FMOC-HYDRAZIDE HCL Chemical Properties

Melting point:

~170 °C (dec.)

Boiling point:

485.8±14.0 °C(Predicted)

Density 

1.259±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

form 

powder to crystal

pka

10.21±0.20(Predicted)

color 

White to Almost white

BRN 

2470262

InChI

InChI=1S/C15H14N2O2/c16-17-15(18)19-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9,16H2,(H,17,18)

InChIKey

YGCGPEUVGHDMLO-UHFFFAOYSA-N

SMILES

N(C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)N

CAS DataBase Reference

35661-51-9

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-38-37-36

Safety Statements 

26-36

WGK Germany 

3

F 

3-10

HS Code 

29280000

FMOC-HYDRAZIDE HCL Usage And Synthesis

Chemical Properties

white powder

Uses

9-Fluorenylmethyl Carbazate is a reagent for the sensitive fluorogenic derivatization of carbohydrates.

Synthesis

General procedure for the synthesis of 9-fluorenylmethylhydrazinyl formate from 9-fluorenylmethylhydrazinyl formate as chloroformic acid methyl ester (FmocCl): to a well-stirred solution of hydrazine hydrate (19 g, 386 mmol) dissolved in 150 mL of CH3CN/H2O (1:1, v/v) at 0 °C, FmocCl (10 g, 38.65 mmol) dissolved in a solution of 600 mL of CH3CN. The reaction mixture was then warmed to room temperature and stirring was continued for 12 hours. Upon completion of the reaction, the mixture was concentrated in vacuum to about 150 mL and filtered to give the white solid product 9-fluorenylmethylhydrazinyl formate. The product was washed sequentially with water and hexane, dried to constant weight, and finally obtained under vacuum as 9.74 g (99% yield) of a pure product with a melting point of 172-173 °C. The structure of the product was confirmed by 1H NMR and 13C NMR: 1H NMR (DMSO) δ 4.08 (brs, 2H), 4.21 (t, J = 7.2 Hz, 1H), 4.28 (d, J = 7.2 Hz, 2H), 7.32 (t, J = 7.4 Hz, 2H), 7.42 (t, J = 7.4 Hz, 2H), 7.69 ( d, J = 7.4 Hz, 2H), 7.89 (d, J = 7.4 Hz, 2H), 8.36 (brs, 1H); 13C NMR (DMSO) δ 47.7, 66.7, 121.1 (2C), 126.3 (2C), 128.1 (2C), 128.7 (2C), 141.7 (2C), 144.9 (2C), 159.2. 159.2.

References

[1] Journal of Organic Chemistry, 2012, vol. 77, # 12, p. 5271 - 5278
[2] Patent: US9115171, 2015, B2. Location in patent: Page/Page column 43
[3] Patent: EP2182974, 2015, B1. Location in patent: Paragraph 0093
[4] Patent: CN108178739, 2018, A. Location in patent: Paragraph 0032; 0033; 0034
[5] Tetrahedron, 2011, vol. 67, # 42, p. 8187 - 8194

FMOC-HYDRAZIDE HCL(35661-51-9)Related Product Information

• Hydrazine dihydrochloride
• Acethydrazide
• Methyl carbazate
• Formylhydrazine
• Methyl 4-amino-2-methoxybenzoate
• Ethyl 3-indoleacetate
• Hydrazine acetate
• Methylhydrazine
• 4-(FMOC-HYDRAZINO)-BENZOIC ACID
• FMOC-HYDRAZIDE HCL
• 6-FMOC-HYDRAZINONICOTINIC ACID
• 4-FMOC-HYDRAZINOBENZOYL AM NOVAGEL(TM)
• 2-N-(TERT-BUTOXYCARBONYL)-AMINO-3-(2-N-FMOC-AMINO-PYRROLIDINYL)PROPIONIC ACID
• RARECHEM GF HN 0001
• AKOS 91273
• SUCCINIMIDYL 6-FMOC-HYDRAZINONICOTINATE
• RARECHEM GF HN 0003
• FMOC-1-AMINO-4-(2-HYDROXYETHYL)PIPERAZINE