Name: Hydroxyacetone
SKU: 116-09-6

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Basic Information

Molecular Structure:
CAS No.:	116-09-6
Name:	Hydroxyacetone
Article Data:	397

Formula:	C₃H₆O₂
Molecular Weight:	74.0794
Synonyms:	2-Propanone,hydroxy- (6CI);1-Hydroxy-2-propanone;2-Oxopropanol;Acetol;Acetone alcohol;Acetylcarbinol;Acetylmethanol;Hydroxymethyl methyl ketone;Hydroxypropanone;Methanol, acetyl-;NSC 102497;Rongal 5242;a-Hydroxyacetone;
EINECS:	204-124-8
Density:	1.019 g/cm³
Melting Point:	-17 °C(lit.)
Boiling Point:	145.5 °C at 760 mmHg
Flash Point:	52.2 °C
Solubility:	Miscible with water, alcohol and ether.
Appearance:	colorless to yellow liquid
Risk Codes:	2017/10/16
Safety:	23-24/25
Transport Information:	UN 1224 3/PG 3
PSA:	37.30000
LogP:	-0.43230

Synthetic route

: 107-19-7
propargyl alcohol

: 116-09-6
hydroxy-2-propanone

Conditions

Conditions	Yield
With silver hexafluoroantimonate; disodium chloro[1,3-bis(2,6-diisopropyl-4-sodiumsulfonatophenyl)imidazol-2-ylidene]gold(I); water at 60℃; for 2h;	99%
With sulfuric acid; mercury(II) sulfate at 70℃;
With water at 50℃; mit Quecksilber(II)-sulfat vorbehandelten Kationenaustauschers;

: 78-98-8
2-oxopropanal

: 116-09-6
hydroxy-2-propanone

Conditions

Conditions	Yield
With bis(η5-cyclopentadienyl)hafnium dihydride In isopropyl alcohol at 80℃; for 8h;	93%
With Na-phosphate buffer; 2-oxoaldehyde reductase; NADPH at 25℃;

: 57-55-6
propylene glycol

A: 116-09-6
hydroxy-2-propanone

B: 53951-43-2
(2,4-dimethyl-1,3-dioxolan-2-yl)methanol

Conditions

Conditions	Yield
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 2.5h; Oxidation; cyclization;	A 1% B 93%
With diamine-stabilized palladium nanoparticles; air In hexane at 100℃; under 15001.5 Torr; for 5h; Catalytic behavior; Time; Temperature; Autoclave; Sealed tube;

: 57-55-6
propylene glycol

: 116-09-6
hydroxy-2-propanone

Conditions

Conditions	Yield
With C32H30N4O4Pd2(2+); para-xylene; p-benzoquinone In dimethylsulfoxide-d6 at 23℃; for 0.3h; chemoselective reaction;	92%
With tert.-butylhydroperoxide; chromia-pillared montmorillonite (Cr-PILC) In 2,2,4-trimethylpentane; dichloromethane for 24h; Ambient temperature;	89%
With iodine; hydrazine hydrate; dimethyl sulfoxide In water; acetonitrile at 80℃; for 4h;	46%

: 56-81-5
glycerol

: 116-09-6
hydroxy-2-propanone

Conditions

Conditions	Yield
With hydrogen at 220℃; for 0.5h; Reagent/catalyst;	90.4%
With copper-modified FexOy/Al2O3 for 4h; Kinetics; Reagent/catalyst;	90%
With pumice stone at 450℃;

: 56-81-5
glycerol

A: 116-09-6
hydroxy-2-propanone

B: 107-02-8
acrolein

Conditions

Conditions	Yield
Co-phosphate catalyst on silica; Co/PO4 ratio 0.33-0.75 at 320℃; Product distribution / selectivity;	A n/a B 81.02%
Co-phosphate catalyst on silica; Co/PO4 ratio 0.33-0.75 at 320℃; Product distribution / selectivity;	A n/a B 81.02%
With mesoporous sulfated zirconia-silica catalyst In water at 249.84℃; Catalytic behavior;	A 6.4% B 81%

α-cellulose: α-cellulose

A: 57-55-6
propylene glycol

B: 116-09-6
hydroxy-2-propanone

Conditions

Conditions	Yield
With 5%Ni/SiO2; hydrogen In water at 250℃; under 30003 Torr; for 1h; Temperature; Pressure; Autoclave;	A 79.2% B 12.3%

: 57-55-6
propylene glycol

A: 3913-65-3
2-hydroxypropanal

B: 116-09-6
hydroxy-2-propanone

Conditions

Conditions	Yield
With 5% CuO-5% PdO-0.5% Bi2O3-0.5% In2O3/modified γ-Al2O3 catalyst at 180℃;	A 75.4% B 24.6%
With C32H30N4O4Pd2(2+); para-xylene; p-benzoquinone In dimethylsulfoxide-d6 at 23℃; chemoselective reaction;

: 56-82-6
Glyceraldehyde

A: 116-09-6
hydroxy-2-propanone

B: 56-81-5
glycerol

Conditions

Conditions	Yield
With hydrogen In water at 240℃; under 30003 Torr; for 1h;	A 74.4% B 10.6%

: 56-81-5
glycerol

A: 57-55-6
propylene glycol

B: 107-21-1
ethylene glycol

C: 116-09-6
hydroxy-2-propanone

Conditions

Conditions	Yield
In isopropyl alcohol at 180℃; under 3750.38 Torr; for 4h; Inert atmosphere; Autoclave;	A 73% B 15% C 9%
With water; hydrogen; copper at 200℃; under 11103.3 Torr; for 24h; Conversion of starting material;
With hydrogen In isopropyl alcohol at 179.84℃; under 3750.38 Torr; for 24h; Autoclave; chemoselective reaction;

...Expand

Raw Materials

470-23-5

530-26-7

Downstream Products

78-98-8

127-17-3

67-64-1

107-21-1

67-66-3

64-17-5

Total:122 Page 1 of 4 1 2 3 4 Next>>

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 2-Propanone, 1-hydroxy-, with the CAS registry number 116-09-6, is also known as Acetol. It belongs to the product categories of Industrial/Fine Chemicals; Ketone Flavor. Its EINECS number is 204-124-8. This chemical's molecular formula is C₃H₆O₂ and molecular weight is 74.08. What's more, its systematic name is 1-hydroxypropan-2-one. Its classification code is Mutation data. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides, heat and fire. You should not breathe vapour. When using it, you must avoid contact with skin and eyes. It is used to manufactured drugs, spices, dyes. It is also used as organic intermediates.

Physical properties of 2-Propanone, 1-hydroxy- are: (1)# of Rule of 5 Violations: 0; (2)#H bond acceptors: 2; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 2; (5)Polar Surface Area: 37.3 Å²; (6)Index of Refraction: 1.397; (7)Molar Refractivity: 17.51 cm³; (8)Molar Volume: 72.6 cm³; (9)Polarizability: 6.94×10^-24cm³; (10)Surface Tension: 32.3 dyne/cm; (11)Density: 1.019 g/cm³; (12)Flash Point: 52.2 °C; (13)Enthalpy of Vaporization: 44.56 kJ/mol; (14)Boiling Point: 145.5 °C at 760 mmHg; (15)Vapour Pressure: 1.91 mmHg at 25°C.

Preparation: this chemical can be prepared by 2,2-dimethyl-4-methylene-[1,3]dioxolane at the temperature of 20 °C. This reaction will need reagents 5% sulfuric acid, water with the reaction time of 2 hours. The yield is about 60.2%.

2-Propanone, 1-hydroxy- can be prepared by 2,2-dimethyl-4-methylene-[1,3]dioxolane at the temperature of 20 °C

Uses of 2-Propanone, 1-hydroxy-: it can be used to produce 2-oxo-propionaldehyde at the temperature of 200 °C. It will need reagents O₂, FePO₄ and solvent H₂O. The yield is about 88%.

2-Propanone, 1-hydroxy- can be used to produce 2-oxo-propionaldehyde at the temperature of 200 °C

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1S/C3H6O2/c1-3(5)2-4/h4H,2H2,1H3
(2)InChIKey: XLSMFKSTNGKWQX-UHFFFAOYSA-N
(3)Canonical SMILES: CC(=O)CO

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	2200mg/kg (2200mg/kg)		Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 63, 1948.

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Consensus Reports

Specification