 Home > Encyclopedia > 2-FLUOROBENZHYDRAZIDE

2-FLUOROBENZHYDRAZIDE

2-FLUOROBENZHYDRAZIDE structure

CAS No:
446-24-2
Formula:
C7H7FN2O
Chemical Name:
2-FLUOROBENZHYDRAZIDE
Synonyms:
2-Fluorobenzohydrazide;2-Fluorobenzhydrazide;2-Fluorobenzoic hydrazide;o-fluorobenzhydrazide;2-fluorobenzoic acid hydrazide;2-Fluorobenzoylhydrazine;2-Fluorobenzoic hydrazide, 97%;2-fluorobenzenecarbohydrazide;NSC522532;PubChem3481
Categories:
Chemical Reagents > Organic Reagents

Request for Quotation

2-FLUOROBENZHYDRAZIDE Basic Attributes

Molecular Weight：

154.14

Exact Mass：

154.054245

NSC Number：

522532

DSSTox ID：

DTXSID00196235

HScode：

2928000090

Characteristics

PSA：

55.1

XLogP3：

-0.3

Appearance：

White to pale brown Powder or Crystalline Powder

Density：

1.3±0.1 g/cm3

Melting Point：

70-74 °C(lit.)

Boiling Point：

309.1°C at 760 mmHg

Flash Point：

140.7ºC

Refractive Index：

1.553

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

Marks：

Hazard note：

Irritant

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (97.73%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-FLUOROBENZHYDRAZIDE Use and Manufacturing

General procedure: Hydrazides (30–58) were synthesized by one pot conventionalmethod24 Benzoic acid or its derivative (10 mmol) was dissolvedin ethanol (20 mL). Sulfuric acid (3 N, 2 mL) was added and thereaction contents were refluxed for six hours. The reaction wasmonitored with TLC. After the completion of the reaction, the reactionmixture was neutralized by adding solid NaHCO3, and filteredto remove excess of NaHCO3. In the neutralized reaction mixture which contains ethyl ester, hydrazine monohydrate (1.5 mL, 3 mmol) was added and refluxed for 3–6 h to complete the reaction.Ethanol and unreacted hydrazine were removed by distillationupto 1/3 volume. The reaction contents were cooled, filteredand recrystallized from methanol to obtain the desired hydrazidecrystals (see Supporting information).Synthesis of 2-Fluorobenzohydrazide (13).Scheme 5. Preparation of Intermediate 13.27 13[109] 2-Fluorobenzohydrazide (13): Methyl 2-fluorobenzoate (27) (25 g, 160 mmol) was dissolved in ethanol (200 mL) and hydrazine monohydrate (11.8 mL, 240 mmol) was added. The mixture was heated to reflux for 4 hr then allowed to cool to room temperature overnight. The reaction was incomplete. After heating for a further 2 hr, starting material still remained. Additional hydrazine monohydrate (4 mL) was added. After heating for 2-3 hr the reaction was nearly complete. The mixture was cooled and concentrated under reduced pressure. Water (50 mL) was added to the residue and the aqueous layer was saturated with solid NaCl. The product was extracted with EtOAc (3 x 100 mL). The combined organic solution was dried over NaGeneral procedure: To a solution of an appropriate methyl esters17(a–j) (1.0 mmol) in 50 mL of methanol was added 99 percenthydrazine hydrate (4.0 mmol) and the mixture was refluxedfor 5 h up to reaction completed (TLC). After completionof reaction, it was allowed to cool and the obtained solidwas washed with methanol. The crude products wererecrystallized from ethanol.

Computed Properties

Molecular Weight:154.14
XLogP3:-0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:154.05424101
Monoisotopic Mass:154.05424101
Topological Polar Surface Area:55.1
Heavy Atom Count:11
Complexity:151
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes