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Diacetyl hydrazine

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Name

Diacetyl hydrazine

EINECS 221-576-1
CAS No. 3148-73-0 Density 1.091g/cm3
PSA 58.20000 LogP -0.04460
Solubility Soluble in water Melting Point 138-140 °C(lit.)
Formula C4H8N2O2 Boiling Point 349.9 °C at 760 mmHg
Molecular Weight 116.12 Flash Point 183.3 °C
Transport Information N/A Appearance white crystalline powder
Safety 26-36-37/39 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 3148-73-0 (Diacetyl hydrazine) Hazard Symbols IrritantXi
Synonyms

1,2-Diacetyl hydrazine;Hydrazine,1,2-diacetyl- (6CI,7CI,8CI);1,2-Diacetylhydrazine;N,N'-Diacetylhydrazine;NSC42939;

Article Data 28

Diacetyl hydrazine Synthetic route

108-24-7

acetic anhydride

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
With pyridine; aluminum oxide; hydrazine at 131 - 133℃; for 5h; microwave irradiation;100%
With hydrazine hydrate
With hydrazine hydrate
108-24-7

acetic anhydride

1068-57-1

acetic acid hydrazide

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
In ethanol; water; ethyl acetate at 40 - 45℃; for 4h;98%
141-78-6

ethyl acetate

1068-57-1

acetic acid hydrazide

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
Amano PS Lipase at 25℃; for 48h;78%
108-24-7

acetic anhydride

84966-93-8

N-(2-acetylamino)phenylglyoxylyl-N'-acetylhydrazine

A

574-17-4

1-acetyl-1H-indole-2,3-dione

B

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
In benzene for 5h; Heating;A 63%
B 36%
75-36-5

acetyl chloride

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
With pyridine; hydrazine hydrate In tetrahydrofuran at 0℃;34%
127-09-3

sodium acetate

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
With hydrazinium sulfate at 100℃; Behandeln des Produktes mit Essigsaeureanhydrid;
110-21-4

hydrazodicarboxamide

108-24-7

acetic anhydride

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
at 200℃;
64-19-7

acetic acid

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
With hydrazine hydrate
625-77-4

N-acetylacetamide

1068-57-1

acetic acid hydrazide

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
With pyridine; chloroform
1068-57-1

acetic acid hydrazide

562-90-3

tetraacetoxysilane

3148-73-0

Diacetylhydrazin

Conditions
ConditionsYield
With benzene

Diacetyl hydrazine Specification

The Diacetyl hydrazine, with CAS registry number 3148-73-0, belongs to the following product categories: (1)Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; (2)Carbonyl Compounds; (3)Hydrazides; (4)Organic Building Blocks. It has the systematic name of N'-acetylacetohydrazide. This chemical is a kind of white crystalline powder. And the chemical formula of this chemical is C4H8N2O2. What's more, its EINECS is 221-576-1.

Physical properties of Diacetyl hydrazine: (1)ACD/LogP: -1.29; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.29; (4)ACD/LogD (pH 7.4): -1.29; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 4.72; (8)ACD/KOC (pH 7.4): 4.72; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 40.62 Å2; (13)Index of Refraction: 1.436; (14)Molar Refractivity: 27.82 cm3; (15)Molar Volume: 106.4 cm3; (16)Polarizability: 11.03×10-24cm3; (17)Surface Tension: 34.1 dyne/cm; (18)Density: 1.091 g/cm3; (19)Flash Point: 183.3 °C; (20)Enthalpy of Vaporization: 59.44 kJ/mol; (21)Boiling Point: 349.9 °C at 760 mmHg; (22)Vapour Pressure: 4.56E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by acetic acid ethyl ester and acetic acid hydrazide. This reaction will need catalyst Amano PS lipase. The reaction time is 2 day(s) with reaction temperature of 25℃. The yield is about 78%.

Uses of Diacetyl hydrazine: it can be used to produce 2,5-dimethyl-[1,3,4]oxadiazole. This reaction will need reagent Ac2O.

When you are using this chemical, please be cautious about it as the following:
The Diacetyl hydrazine irritates to eyes, respiratory system and skin. And it is harmful by inhalation, in contact with skin and if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NNC(=O)C)C
(2)InChI: InChI=1/C4H8N2O2/c1-3(7)5-6-4(2)8/h1-2H3,(H,5,7)(H,6,8)
(3)InChIKey: ZLHNYIHIHQEHJQ-UHFFFAOYAD
(4)Std. InChI: InChI=1S/C4H8N2O2/c1-3(7)5-6-4(2)8/h1-2H3,(H,5,7)(H,6,8)
(5)Std. InChIKey: ZLHNYIHIHQEHJQ-UHFFFAOYSA-N

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