3-BROMOBENZHYDRAZIDE

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Products Intro: Product Name:3-Bromobenzohydrazide
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3-BROMOBENZHYDRAZIDE manufacturers

3-BROMOBENZHYDRAZIDE Basic information
Product Name:3-BROMOBENZHYDRAZIDE
Synonyms:(3-Bromobenzoyl)hydrazine;3-Bromobenzhydrazide 98%;(m-Bromobenzoyl)hydrazine;3-Bromobenzohydrazide;Benzoic acid, 3-bromo-, hydrazide;Benzoic acid, m-bromo-, hydrazide;m-Bromobenzohydrazide;m-Bromobenzoic acid hydrazide
CAS:39115-96-3
MF:C7H7BrN2O
MW:215.05
EINECS:254-298-4
Product Categories:Carbonyl Compounds;Hydrazides;Organic Building Blocks;Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Bromine Compounds
Mol File:39115-96-3.mol
3-BROMOBENZHYDRAZIDE Structure
3-BROMOBENZHYDRAZIDE Chemical Properties
Melting point 157-159 °C (lit.)
density 1.615±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka11.86±0.10(Predicted)
form powder to crystal
color White to Almost white
Water Solubility Slightly soluble in water (3.7 g/L) (25°C)
BRN 1945814
InChI1S/C7H7BrN2O/c8-6-3-1-2-5(4-6)7(11)10-9/h1-4H,9H2,(H,10,11)
InChIKeyBNAQRAZIPAHWAR-UHFFFAOYSA-N
SMILESNNC(=O)c1cccc(Br)c1
CAS DataBase Reference39115-96-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39-37/39
WGK Germany 3
HazardClass IRRITANT
HS Code 29280000
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
ALFA English
3-BROMOBENZHYDRAZIDE Usage And Synthesis
Uses3-Bromobenzhydrazide is used to produce 5-(3-bromo-phenyl)-3H-[1,3,4]oxadiazole-2-thione. This reaction will need reagent potassium hydroxide and solvent ethanol.
Synthesis
ETHYL 3-BROMOBENZOATE

24398-88-7

3-BROMOBENZHYDRAZIDE

39115-96-3

General procedure for the synthesis of 3-bromobenzoic acid hydrazide from ethyl 3-bromobenzoate: Hydrazide was synthesized routinely using the one-pot method (30-58% yield). Ethyl 3-bromobenzoate (10 mmol) was dissolved in ethanol (20 mL). 3N sulfuric acid (2 mL) was added to the solution and the reaction mixture was refluxed for 6 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was neutralized by addition of solid sodium bicarbonate (NaHCO3) and filtered to remove excess NaHCO3. To the neutralized reaction mixture, hydrazine monohydrate (1.5 mL, 3 mmol) was added and refluxing was continued for 3-6 hr to ensure the reaction was complete. The volume of the reaction mixture was reduced to 1/3 of the original volume by distillation to remove ethanol and unreacted hydrazine monohydrate. The reaction mixture was cooled to room temperature, the precipitate was collected by filtration and recrystallized from methanol to give pure 3-bromophenylhydrazine crystals (see Supporting Information for specific data).

References[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 17, p. 6014 - 6024
[2] Patent: US2007/149784, 2007, A1. Location in patent: Page/Page column 80-81
[3] Patent: EP1972625, 2008, A1. Location in patent: Page/Page column 19-20
[4] Patent: CN105481765, 2016, A. Location in patent: Paragraph 0090; 0091; 0092
[5] Journal of the Chinese Chemical Society (Peking), 1936, vol. 4, p. 69,72
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