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| CAS No.: | 127-06-0 |
|---|---|
| Name: | Acetone oxime |
| Molecular Structure: | |
|
|
|
| Formula: | C3H7NO |
| Molecular Weight: | 73.0947 |
| Synonyms: | Acetone,oxime (6CI,8CI);Acetoxime;Dimethyl ketoxime;N-Isopropylidenehydroxylamine;NSC 7601;Propanone oxime;b-Isonitrosopropane;2-Propanone, oxime; |
| EINECS: | 204-820-1 |
| Density: | 0.91 g/cm3 |
| Melting Point: | 60-63 °C(lit.) |
| Boiling Point: | 135 °C at 760 mmHg |
| Flash Point: | 45.2 °C |
| Solubility: | 330 g/L (20 °C) in water |
| Appearance: | white crystals |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | Xn:Harmful; ">  Xn:Harmful; |
| Safety: | 22-24/25 |
| Transport Information: | UN 1325 |
| PSA: | 32.59000 |
| LogP: | 0.85640 |
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| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; sodium carbonate; ammonium chloride In water at 60℃; for 5h; | 99.6% |
| With hydroxylamine hydrochloride; sodium carbonate In ethanol; water for 24h; Heating; | 96% |
| With dihydroxylamine phosphate; potassium hydrogencarbonate In water at 39℃; for 1.83333h; Temperature; | 96% |
- 79-46-9
2-nitropropane
- 80670-36-6
3-diazo-5-phenyl-3H-1,2,4-triazole
A
- 100-47-0
benzonitrile
B
- 127-06-0
acetone oxime
| Conditions | Yield |
|---|---|
| at 80℃; Yields of byproduct given; | A n/a B 98% |
- 2421-26-3
2-chloro-2-nitrosopropane
- 21645-26-1
3-allyl-1,1-diethyl-thiourea
- 88-89-1
2,4,6-Trinitrophenol
B
- 127-06-0
acetone oxime
| Conditions | Yield |
|---|---|
| In hydrogenchloride; ethanol at 20℃; for 1h; Cyclization; | A 89% B n/a |
- 13181-10-7
2,4-dinitrophenyl ether of acetone oxime
- 109-73-9
N-butylamine
A
- 13059-86-4
2,4-dinitro-N-butylaniline
B
- 127-06-0
acetone oxime
| Conditions | Yield |
|---|---|
| In dichloromethane Product distribution; 0 deg C, 72 h; 20 deg C, 48 h; | A 80% B 62% |
| Conditions | Yield |
|---|---|
| With hydroxylamine; oxygen In ethanol under 760.051 Torr; for 2h; Catalytic behavior; Reflux; Green chemistry; | 65% |
- 109-57-9
Allylthiourea
- 2421-26-3
2-chloro-2-nitrosopropane
- 88-89-1
2,4,6-Trinitrophenol
B
- 127-06-0
acetone oxime
| Conditions | Yield |
|---|---|
| In hydrogenchloride; ethanol at 20℃; for 1h; Cyclization; | A 64% B n/a |
- 2421-26-3
2-chloro-2-nitrosopropane
- 7341-63-1
1-allyl-3-phenyl-thiourea
- 88-89-1
2,4,6-Trinitrophenol
B
- 127-06-0
acetone oxime
| Conditions | Yield |
|---|---|
| In hydrogenchloride; ethanol at 20℃; for 1h; Cyclization; | A 60% B n/a |
- 3717-21-3, 3717-22-4, 3235-04-9, 140461-28-5, 140461-29-6
(E)-4-methoxybenzaldoxime
- 66-99-9
β-naphthaldehyde
A
- 123-11-5
4-methoxy-benzaldehyde
B
- 127-06-0
acetone oxime
| Conditions | Yield |
|---|---|
| With perchloric acid In dichloromethane; water at 23℃; for 24h; Inert atmosphere; | A 38% B 33% |
- 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine
A
- 34493-89-5
3,4-Dihydro-3,3,4,4-tetramethyl-1,2-diazete 1,2-dioxide
B
- 127-06-0
acetone oxime
| Conditions | Yield |
|---|---|
| With tert-butylhypochlorite In dichloromethane at 20℃; for 2h; | A n/a B 31% |
| Conditions | Yield |
|---|---|
| In dichloromethane Product distribution; 0 deg C, 72 h; 20 deg C, 48 h; | 29% |
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Chemistry
The molecular structure of Acetone oxime (CAS NO.127-06-0):
IUPAC Name: N-Propan-2-ylidenehydroxylamine
Molecular Weight: 73.09378 g/mol
Molecular Formula: C3H7NO
Density: 0.91 g/cm3
Melting Point: 60-63 °C(lit.)
Boiling Point: 135 °C at 760 mmHg
Flash Point: 45.2 °C
Index of Refraction: 1.41
Molar Refractivity: 19.9 cm3
Molar Volume: 80.2 cm3
Surface Tension: 25.6 dyne/cm
Enthalpy of Vaporization: 41.09 kJ/mol
Vapour Pressure: 4.65 mmHg at 25 °C
Water Solubility: 330 g/L (20 °C)
XLogP3: 0.1
H-Bond Donor: 1
H-Bond Acceptor: 2
Tautomer Count: 2
Exact Mass: 73.052764
MonoIsotopic Mass: 73.052764
Topological Polar Surface Area: 32.6
Heavy Atom Count: 5
Canonical SMILES: CC(=NO)C
InChI: InChI=1S/C3H7NO/c1-3(2)4-5/h5H,1-2H3
InChIKey: PXAJQJMDEXJWFB-UHFFFAOYSA-N
EINECS: 204-820-1
Product Categories: Pharmaceutical Intermediates; Oximino Silanes; Nitrogen Compounds; Organic Building Blocks; Oximes
Uses
Acetone oxime (CAS NO.127-06-0) is used in organic synthesis. It is also used as an analytical reagent for the determination of cobalt.
Toxicity Data With Reference
| 1. | orl-rat LD:>500 mg/kg | NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),26. | ||
| 2. | ipr-mus LD50:4000 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 119 (1957),522. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
RIDADR: UN1325
WGK Germany: 3
RTECS: AL6825000
F: 21
HazardClass: 4.1
PackingGroup: III
Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx.
Specification
Acetone oxime (CAS NO.127-06-0) is also named as 2-Propanone oxime ; 4-01-00-03202 (Beilstein Handbook Reference) ; AI3-52259 ; Acetonoxime ; Acetoxime ; BRN 1560146 ; CCRIS 5 ; NSC 7601 ; beta-Isonitrosopropane . Acetone oxime (CAS NO.127-06-0) is white crystals. It is easily soluble in water, ethanol, ether and acetone, soluble in acid and base.