BOC-HIS(TOS)-MERRIFIELD RESIN Chemical Properties

Melting point:

10°C

Boiling point:

135-138°C 1mm

Density 

1.06

refractive index 

1.4420

Flash point:

135-138°C/1mm

storage temp. 

Sealed in dry,2-8°C

pka

4.74±0.10(Predicted)

form 

powder to lump to clear liquid

color 

White or Colorless to Almost white or Almost colorless

Water Solubility 

Not miscible or difficult to mix with water.

BRN 

1774583

InChI

InChI=1S/C9H16O4/c1-2-13-9(12)7-5-3-4-6-8(10)11/h2-7H2,1H3,(H,10,11)

InChIKey

NQYXFXWKKYGBNL-UHFFFAOYSA-N

SMILES

C(OCC)(=O)CCCCCC(O)=O

CAS DataBase Reference

33018-91-6

Safety Information

Risk Statements 

36/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

2917.19.7050

MSDS

• Language:English Provider:ALFA

BOC-HIS(TOS)-MERRIFIELD RESIN Usage And Synthesis

Uses

Ethyl hydrogen pimelate is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Synthesis

3) Synthesis of 7-ethoxy-7-oxoheptanoic acid: potassium hydroxide (KOH, 16.8 g, 0.30 mol) was added to a solution of diethyl heptanedioate (65 g, 0.30 mol) in ethanol (400 mL). The reaction mixture was stirred at 80 °C for 24 h. After completion of the reaction, the solvent was removed by concentration under reduced pressure. The concentrated mixture was poured into water and the pH of the aqueous solution was adjusted with concentrated sulfuric acid (H2SO4) to 1. The aqueous phase was extracted and the organic solvent was removed to give the crude product. The crude product was purified by fast column chromatography (silica gel SiO2 as stationary phase, eluent ratio of ethanol:ethyl acetate=1:10), and finally 7-ethoxy-7-oxoheptanoic acid was obtained (38 g, 67% yield).

References

[1] Patent: US2014/256775, 2014, A1. Location in patent: Paragraph 0178; 0183; 0184
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 9, p. 2776 - 2785
[3] Bulletin de la Societe Chimique de France, 1910, vol. <4>7, p. 219
[4] Journal of the Chemical Society, 1901, vol. 79, p. 1192
[5] Bioorganic Chemistry, 1998, vol. 26, # 3, p. 157 - 168

BOC-HIS(TOS)-MERRIFIELD RESIN(33018-91-6)Related Product Information

• Diethyl pimelate
• Pimelic acid
• DIMETHYL PIMELATE
• PICROTOXIN
• 5-(2,5-DIOXOTETRAHYDROFURYL)-3-METHYL-3-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
• Diallyl 1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
• Diethyl 2,6-dibromoheptanedioate
• BOC-HIS(TOS)-MERRIFIELD RESIN
• RUBRATOXIN B
• BUTYL METHACRYLATE/ISOBUTYL METHACRYLATE COPOLYMER
• DIETHYL 3-OXOPIMELATE
• DIETHYL 4-OXOPIMELATE
• BIS[(BENZO-15-CROWN-5)-15-YLMETHYL] PIMELATE
• PICROTOXININ
• MERRIFIELD RESIN
• MERRIFIELD RESIN
• MERRIFIELD RESIN
• DIETHYL TRANS-4-METHYLENE-1,2-CYCLOPENTANEDICARBOXYLATE