624-84-0

Basic information

• Product Name: Formylhydrazine
• Synonyms: Formicacidhydrazide,98%;Formic acid hydrazide,95%;Formic hydrazine;ForMic acid hydrazide, 90% 25GR;ForMic hydrazid;FORMYLHYDRAZINE;FORMOHYDRAZIDE;FORMIC HYDRAZIDE
• CAS NO: 624-84-0
• Molecular Formula: CH₄N₂O
• Molecular Weight: 60.06
• EINECS: 210-867-9
• Mol File: 624-84-0.mol
• Article Data: 21

Chemical Properties

• Melting Point: 52-57 °C(lit.)
• Boiling Point: 90°C/0.7mmHg(lit.)
• Flash Point: >230 °F
• Appearance: White/Shiny Crystalline Flakes
• Density: 1.094 g/cm³
• Vapor Pressure: 10mmHg at 25°C
• Refractive Index: 1.4840 (estimate)
• Storage Temp.: 2-8°C
• Solubility: water: soluble2.5%, clear, colorless
• PKA: 13.65±0.20(Predicted)
• Water Solubility: Soluble
• Sensitive: Hygroscopic
• BRN: 635759
• CAS DataBase Reference: Formylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: Formylhydrazine(624-84-0)
• EPA Substance Registry System: Formylhydrazine(624-84-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39
• WGK Germany: 3
• RTECS: LQ8615000
• F: 3-8-10
• TSCA: Yes
• Hazardous Substances Data: 624-84-0(Hazardous Substances Data)

Usage

Chemical Properties

WHITE SHINY CRYSTALLINE FLAKES

Uses

Formic acid hydrazide is used as a precursor in the preparation of 1,2,4-triazole derivatives. It is also used in the synthesis of 6-N-formylamino-12,13-dihydro-1,11-dihydroxy-13-(beta-D-glucopyranosyl)-5H-indolo[2,3-a]-pyrrolo[3,4-c]carbazole-5,7(6H)-dione, which is an anticancer agent.

Purification Methods

Recrystallise it from EtOH and dry it in vacuo. Store below 10o; it may disproportionate on storage to 1,2-diformyl hydrazine and hydrazine. It forms a blue [Cu(CH4N2O)]SO4 salt with CuSO4. [Beilstein 2 H 93, 2 III 127, 2 IV 85.]

InChI:InChI=1/CH4N2O/c2-3-1-4/h1H,2H2,(H,3,4)

Upstream product

• 67-56-1 methanol 
• 109-94-4 formic acid ethyl ester 
• 64-18-6 formic acid 
• 302-01-2 hydrazine 
• 107-31-3 Methyl formate 

Downstream Products

• 116056-05-4 4,5-Trimethylen-1,2,4-triazol 
• 65161-27-5 formic acid benzylidenehydrazide 
• 288-88-0 1,2,4-Triazole 
• 5039-61-2 n-propylhydrazine 
• 98484-38-9 formic acid cyclopentylidenehydrazide 
• 90914-98-0 formic acid cinnamylidenehydrazide 
• 3357-42-4 3-phenyl-1,2,4-triazole 
• 21117-34-0 3-benzyl-1H-[1,2,4]triazole 
• 3775-60-8 1,3,4-oxadiazol-2-amine 
• 119247-94-8 formic acid-(4-hydroxyimino-cyclohexa-2,5-dienylidenehydrazide) 
• 80535-18-8 4-(4-methylphenyl)-4H-1,2,4-triazole 
• 90564-70-8 4-o-tolyl-1,2,4-triazole 
• 16227-12-6 1-phenyl-1,3,4-triazole 
• 73268-16-3 5-chloro-2-(3-methyl-4H-1,2,4-triazol-4-yl)benzoic acid 

Relevant articles and documents

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Heavy-atom isotope effects on the hydrazinolysis of methyl formate

The carbonyl carbon, carbonyl oxygen, and nitrogen nucleophile isotope effects were measured for the hydrazinolysis of methyl formate at pH 8 and 10. At pH 8, where breakdown of a tetrahedral intermediate to products is rate-determining, the carbonyl carbon isotope effect is k12/k13 = 1.038, the carbonyl oxygen isotope effect is k16/k18 = 1.003, and the nitrogen nucleophile isotope effect is k14/k15 = 0.990. The isotope effects at pH 8 are consistent with a late transition state, which greatly resembles the hydrazide product. At pH 10, where formation of a tetrahedral intermediate is rate-determining, the carbonyl carbon isotope effect is k12/k13 = 1.020, the carbonyl oxygen isotope effect is k16/k18 = 1.004, and the nitrogen nucleophile isotope effect is k14/k15 = 0.9917. These isotope effects are best rationalized in terms of a concerted general base catalyzed nucleophilic attack of hydrazine on methyl formate as the rate-determining step.

Design, synthesis, in vitro and in vivo evaluation against MRSA and molecular docking studies of novel pleuromutilin derivatives bearing 1, 3, 4-oxadiazole linker

A class of pleuromutilin derivatives containing 1, 3, 4-oxadiazole were designed and synthesized as potential antibacterial agents against Methicillin-resistant staphylococcus aureus (MRSA). The ultrasound-assisted reaction was proposed as a green chemistry method to synthesize 1, 3, 4-oxadiazole derivatives (intermediates 85–110). Among these pleuromutilin derivatives, compound 133 was found to be the strongest antibacterial derivative against MRSA (MIC = 0.125 μg/mL). Furthermore, the result of the time-kill curves displayed that compound 133 could inhibit the growth of MRSA in vitro quickly (- 4.36 log10 CFU/mL reduction). Then, compound 133 (- 1.82 log10 CFU/mL) displayed superior in vivo antibacterial efficacy than tiamulin (- 0.82 log10 CFU/mL) in reducing MRSA load in mice thigh model. Besides, compound 133 exhibited low cytotoxicity to RAW 264.7 cells. Molecular docking studies revealed that compound 133 was successfully localized in the binding pocket of 50S ribosomal subunit (ΔGb = -10.50 kcal/mol). The results indicated that these pleuromutilin derivatives containing 1, 3, 4-oxadiazole might be further developed into novel antibiotics against MRSA.

Process for the Preparation of Triazole Antifungal Drug, Its Intermediates and Polymorphs Thereof

A process for the preparation of 4-[4-[4-[4-[[(3R,5R)-5-(2,4-difluorophenyl)tetrahydro-5-(1H-1,2,4-triazol-1-ylmethyl)-3-furanyl]methoxy]phenyl]-1-piperazinyl]phenyl]-2-[(1S,2S)-1-ethyl-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one compound of formula-1, its intermediates and polymorphs thereof. (I)