[ CAS No. 4619-20-9 ] {[proInfo.proName]}

Name: 4619-20-9|4-Oxo-4-(p-tolyl)butanoic acid|98%
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Quality Control of [ 4619-20-9 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 4619-20-9 ]

CAS No. :	4619-20-9	MDL No. :	MFCD00020541
Formula :	C₁₁H₁₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	OEEUWZITKKSXAZ-UHFFFAOYSA-N
M.W :	192.21	Pubchem ID :	244162
Synonyms :

Calculated chemistry of [ 4619-20-9 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.27
Num. rotatable bonds :	4
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	52.99
TPSA :	54.37 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) :	-6.1 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.72
Log Po/w (XLOGP3) :	1.94
Log Po/w (WLOGP) :	2.04
Log Po/w (MLOGP) :	1.61
Log Po/w (SILICOS-IT) :	2.28
Consensus Log Po/w :	1.92

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.85

Water Solubility

Log S (ESOL) :	-2.31
Solubility :	0.948 mg/ml ; 0.00493 mol/l
Class :	Soluble
Log S (Ali) :	-2.71
Solubility :	0.378 mg/ml ; 0.00197 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.92
Solubility :	0.232 mg/ml ; 0.00121 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.27

Safety of [ 4619-20-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 4619-20-9 ]

* 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 [ 4619-20-9 ]
Downstream synthetic route of [ 4619-20-9 ]

[ 4619-20-9 ] Synthesis Path-Upstream 1~21

1
[ 4619-20-9 ]
[ 4521-22-6 ]

Reference： [1] Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 57, # 34, p. 227 - 233
[2] Australian Journal of Chemistry, 1990, vol. 43, p. 1547 - 1557
[3] Tetrahedron, 1985, vol. 41, # 8, p. 1509 - 1516
[4] Journal of the Chemical Society, 1956, p. 3857,3860
[5] Journal of the American Chemical Society, 1936, vol. 58, p. 572,575
[6] Journal of the American Chemical Society, 1936, vol. 58, p. 1438,1439[7] Org. Reactions, 1942, vol. 1, p. 155,167
[8] Journal of the American Chemical Society, 1949, vol. 71, p. 1036
[9] Bulletin of the Chemical Society of Japan, 1979, vol. 52, p. 3033 - 3042
[10] Journal of Organic Chemistry, 1962, vol. 27, p. 857 - 863
[11] European Journal of Medicinal Chemistry, 1996, vol. 31, # 9, p. 683 - 692
[12] Synthetic Communications, 2001, vol. 31, # 10, p. 1467 - 1475
[13] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 20, p. 5586 - 5590
[14] Arkivoc, 2010, vol. 2010, # 9, p. 40 - 53
[15] Journal of Molecular Structure, 2010, vol. 980, # 1-3, p. 59 - 65
[16] Angewandte Chemie - International Edition, 2016, vol. 55, # 51, p. 15797 - 15801[17] Angew. Chem., 2016, vol. 128, p. 16029 - 16033,5
[18] Advanced Synthesis and Catalysis, 2018, vol. 360, # 15, p. 2894 - 2899

2
[ 4619-20-9 ]
[ 4521-22-6 ]

Reference： [1] J. Chin. chem. Soc., 1943, vol. 10, p. 119,122

3
[ 4619-20-9 ]
[ 36440-63-8 ]
[ 4521-22-6 ]

Reference： [1] Chemische Berichte, 1919, vol. 52, p. 2079

4
[ 4619-20-9 ]
[ 22009-37-6 ]

Reference： [1] Journal of medicinal chemistry, 1970, vol. 13, # 1, p. 87 - 89
[2] Australian Journal of Chemistry, 1990, vol. 43, p. 1547 - 1557
[3] Journal of Organic Chemistry, 1962, vol. 27, p. 857 - 863
[4] Advanced Synthesis and Catalysis, 2018, vol. 360, # 15, p. 2894 - 2899

5
[ 108-30-5 ]
[ 108-88-3 ]
[ 4619-20-9 ]

Yield	Reaction Conditions	Operation in experiment
99.3%	at 50 - 60℃; for 2 h;	Dissolve 75.7 g of succinic anhydride in 457.5 ml of toluene.220.5 g of anhydrous AlCl3 are added batchwise. The reaction mixture is controlled at a temperature of 50-60°C.After stirring for 2 hours,The end of the reaction was confirmed by TLC. With vigorous stirring,The reaction solution was slowly added dropwise to 1250 ml of 1 mol/L ice hydrochloric acid.Gradually precipitated milky solids,After the addition was complete, the mixture was stirred for 0.5 hours and filtered.After the filter cake was washed with toluene and ice water,Withdrawing the filter cake with 50 ml of ethyl acetate;Slowly add the solution and add 500ml of petroleum ether to crystallize.After stirring for another 0.5 hours,Filter and dry at 40°C for 2 hours to obtain Compound II144g.Yield 99.3percent.[Compound II intermediate] white solid,
95%	With aluminum (III) chloride In dichloromethane at 20℃;	General procedure: The general procedure (Scheme 1) for the preparation of compounds (2a, 2b and 2c): succinicanhydride (1 equiv, 10 mmol) was reacted with an appropriate aromatic compound (substitutedbenzene, 1 equiv, 10 mmol) in DCM (20 mL) in the presence of anhydrous aluminium chloride(1.5 equiv, 15 mmol). The reaction mixture was stirred under anhydrous conditions overnight at roomtemperature and then ice-cold diluted hydrochloric acid solution was added dropwise. A solid massseparated out which was filtered and purified by recrystallization to give 2a, 2b and 2c [44].
80%	With aluminum (III) chloride In dichloromethane at 20℃; Inert atmosphere	General procedure: AlCl3 (1.0 g, 7.5 mmol)was added portion-wise to a solution of succinic anhydride (0.5 g, 5 mmol) and anaromatic compound (6 mmol) in CH2Cl2 (5 mL) at room temperature. The mixture wasstirred at room temperature for overnight, and the mixture was poured into 1N HClsolution (10 mL), extracted with ethyl acetate (15 mL x 3). The organic layer was driedover MgSO4. The solvent was removed under reduced pressure, and the crude productwas purified by recrystallized from ethyl acetate and hexane.

69%

at 0 - 20℃; for 3 h;

To a suspension of succinic anhydride (1 g, 10.2 mmol, 1 eq)in toluene (4.6 mL, 44.8 mmol, 4.4 eq) kept at 0 C, aluminumchloride (2.7 g, 20.4 mmol, 2 eq) was added in small portions.The resulting suspension was stirred at room temperature for3 h, then poured onto ice and acidified with HCl conc. The aqueoussolution was extracted with EtOAc and the combined organiclayers were dried (Na2SO4) and concentrated under reducedpressure. The residue was triturated with petroleum ether to furnish4 as a white solid (1.35 g, 69percent). Rf = 0.36 (petroleum ether/EtOAc 4:6), mp 125–128 C; 1H NMR (400 MHz, Chloroform-d) d7.88 (d, J = 8.0 Hz, 2H), 7.26 (d, J = 8.0 Hz, 2H), 3.29 (t, J = 6.6 Hz,2H), 3.00 (br s, 1H, OH, exch. with D2O), 2.80 (t, J = 6.0 Hz, 2H),2.41 (s, 3H).

Reference： [1] Organic Letters, 2016, vol. 18, # 3, p. 504 - 507
[2] Patent: CN107628947, 2018, A, . Location in patent: Paragraph 0053; 0054; 0055; 0056; 0057
[3] Russian Journal of General Chemistry, 2014, vol. 84, # 9, p. 1825 - 1829[4] Zhurnal Obshchei Khimii, 2014, vol. 84, # 9, p. 1825 - 1829,5
[5] Molecules, 2018, vol. 23, # 3,
[6] Tetrahedron Letters, 1994, vol. 35, # 19, p. 3017 - 3020
[7] Chemical and pharmaceutical bulletin, 2002, vol. 50, # 10, p. 1407 - 1412
[8] Synthetic Communications, 2003, vol. 33, # 18, p. 3109 - 3113
[9] Journal of Chemical Research - Part S, 2003, # 10, p. 650 - 651
[10] Organic Syntheses, 2002, vol. 79, p. 204 - 204
[11] Synthetic Communications, 2001, vol. 31, # 10, p. 1467 - 1475
[12] Chemistry Letters, 2015, vol. 44, # 11, p. 1503 - 1505
[13] Journal of Organic Chemistry, 1990, vol. 55, # 11, p. 3546 - 3552
[14] Journal of the Chinese Chemical Society, 2016, vol. 63, # 9, p. 739 - 750
[15] Journal of Organic Chemistry USSR (English Translation), 1984, p. 1604 - 1608[16] Zhurnal Organicheskoi Khimii, 1984, vol. 20, # 8, p. 1760 - 1764
[17] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 1, p. 295 - 307
[18] Journal of the Chilean Chemical Society, 2010, vol. 55, # 1, p. 74 - 77
[19] Organic Process Research and Development, 2004, vol. 8, # 2, p. 291 - 292
[20] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 8, p. 614 - 619
[21] Organic Letters, 2014, vol. 16, # 6, p. 1740 - 1743
[22] Chemistry - An Asian Journal, 2017, vol. 12, # 3, p. 355 - 360
[23] Australian Journal of Chemistry, 1990, vol. 43, p. 1547 - 1557
[24] Tetrahedron, 1985, vol. 41, # 8, p. 1509 - 1516
[25] Medicinal Chemistry Research, 2014, vol. 23, # 1, p. 146 - 157
[26] Journal of the Indian Chemical Society, 1948, vol. 25, p. 323,327
[27] Journal of the Chinese Chemical Society (Peking), 1943, vol. 10, p. 116[28] Chem.Abstr., 1944, p. 2953
[29] Journal of the Chemical Society, 1933, p. 434,436
[30] Annales de Chimie (Cachan, France), 1882, vol. <5> 26, p. 435
[31] Chemische Berichte, 1895, vol. 28, p. 3215
[32] Bulletin de la Societe Chimique de France, 1888, vol. <2> 49, p. 448
[33] Chemische Berichte, 1901, vol. 34, p. 3828
[34] Journal of the American Chemical Society, 1967, vol. 89, # 14, p. 3487 - 3494
[35] Bulletin of the Chemical Society of Japan, 1979, vol. 52, p. 3033 - 3042
[36] Journal of Organic Chemistry, 1962, vol. 27, p. 857 - 863
[37] Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2005, vol. 44, # 4, p. 715 - 718
[38] Journal of Organic Chemistry, 1973, vol. 38, # 7, p. 1388 - 1395
[39] European Journal of Medicinal Chemistry, 1996, vol. 31, # 9, p. 683 - 692
[40] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 10, p. 2160 - 2171
[41] Journal of Solution Chemistry, 2007, vol. 36, # 3, p. 345 - 356
[42] Chemistry of Heterocyclic Compounds, 2007, vol. 43, # 3, p. 292 - 297
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[46] European Journal of Medicinal Chemistry, 2009, vol. 44, # 6, p. 2372 - 2378
[47] European Journal of Medicinal Chemistry, 2010, vol. 45, # 6, p. 2283 - 2290
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[49] Journal of Molecular Structure, 2010, vol. 980, # 1-3, p. 59 - 65
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[67] Organic Letters, 2018, vol. 20, # 9, p. 2787 - 2791
[68] Advanced Synthesis and Catalysis, 2018, vol. 360, # 15, p. 2894 - 2899

6
[ 20972-36-5 ]
[ 4619-20-9 ]

Reference： [1] Tetrahedron, 2005, vol. 61, # 8, p. 2217 - 2231
[2] Tetrahedron Letters, 2010, vol. 51, # 4, p. 734 - 738

7
[ 6942-61-6 ]
[ 4619-20-9 ]

Reference： [1] Synlett, 2015, vol. 26, # 2, p. 228 - 232

8
[ 78861-22-0 ]
[ 4619-20-9 ]

Reference： [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981, vol. 20, # 5, p. 355 - 358
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981, vol. 20, # 5, p. 355 - 358

9
[ 57498-54-1 ]
[ 4619-20-9 ]

Reference： [1] Journal of Organic Chemistry, 1950, vol. 15, p. 785,787
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981, vol. 20, # 5, p. 355 - 358
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981, vol. 20, # 5, p. 355 - 358

10
[ 78861-19-5 ]
[ 4619-20-9 ]

11
[ 62506-68-7 ]
[ 4619-20-9 ]

Reference： [1] Chemische Berichte, 1978, vol. 111, p. 1564 - 1577

12
[ 32149-28-3 ]
[ 4619-20-9 ]

Reference： [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981, vol. 20, # 5, p. 355 - 358

13
[ 21053-98-5 ]
[ 62-55-5 ]
[ 4619-20-9 ]

Reference： [1] Russian Journal of Organic Chemistry, 2009, vol. 45, # 12, p. 1818 - 1823

14
[ 874-60-2 ]
[ 4619-20-9 ]

Reference： [1] Synlett, 2015, vol. 26, # 2, p. 228 - 232

15
[ 108-30-5 ]
[ 4294-57-9 ]
[ 4619-20-9 ]
[ 76609-13-7 ]
[ 13145-56-7 ]

Reference： [1] Journal of the Indian Chemical Society, 1994, vol. 71, # 6-8, p. 469 - 474

16
[ 108-30-5 ]
[ 4619-20-9 ]

Reference： [1] Chemische Berichte, 1901, vol. 34, p. 3828
[2] Chemische Berichte, 1914, vol. 47, p. 1113

17
[ 7446-70-0 ]
[ 38443-98-0 ]
[ 108-88-3 ]
[ 4619-20-9 ]
[ 854677-51-3 ]
[ 91541-03-6 ]

Reference： [1] Journal of the Chemical Society, 1954, p. 4538,4539, 4540

18
[ 108-30-5 ]
[ 7446-70-0 ]
[ 108-88-3 ]
[ 4619-20-9 ]

Reference： [1] Chemische Berichte, 1901, vol. 34, p. 3828
[2] Chemische Berichte, 1895, vol. 28, p. 3215
[3] Bulletin de la Societe Chimique de France, 1888, vol. <2> 49, p. 448

19
[ 7446-70-0 ]
[ 543-20-4 ]
[ 108-88-3 ]
[ 4619-20-9 ]
[ 13145-56-7 ]

Reference： [1] Chemische Berichte, 1887, vol. 20, p. 1378

20
[ 7446-70-0 ]
[ 6311-68-8 ]
[ 108-88-3 ]
[ 4619-20-9 ]
[ 56872-39-0 ]
[ 39560-34-4 ]

Reference： [1] Journal of the Chemical Society, 1950, p. 3606

21
[ 4619-20-9 ]
[ 1680-51-9 ]

Reference： [1] Australian Journal of Chemistry, 1990, vol. 43, p. 1547 - 1557

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P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
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. 4619-20-9 ] {[proInfo.proName]}

Quality Control of [ 4619-20-9 ]

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Physicochemical Properties

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[ 4619-20-9 ] Synthesis Path-Upstream 1~21

[ 4619-20-9 ] Synthesis Path-Downstream 1~88

Similar Product of [ 4619-20-9 ]

Related Functional Groups of [ 4619-20-9 ]

Aryls

Ketones

Carboxylic Acids

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[ 4619-20-9 ]

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