, CAS No: 27538-09-6)?

General Process:

  • Milk lactone is a mixture of 5&6-Decenoic acid. CAS no: 72881-27-7
  • Damascenone can be made from Safranal and allyl magnesium bromide. CAS no: 23696-85-7

Other Products (Some are under development)

  • 10,12-Pentadecadien-1-Ol
  • 9,11- Tetradecadien-1-Ol
  • 9,11,13-Dodecatrien-1-Ol
  • 1,3,5-Undecatriene
  • Methyl Jasmoate
  • E-5-Decen-1-Ol
  • E-11-Hexadecen-1-Ol
  • Cis-Jasmone
  • 3,6-Nonadiyn-1-ol
  • 4,7-Nonadiyn-1-Ol
  • 9,12-Tetradecadien-1-Ol
  • E-5-Decen-1-Ol
  • E-11-Hexadecen-1-Ol
  • Z-11-Hexadecen-1-Ol
  • 11-Hexadecyn-1-Al
  • 9-Hexadecyn-1-Al
  • Z-11-Hexadecen-1-Al
  • Z-9-Hexadecen-1-Al
  • E-3-Octene-1-Ol
  • Z-3-Octene-1-Ol
  • E-3-Nonen-1-Ol
  • Z-3-Nonen-1-Ol
  • Z-6-nonen-1-Ol
  • Z-6-Nonen-1-Al
  • 3-Methyl-2-Cyclohexenone
  • 3-Methyl-2-Cyclohexenol
  • 3,3-Dimethyl-2-Cyclohexanone

Typical Process Capabilities:

  • Bromination, various ways
  • Chlorination using Thionyl Chloride, Phosphorus Pentachloride/trichloride, etc.
  • Dehydrohalogenation
  • Sodium/ Ammonia low temperature coupling
  • Sodamide or Lithium amide coupling
  • Grignard reaction
  • Metathesis (exploring presently with Noble Laurette chemist and European company)
  • Palladium based couplings like Sonagashira
  • Hydrogenation with state-of-the art catalysts. We are developing special catalysts for various application
  • Butyl Lithium (BuLi) chemistry
  • Low temperature chemistry (capable of doing liquid ammonia as solvent)
  • High level fractionation with magnetic equilibration
  • Biotransformation with special enzymes
  • Asymmetric catalysis for chiral chemistry
  • Boronic coupling like Suzuki or Negishi style
  • Catalytic Air Oxidation
  • Bleach Oxidation

We do have some stock of a few items:

  • 10-Undecyne-1-Ol
  • 15-Pentadecyne-1-Ol
  • 11-Hexadecyne-1-Ol
  • 9-Decyne-1-Ol
  • Ethyl-4-Pentynoate