[ CAS No. 3002-24-2 ] {[proInfo.proName]}

Name: 3002-24-2|2,4-Hexanedione|97%
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SKU: A522757
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Quality Control of [ 3002-24-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 3002-24-2 ]

SDS Specification

Alternatived Products of [ 3002-24-2 ]

Product Details of [ 3002-24-2 ]

CAS No. :	3002-24-2	MDL No. :	MFCD00009318
Formula :	C₆H₁₀O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	NDOGLIPWGGRQCO-UHFFFAOYSA-N
M.W :	114.14	Pubchem ID :	76355
Synonyms :

Calculated chemistry of [ 3002-24-2 ]

Physicochemical Properties

Num. heavy atoms :	8
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.67
Num. rotatable bonds :	3
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	31.36
TPSA :	34.14 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.53 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.2
Log Po/w (XLOGP3) :	0.65
Log Po/w (WLOGP) :	0.94
Log Po/w (MLOGP) :	0.35
Log Po/w (SILICOS-IT) :	1.08
Consensus Log Po/w :	0.85

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-0.76
Solubility :	19.9 mg/ml ; 0.174 mol/l
Class :	Very soluble
Log S (Ali) :	-0.94
Solubility :	13.0 mg/ml ; 0.114 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.3
Solubility :	5.67 mg/ml ; 0.0497 mol/l
Class :	Soluble

Medicinal Chemistry

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

Safety of [ 3002-24-2 ]

Signal Word:	Danger	Class:	3
Precautionary Statements:	P261-P305+P351+P338	UN#:	1224
Hazard Statements:	H225-H315-H319-H335	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 3002-24-2 ]

* 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 [ 3002-24-2 ]
Downstream synthetic route of [ 3002-24-2 ]

[ 3002-24-2 ] Synthesis Path-Upstream 1~18

1
[ 75-15-0 ]
[ 7446-70-0 ]
[ 108-05-4 ]
[ 79-03-8 ]
[ 3002-24-2 ]
[ 7424-54-6 ]

Reference： [1] Chemische Berichte, 1951, vol. 84, p. 607,615

2
[ 82958-29-0 ]
[ 105-37-3 ]
[ 3002-24-2 ]

Reference： [1] Journal of the American Chemical Society, 1980, vol. 102, # 6, p. 2110 - 2112

3
[ 105-37-3 ]
[ 67-64-1 ]
[ 3002-24-2 ]

Reference： [1] Journal of Organic Chemistry, 1951, vol. 16, p. 57,58
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1979, p. 2820 - 2826
[3] Agricultural and Biological Chemistry, 1986, vol. 50, # 10, p. 2499 - 2502

4
[ 141-78-6 ]
[ 78-93-3 ]
[ 3002-24-2 ]

Reference： [1] Chemische Berichte, 1889, vol. 22, p. 1017
[2] Justus Liebigs Annalen der Chemie, 1907, vol. 353, p. 24
[3] European Journal of Inorganic Chemistry, 2014, vol. 2014, # 17, p. 2819 - 2828

5
[ 2809-69-0 ]
[ 3002-24-2 ]

Reference： [1] Doklady Akademii Nauk Armyanskoi SSR, 1953, vol. 16, p. 103,105[2] Chem.Abstr., 1955, p. 8259
[3] Chemische Berichte, 1955, vol. 88, p. 1017,1026
[4] Annales de Chimie (Cachan, France), 1892, vol. <6>26, p. 332

6
[ 98559-34-3 ]
[ 3002-24-2 ]

Reference： [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1962, vol. 255, p. 1403 - 1405

7
[ 591-78-6 ]
[ 3002-24-2 ]

Reference： [1] Applied Catalysis A: General, 2012, vol. 435-436, p. 19 - 26

8
[ 74-88-4 ]
[ 3002-24-2 ]

Reference： [1] Journal of Organic Chemistry, 1963, vol. 28, p. 725 - 730

9
[ 20822-39-3 ]
[ 3002-24-2 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1968, p. 2533 - 2537
[2] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1962, vol. 255, p. 1403 - 1405

10
[ 802294-64-0 ]
[ 3002-24-2 ]

Reference： [1] Zhurnal Obshchei Khimii, 1959, vol. 29, p. 1458,1460; engl. Ausg. S. 1432, 1434

11
[ 2809-69-0 ]
[ 3002-24-2 ]
[ 10575-41-4 ]

Reference： [1] Chemische Berichte, 1955, vol. 88, p. 1017,1026

12
[ 108-24-7 ]
[ 78-93-3 ]
[ 3002-24-2 ]

Reference： [1] Journal of Organic Chemistry, 1969, vol. 34, # 5, p. 1425 - 1429

13
[ 34136-00-0 ]
[ 3002-24-2 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 1973, vol. 46, p. 632 - 634

14
[ 60-29-7 ]
[ 141-78-6 ]
[ 78-93-3 ]
[ 3002-24-2 ]
[ 815-57-6 ]

Reference： [1] Journal of the American Chemical Society, 1945, vol. 67, p. 1510

15
[ 67-66-3 ]
[ 74976-03-7 ]
[ 10028-15-6 ]
[ 3002-24-2 ]
[ 75-07-0 ]

Reference： [1] Journal of the Chemical Society, 1925, vol. 127, p. 819

16
[ 75-15-0 ]
[ 7446-70-0 ]
[ 108-05-4 ]
[ 79-03-8 ]
[ 3002-24-2 ]
[ 7424-54-6 ]

Reference： [1] Chemische Berichte, 1951, vol. 84, p. 607,615

17
[ 67-56-1 ]
[ 2809-69-0 ]
[ 7664-93-9 ]
[ 3002-24-2 ]
[ 4437-51-8 ]
[ 110-13-4 ]

Reference： [1] Doklady Akademii Nauk Armyanskoi SSR, 1953, vol. 16, p. 103,105[2] Chem.Abstr., 1955, p. 8259
[3] Chemische Berichte, 1955, vol. 88, p. 1017,1026

18
[ 3002-24-2 ]
[ 51934-41-9 ]
[ 1232578-63-0 ]
[ 73013-51-1 ]

Reference： [1] Journal of the American Chemical Society, 2010, vol. 132, # 24, p. 8273 - 8275

[ 3002-24-2 ] Synthesis Path-Downstream 1~12

1
[ 3002-24-2 ]
[ 4923-01-7 ]
[ 90942-52-2 ]

Reference： [1]Chemische Berichte,1910,vol. 43,p. 377

2
[ 141-78-6 ]
[ 93-55-0 ]
sodium [ No CAS ]
[ 3002-24-2 ]
[ 93-89-0 ]
[ 6668-24-2 ]

Reference： [1]Chemische Berichte,1925,vol. 58,p. 333,336

3
[N,N'-ethylenebis(salicylideneaminato)](2,4-hexanedionato)cobalt(III) [ No CAS ]
[ 3002-24-2 ]
[ 14167-18-1 ]

Reference： [1]Polyhedron,1983,vol. 2,p. 125 - 126

4
[ 3002-24-2 ]
[ 14167-18-1 ]
[N,N'-ethylenebis(salicylideneaminato)](2,4-hexanedionato)cobalt(III) [ No CAS ]

Reference： [1]Bulletin of the Chemical Society of Japan,1984,vol. 57,p. 381 - 385

5
[ 3002-24-2 ]
[ 53606-06-7 ]
[ 1068159-15-8 ]

Yield	Reaction Conditions	Operation in experiment
		Example 3 and 4: [4-ethyl-8-fluoro-3-(4-methanesulfonylbenzyl)-2- methylquinoIin-5-yloxy]acetic acid and [2-ethyl-8-fluoro-3-(4- methanesuIfonylbenzyl)-4-methylquinolin-5-yloxy]acetic acid; Preparation 3a and 4a: 3-(4-methanesulfonylbenzyl)hexane-2,4-dione; <n="16"/>A solution of hexane-2,4-dione (3.5 g) in /V,/V-dimethylformamide (5.0 ml_) was added dropwise over a period of 15 minutes to a stirred suspension of sodium hydride (60 % in oil, 1.1 g) in /V,lambda/-dimethylfrmamide (30 mL) at 0 0C. The mixture was warmed to room temperature, cooled to -10 0C and then treated with a solution of 1- bromomethyl-4-methanesulfonylbenzene (8.9 g) in lambda/,lambda/-dimethylformarnide (15 mL). The resulting mixture was warmed to room temperature and then stirred at this temperature overnight. The mixture was diluted with 1.0 M aqueous hydrochloric acid (100 mL) and water (200 mL) and then extracted with ethyl acetate. The combined extracts were washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with a mixture of toluene and ethyl acetate (1:0 to 0:1 by volume) gave title compound as a colourless oil, 3.6 g.MS: ESI (-ve) (Method B): 281 (M-H)', Retention time 2.7 min. . .

Reference： [1]Patent: WO2008/119917,2008,A1 .Location in patent: Page/Page column 14-15

6
[ 3002-24-2 ]
[ 51934-41-9 ]
[ 1232578-63-0 ]
[ 73013-51-1 ]

Reference： [1]Journal of the American Chemical Society,2010,vol. 132,p. 8273 - 8275

7
[ 3002-24-2 ]
[ 34570-17-7 ]
[ 1310692-68-2 ]

Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 4219 - 4233

8
[ 3002-24-2 ]
[ 32996-16-0 ]
[ 1392211-52-7 ]

Reference： [1]Journal of Enzyme Inhibition and Medicinal Chemistry,2012,vol. 27,p. 609 - 613

9
[ 3002-24-2 ]
[ 127-07-1 ]
6-ethyl-4-methylpyrimidine-2-ol-1-oxide hydrochloride [ No CAS ]
4-ethyl-6-methylpyrimidine-2-ol-1-oxide hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In methanol; water; at -15 - 20℃; for 2h;	0.12 mol (9.13 g) hydroxy urea were dissolved in 50 ml 2 M HCl, 20 ml of methanol were added and 0.10 mol (11.41 g) 2,4-hexanedione were added dropwise under cooling by approximately -15 C. Further 30 ml of water and 10 ml of methanol were added. The two-phase reaction mixture was allowed to warm up slowly to room temperature and was stirred at room temperature for further 2 h, then evaporated until dryness. The residue was suspended with 50 ml of acetone, the mixture was cooled in an ice/ethanol bath, the solid filtered off and washed with a little ice-cold acetone. After drying 7.88 g crude product were obtained which were recrystallized from 45 ml ethanol wherefrom first an insoluble salt compound was hot filtered off and the product was subsequently recrystallized from the filtrate at -18 C. 3.0 g product were obtained which were again recrystallized from 28 ml ethanol. Finally 2.26 g of the title compound were obtained. [0237] IR (in substance, cm-1): 3093, 2997, 2945, 2679, 2555, 1805, 1741, 1601, 1571, 1508, 1435, 1401, 1370, 1327, 1290, 1253, 1213, 1157, 1103, 1049, 903, 849, 811, 766, 742, 701, 669, 626, 607, 582, 512, 494. [0238] LC-MS (m/z): 155.7 (M+H). [0239] 1H-NMR (DMSO-d6, 400 MHz): delta [ppm]=6.78 (s, 1H), 2.88 (q, 2H), 2.46 (s, 3H), 1.21 (t, 3H). From the NMR-spectrum was estimated that the product contained approximately 6.6% of the regioisomer 4-ethyl-6-methylpyrimidine-2-ol-1-oxide hydrochloride.

Reference： [1]Patent: US2014/162994,2014,A1 .Location in patent: Paragraph 0236-0238

10
[ 3002-24-2 ]
[ 615-43-0 ]
[ 85111-06-4 ]
[ 17422-23-0 ]

Yield	Reaction Conditions	Operation in experiment
	With copper(l) iodide; 1H-tetrazol-1-ylacetic acid; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; Sealed tube; Overall yield = 88 %;	4.2 Typical procedure for the synthesis of 2,3-disubstituted indoles 3a-3t General procedure: To a 10mL sealed tube was added CuI (0.05mmol), L4 (0.1mmol), ortho-iodo/bromoaniline (0.5mmol), β-keto ester/β-diketone (3.0mmol), Cs2CO3 (1.0mmol), and DMSO (1mL). The reaction mixture was reacted at 80°C in a preheated oil bath for 12h (for ortho-iodoanilines) or 36h (for ortho-bromoanilines). The reaction mixture was cooled to room temperature and extracted with ethyl acetate (3×20mL). The combined organic phases were washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel (ethyl acetate/petroleum ether as the eluent) to afford the target products 3a-3s.

Reference： [1]Liu, Xiao-Guang; Li, Zi-Hao; Xie, Jian-Wei; Liu, Ping; Zhang, Jie; Dai, Bin [Tetrahedron, 2016, vol. 72, # 5, p. 653 - 657]

11
[ 3002-24-2 ]
[ 108290-86-4 ]
ethyl 4-ethyl-2-methylpyrrolo[1,2-a]pyrimidine-8-carboxylate [ No CAS ]
ethyl 2-ethyl-4-methylpyrrolo[1,2-a]pyrimidine-8-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%; 13%	With acetic acid; at 110℃; for 0.5h;	To a solution of <strong>[108290-86-4]ethyl 2-amino-1H-pyrrole-3-carboxylate</strong> (500 mg, 3.25 mmol) inAcOH (10 mL) was added hexane-2,4-dione (370 mg, 3.25 mmol) at 110 C. The mixture wasstirred at 110 C for 0.5 hour, and concentrated in vacuo. The residue was purified by prepHPLC (NH4HCO3/CH3CN) to afford ethyl 4-ethyl-2-methylpyrrolo [1,2-al pyrimidine-8- carboxylate (A) (300 mg, 40%) as a brown solid and ethyl 2-ethyl-4-methylpyrrolo[1,2- ajpyrimidine-8-carboxylate (B) (100 mg, 13%) as a dark red solid. A: ?H NMR (400 MHz,MeOD-d4): 5 7.34 (d, J= 3.6 Hz, 1H), 7.31 (d, J= 2.4 Hz, 1H), 6.80 (s, 1H), 4.37 (q, J 7.2Hz, 2H), 2.97 (q, J= 7.2 Hz, 2H), 2.65 (s, 3H), 1.42 (t, J 7.2 Hz, 3H), 1.40 (t, J 7.2 Hz,3H). LC-MS m/z: 233.1 [M+Hj. LCMS: tR = 1.32 mm. B: ?H NMR (400 MHz, MeOD-d4): 57.24 (d, J 2.4 Hz, 1H), 7.14 (d, J 3.6 Hz, 1H), 6.71 (s, 1H), 4.33 (q, J= 7.2 Hz, 2H), 2.83(q, J= 7.2 Hz, 2H), 2.57 (s, 3H), 1.38 (t, J= 7.2 Hz, 3H), 1.31 (t, J= 7.2 Hz, 3H). LC-MS m/z:233.1 [M+Hf?. LCMS: tR= 1.74 mm.

Reference： [1]Patent: WO2017/176962,2017,A1 .Location in patent: Paragraph 00386

12
[ 3002-24-2 ]
[ 764-42-1 ]
C₁₄H₁₀N₄ [ No CAS ]
C₁₄H₁₀N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With lipase from Candida rugosa In water at 30℃; for 24h; Green chemistry; Enzymatic reaction; Overall yield = 85 percent; regioselective reaction;	2.2 General procedure for lipase-catalyzed synthesis of indoles General procedure: CRL (15mg) was added into a mixture of 1,3-diketones (1, 0.5mmol) and fumaronitrile (2, 2 equiv) in water (2ml) at 30 °C for 24 h. Then, the reaction mixture was evaporated to dryness. The residue was purified on silica column with ethyl acetate: n-Hexane (1:4) to afford the desired indoles. All the isolated products were well characterized by their NMR.

Reference： [1]Li, Fengxi; Xu, Yaning; Wang, Ciduo; Wang, Chunyu; Zhao, Ruihong; Wang, Lei [Bioorganic Chemistry, 2021, vol. 107]

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P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 3002-24-2 ] {[proInfo.proName]}

Quality Control of [ 3002-24-2 ]

Related Doc. of [ 3002-24-2 ]

Product Details of [ 3002-24-2 ]

Calculated chemistry of [ 3002-24-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3002-24-2 ]

Application In Synthesis of [ 3002-24-2 ]

[ 3002-24-2 ] Synthesis Path-Upstream 1~18

[ 3002-24-2 ] Synthesis Path-Downstream 1~12

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry