[ CAS No. 123-76-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 123-76-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 123-76-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 123-76-2 ]

SDS Specification

Alternatived Products of [ 123-76-2 ]

Product Details of [ 123-76-2 ]

CAS No. :	123-76-2	MDL No. :	MFCD00002796
Formula :	C₅H₈O₃	Boiling Point :	-
Linear Structure Formula :	CH₃COC₂H₄COOH	InChI Key :	JOOXCMJARBKPKM-UHFFFAOYSA-N
M.W :	116.12	Pubchem ID :	11579
Synonyms :	4-Oxovaleric acid;NSC 3716	Chemical Name :	4-Oxopentanoic acid

Calculated chemistry of [ 123-76-2 ] Expand+

Physicochemical Properties

Num. heavy atoms :	8
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.6
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	28.12
TPSA :	54.37 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.36 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.88
Log Po/w (XLOGP3) :	-0.49
Log Po/w (WLOGP) :	0.44
Log Po/w (MLOGP) :	-0.09
Log Po/w (SILICOS-IT) :	0.19
Consensus Log Po/w :	0.19

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-0.05
Solubility :	103.0 mg/ml ; 0.885 mol/l
Class :	Very soluble
Log S (Ali) :	-0.18
Solubility :	75.9 mg/ml ; 0.654 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.34
Solubility :	52.5 mg/ml ; 0.452 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.11

Safety of [ 123-76-2 ]

Signal Word:	Danger	Class:	N/A
Precautionary Statements:	P261-P264-P270-P272-P280-P301+P312+P330-P302+P352-P305+P351+P338+P310-P333+P313-P501	UN#:	N/A
Hazard Statements:	H302-H317-H318	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 123-76-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 123-76-2 ]
Downstream synthetic route of [ 123-76-2 ]

[ 123-76-2 ] Synthesis Path-Upstream 1~2

1
[ 71-23-8 ]
[ 123-76-2 ]
[ 645-67-0 ]

Yield	Reaction Conditions	Operation in experiment
88 %Chromat.	With caesium carbonate In toluene for 2 h;	General procedure: Esterification of levulinic acid was carried out in a 50mL round bottom flask equipped with a reflux condenser. In a typical catalytic reaction the catalyst (40mg) was added to a mixture of levulinic acid and ethanol with the molar ratio of LA: alcohol=1:8 (ethanol acts as reagent cum solvent) and the mixture was magnetically stirred at 333K for 2h. A portion of the reaction mixture was separated after the scheduled reaction time through filtration and the filtrate was then analyzed through the gas chromatography (GC) equipped with a flame-ionized detector and a capillary column. All compounds were characterized on the basis of their spectroscopic data (¹H NMR) and by comparison with those reported in the literature.

Reference： [1] RSC Advances, 2016, vol. 6, # 3, p. 2106 - 2111
[2] Journal of the American Chemical Society, 1930, vol. 52, p. 4883
[3] Journal of the American Chemical Society, 1933, vol. 55, p. 3393
[4] Patent: US2029412, 1934, ,
[5] Journal fuer Praktische Chemie (Leipzig), 1955, vol. <4> 1, p. 153,154
[6] Patent: WO2010/102203, 2010, A2, . Location in patent: Page/Page column 26-27
[7] Green Chemistry, 2014, vol. 16, # 2, p. 785 - 791
[8] Journal of Molecular Catalysis A: Chemical, 2017, vol. 426, p. 30 - 38
[9] Applied Catalysis A: General, 2017, vol. 547, p. 237 - 247
[10] Catalysis Today, 2018, vol. 309, p. 253 - 262

2
[ 57-55-6 ]
[ 123-76-2 ]
[ 5413-49-0 ]
[ 645-67-0 ]
[ 1679-47-6 ]

Reference： [1] International Journal of Chemical Kinetics, 2019,

[ 123-76-2 ] Synthesis Path-Downstream 1~11

1
[ 917-64-6 ]
[ 60-29-7 ]
[ 123-76-2 ]
[ 3123-97-5 ]

Reference： [1]Journal of the American Chemical Society,1923,vol. 45,p. 1086

2
[ 917-64-6 ]
[ 123-76-2 ]
[ 3123-97-5 ]

Reference： [1]Journal of the American Chemical Society,1923,vol. 45,p. 1086

3
[ 17823-69-7 ]
[ 123-76-2 ]
[ 114361-50-1 ]

Reference： [1]Journal of Heterocyclic Chemistry,1987,vol. 24,p. 1325 - 1331

4
[ 123-76-2 ]
cyclohexenyl isonitrile resin [ No CAS ]
[ 3123-97-5 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2003,vol. 22,p. 703 - 705

5
[ 123-76-2 ]
[ 3123-97-5 ]

Reference： [1]Journal of the American Chemical Society,1948,vol. 70,p. 1379

6
[ 75-16-1 ]
[ 123-76-2 ]
[ 3123-97-5 ]

Yield	Reaction Conditions	Operation in experiment
18%	In diethyl ether; at 20℃;	To a stirred solution of levulinic acid (2.8 g, 19.5 mmol) in 65 mL of ether at 0° C. was slowly added methyl magnesium bromide (3M, 13 mL, 39 mmol). The resulting solution was allowed to stir overnight at room temperature. The solution was cooled to 0° C., decomposed with 50percent sulfuric acid, extracted with ether, dried over magnesium sulfate, and concentrated to give 5,5-dimethyl-dihydro-furan-2-one (400 mg, 18percent) as a brown oil.

Reference： [1]Patent: US2005/215539,2005,A1 .Location in patent: Page/Page column 35

7
[ 67-47-0 ]
[ 108-29-2 ]
[ 6338-41-6 ]
[ 3238-40-2 ]
[ 123-76-2 ]

Reference： [1]Green Chemistry,2013,vol. 15,p. 85 - 90

8
[ 123-76-2 ]
dioxane [ No CAS ]
[ 591-68-4 ]
[ 34912-28-2 ]
[ 108-29-2 ]
[ 109-52-4 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen; at 199.84℃; under 30003.0 Torr; for 4h;Autoclave;Catalytic behavior;	In a typical reaction, the batch autoclave reactor was loaded with catalyst, substrate, and solvent, purged three times with argon after which the reaction mixture was heated to reaction temperature and charged with H2 to 40?bar. This was taken as the starting point of the reaction. After the reaction was cooled to room temperature, the H2 was released, and 2?wtpercent anisole was added as internal standard. The catalyst was separated by centrifugation, filtration, and finally washed with acetone. The reaction products were analyzed using a Shimadzu GC-2010A gas chromatograph equipped with a CP-WAX 57-CB column (25?m?×?0.2?mm?×?0.2?mum) and FID detector. Products were identified with a GC?MS from Shimadzu with a CP-WAX 57CB column (30?m?×?0.2?mm?×?0.2?mum). The gas-phase reaction products were analyzed by an online dual channel Varian CP4900 micro-GC equipped with a COX column and TCD detector, for analysis of H2, CO2, CO, and CH4. Dioxane runs were performed with 10?wtpercent levulinic acid (2.5?g, 21.5?mmol) in dioxane (22.5?g) over a series of 1?wtpercent Ru catalysts (0.3?g) containing different supports. The reactions were run in a 50?mL Parr batch autoclave at a temperature of 473?K for 4?h using a hydrogen pressure 40?bar and a stirring speed of 1600?rpm. 2-Ethylhexanoic acid runs were performed with 10?wtpercent levulinic acid (6.0?g, 51.7?mmol) in 2-ethylhexanoic acid (54?g) with 1?wtpercent Ru catalysts (0.6?g). The reactions were run in 100?mL Parr batch autoclave at a temperature of 473?K for 10?h using a hydrogen pressure 40?bar and a stirring speed of 1600?rpm. 1?mL of solution was sampled at various intervals during the reaction. Reactions with intermediates GVL (2.2?g, 21.5?mmol) or PEA (2.2?g, 21.5?mmol) in EHA (22.8?g) were conducted with 0.3?g of catalyst in the 50?mL Parr batch autoclave. Finally, neat LA runs were performed with LA (20?g, 172?mmol) over 1?wtpercent Ru catalysts (0.3?g or 0.5?g). The reactions were run in a 50?mL Parr batch autoclave at a temperature of 473?K for 4?h and 10?h using a hydrogen pressure 40?bar and a stirring speed of 1600?rpm.

Reference： [1]Journal of Catalysis,2013,vol. 301,p. 175 - 186

9
[ 123-76-2 ]
[ 71-36-3 ]
[ 591-68-4 ]

Reference： [1]Green Chemistry,2013,vol. 15,p. 2967 - 2974
[2]Green Chemistry,2018,vol. 20,p. 3974 - 3980

10
[ 513-74-6 ]
[ 123-76-2 ]
[ 34272-64-5 ]

Yield	Reaction Conditions	Operation in experiment
80.99%		Add 100kg of levulinic acid and 1000L of carbon tetrachloride to the reactor.After adding 176 kg of sodium bromide and stirring, slowly add 260 kg of hydrogen peroxide solution.Heat to 60C for 2.5 hours, add water to wash, and separate organic phase.The aqueous phase treats the wastewater. To the organic phase, 75 kg of ammonium dithiocarbamate, 1000 kg of water, and 22 kg of sodium carbonate were directly added for the cyclization reaction.The aqueous phase is acidified with pH=1.5, obtaining2-mercapto-4-methyl-5-thiazoleacetic acid 132 kg, purity 99.92%,Yield 80.99%.

Reference： [1]Patent: CN107602503,2018,A .Location in patent: Paragraph 0024; 0025; 0026; 0027; 0028; 0029-0034

11
[ 67-47-0 ]
[ 64-18-6 ]
[ 6338-41-6 ]
[ 123-76-2 ]

Reference： [1]ChemSusChem,2018,vol. 11,p. 1305 - 1315

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P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
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H411	Toxic to aquatic life with long-lasting effects
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[ CAS No. 123-76-2 ] {[proInfo.proName]}

Quality Control of [ 123-76-2 ]

Related Doc. of [ 123-76-2 ]

Product Details of [ 123-76-2 ]

Calculated chemistry of [ 123-76-2 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 123-76-2 ]

Application In Synthesis of [ 123-76-2 ]

[ 123-76-2 ] Synthesis Path-Upstream 1~2

[ 123-76-2 ] Synthesis Path-Downstream 1~11

Technical Information

Similar Product of [ 123-76-2 ]

Related Functional Groups of [ 123-76-2 ]

Aliphatic Chain Hydrocarbons

Ketones

Carboxylic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Similar Product of
[ 123-76-2 ]

Related Functional Groups of
[ 123-76-2 ]