[ CAS No. 52221-07-5 ] {[proInfo.proName]}

Name: 52221-07-5|6-(tert-Butoxy)-6-oxohexanoic acid|97%
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Quality Control of [ 52221-07-5 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 52221-07-5 ]

CAS No. :	52221-07-5	MDL No. :	MFCD24479669
Formula :	C₁₀H₁₈O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SNOPFBNMUDQLMF-UHFFFAOYSA-N
M.W :	202.25	Pubchem ID :	15908937
Synonyms :

Safety of [ 52221-07-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 52221-07-5 ]

* 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 [ 52221-07-5 ]
Downstream synthetic route of [ 52221-07-5 ]

[ 52221-07-5 ] Synthesis Path-Upstream 1~4

1
[ 52221-08-6 ]
[ 52221-07-5 ]

Yield	Reaction Conditions	Operation in experiment
85%	With sodium hydroxide In tetrahydrofuran; ethanol	Mono-tert-butyl adipate A solution of methyl tert-butyl adipate (9.9 g, 45.8 mmol) in ethanol (70 ml) and tetrahydrofuran (70 ml) was stirred with aqueous sodium hydroxide (1N, 137 ml, 137 mmol) at 0° C. for 2 hours. The mixture was then diluted with water and washed with dichloromethane (2). The mixture was diluted with dichloromethane and acidified with aqueous hydrochloric acid (1N, 150 ml). The organic layer was separated and the aqueous phase was extracted with dichloromethane. The combined organic layers were dried over anhydrous magnesium sulfate, filtered and concentrated to give the title material (7.82 g, 85percent). ¹H NMR (C₆D₆, δ, ppm): 1.48 (9H, s, -OtBu), 1.52 (4H, m, -(CH₂)₂-), 2.05-2.10 (4H, m, 2-CH₂COO-).
85%	Stage #1: With water; lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 16 h; Stage #2: With hydrogenchloride In water	Step 26-fert-Butoxy-6-oxohexanoic Acid.11CA solution of 11B (10.3 g, 47.6 mmol) and LiOH (1.26 g, 52.8 mmol) in 3:1 :1 MeOH/THF/hbO (50 mL) was stirred at room temperature for 16 h. The ^" reaction was diluted with EtOAc and washed with saturated aqueous Na₂C0₃. The aqueous layer was separated and acidified with 1 N HCI, then extracted with EtOAc. The combined organics were washed with brine, dried (Na₂S0₄), filtered and concentrated to yield 11 C (8.14 g, yield = 85percent): H NMR (300 MHz, CDCI₃) δ 10.67 (br s, 1 H), 2.50-2.10 (m, 4H), 1.65 (m, 4H), 1.44 (s, 9H).

Reference： [1] Patent: US6414179, 2002, B1,
[2] Patent: US2002/65246, 2002, A1,
[3] Patent: WO2012/51036, 2012, A1, . Location in patent: Page/Page column 77-78

2
[ 626-86-8 ]
[ 865-47-4 ]
[ 52221-07-5 ]

Reference： [1] Patent: US6355830, 2002, B1,

3
[ 124-04-9 ]
[ 75-65-0 ]
[ 52221-07-5 ]

Reference： [1] Chemistry and Physics of Lipids, 2002, vol. 119, # 1-2, p. 51 - 68
[2] Chemical Communications, 1999, # 9, p. 823 - 824

4
[ 627-91-8 ]
[ 52221-07-5 ]

Reference： [1] Patent: WO2012/51036, 2012, A1,

[ 52221-07-5 ] Synthesis Path-Downstream 1~25

1
[ 52221-07-5 ]
[ 124-04-9 ]
[ 115-11-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1944,vol. 63,p. 189

2
[ 52221-07-5 ]
[ 234081-53-9 ]
[ 234081-72-2 ]

Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[2]Chemical Communications,1999,p. 823 - 824

3
[ 124-04-9 ]
[ 75-65-0 ]
[ 52221-07-5 ]

Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[2]Chemical Communications,1999,p. 823 - 824

5
di-<i>tert</i>-butyl adipate [ No CAS ]
[ 52221-07-5 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1939,vol. 58,p. 1058

6
[ 52221-07-5 ]
[ 229467-51-0 ]
[ 497266-22-5 ]

Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68

7
[ 10265-92-6 ]
[ 52221-07-5 ]
[ 548757-65-9 ]

Reference： [1]Journal of Agricultural and Food Chemistry,2003,vol. 51,p. 3695 - 3703

8
[ 52221-07-5 ]
6-(O,S-dimethylthiophosphoramido)-6-oxohexanoic acid [ No CAS ]

Reference： [1]Journal of Agricultural and Food Chemistry,2003,vol. 51,p. 3695 - 3703

9
[ 52221-07-5 ]
6-(methoxy-methylsulfanyl-phosphorylamino)-6-oxo-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester [ No CAS ]

Reference： [1]Journal of Agricultural and Food Chemistry,2003,vol. 51,p. 3695 - 3703

10
[ 52221-07-5 ]
5-[(S)-2-((S)-1,2-Bis-hexadecylcarbamoyl-ethylcarbamoyl)-1-carboxy-ethylcarbamoyl]-pentanoic acid [ No CAS ]

Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[2]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[3]Chemical Communications,1999,p. 823 - 824

11
[ 52221-07-5 ]
[ 234081-82-4 ]

Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[2]Chemical Communications,1999,p. 823 - 824

12
[ 2033-24-1 ]
[ 79-37-8 ]
[ 52221-07-5 ]
[ 431936-03-7 ]

Yield	Reaction Conditions	Operation in experiment
60%	With pyridine; In N-methyl-acetamide; methanol; dichloromethane;	1-Methyl, 8-tert-butyl 3-oxo-1,8-octanedioate A solution of <strong>[52221-07-5]mono-tert-butyl adipate</strong> (7.8 g, 37.5 mmol) in dichloromethane (175 ml) was treated with oxalyl chloride (9.8 ml, 112.5 mmol) followed by ten drops of dimethylformamide. The reaction was stirred at room temperature for 1 hour. The solvent was evaporated and the residue was dried under vacuum. To a solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (5.42 g, 37.6 mmol) in dichloromethane (30 ml) at 0° C. was added pyridine (6.1 ml, 75 mmol) followed by the crude acid chloride in a solution of dichloromethane (30 ml). The reaction was stirred at 0° C. for 1 hour and at room temperature for 2 hours. The reaction was then washed with water and dried over anhydrous magnesium sulfate, filtered and concentrated. The crude residue was then dissolved in methanol and refluxed for 3 hours. The solvent was evaporated and the residue was purified by silica gel chromatography to give the title material (5.82 g, 60percent) as an oil.

Reference： [1]Patent: US6414179,2002,B1

13
[ 52221-08-6 ]
[ 52221-07-5 ]

Yield	Reaction Conditions	Operation in experiment
85%	With sodium hydroxide; In tetrahydrofuran; ethanol;	Mono-tert-butyl adipate A solution of methyl tert-butyl adipate (9.9 g, 45.8 mmol) in ethanol (70 ml) and tetrahydrofuran (70 ml) was stirred with aqueous sodium hydroxide (1N, 137 ml, 137 mmol) at 0° C. for 2 hours. The mixture was then diluted with water and washed with dichloromethane (2). The mixture was diluted with dichloromethane and acidified with aqueous hydrochloric acid (1N, 150 ml). The organic layer was separated and the aqueous phase was extracted with dichloromethane. The combined organic layers were dried over anhydrous magnesium sulfate, filtered and concentrated to give the title material (7.82 g, 85percent). 1H NMR (C6D6, delta, ppm): 1.48 (9H, s, -OtBu), 1.52 (4H, m, -(CH2)2-), 2.05-2.10 (4H, m, 2-CH2COO-).
85%		Step 26-fert-Butoxy-6-oxohexanoic Acid.11CA solution of 11B (10.3 g, 47.6 mmol) and LiOH (1.26 g, 52.8 mmol) in 3:1 :1 MeOH/THF/hbO (50 mL) was stirred at room temperature for 16 h. The " reaction was diluted with EtOAc and washed with saturated aqueous Na2C03. The aqueous layer was separated and acidified with 1 N HCI, then extracted with EtOAc. The combined organics were washed with brine, dried (Na2S04), filtered and concentrated to yield 11 C (8.14 g, yield = 85percent): H NMR (300 MHz, CDCI3) delta 10.67 (br s, 1 H), 2.50-2.10 (m, 4H), 1.65 (m, 4H), 1.44 (s, 9H).

Reference： [1]Patent: US6414179,2002,B1
[2]Patent: WO2012/51036,2012,A1 .Location in patent: Page/Page column 77-78

14
[ 626-86-8 ]
[ 865-47-4 ]
[ 52221-07-5 ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuric acid; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; hexane; water; tert-butyl alcohol;	EXAMPLE 1 Synthesis of mono-tert-butyl adipate Ten grams (0.057 mol) of monoethyl adipate and 200 ml (2.081 mols) of tert-butyl alcohol were charged in a glass flask equipped with a stirrer, a dropping funnel, a thermometer, an Oldershaw column and a Dimroth condenser, and 7.73 g (0.069 mol, 1.2 equivalent) of potassium-tert-butoxide was poured thereinto little by little at room temperature. As a result, the reaction mixture generated heat to cause rising of the temperature to 35° C., and white crystals were precipitated in the reaction mixture. Thereafter, the reaction mixture was heated to 83° C. and the reaction was carried out for 16.5 hours, during which ethyl alcohol produced by the transesterification was distilled off together with tert-butyl alcohol, and tert-butyl alcohol in the same amount as the amount of the distilled tert-butyl alcohol was continuously added through the dropping funnel. After completion of the transesterification, tert-butyl alcohol was distilled off under normal pressure, and the residue was allowed to stand for cooling. Then, 80 ml of ice water was added to the residue, followed by separation washing twice with 100 ml of n-hexane. To the resulting aqueous phase was added 3.96 g (0.039 mol, 1.4 equivalent) of sulfuric acid diluted with 20 ml of cold water to liberate the acid. The components in the aqueous phase were analyzed by GC to obtain a peak area ratio of 20:80 of the starting monoethyl adipate and the product mono-tert-butyl adipate. This aqueous phase was subjected to extraction twice with 100 ml of n-hexane, and then the n-hexane phase extracted twice was washed thrice with 10 ml of pure water and thereafter subjected to concentration under reduced pressure. As a result, 7.20 g of mono-tert-butyl adipate of 92percent in purity containing no monoethyl adipate was obtained. The yield in this case was 57percent. Spectrum data of 1H-NMR on the product were as follows. 1H-NMR(CDCl3) 1.48 (9H, s), 1.64-1.68 (4H, m), 2.22-2.27 (2H, m), 2.33-2.40 (2H, m), 9.64 (1H, br).

Reference： [1]Patent: US6355830,2002,B1

15
[ 627-91-8 ]
[ 52221-07-5 ]

Reference： [1]Patent: WO2012/51036,2012,A1

16
[ 52221-07-5 ]
[ 1373278-33-1 ]

Yield	Reaction Conditions	Operation in experiment
90%	With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 20.0℃;	Step 3ferf-Butyl 6-Chloro-6-oxohexanoate. 11A solution of 11C {8.14 g, 40.3 mmol) and oxalyl chloride (3.46 mL, 40.3 mmol) in DC (100 mL) and a catalytic amount of DMF was stirred at room temperature until no H2 gas was evolved. The reaction was concentrated to yield 11 (8.01 g, yield = 90percent).

Reference： [1]Patent: WO2012/51036,2012,A1 .Location in patent: Page/Page column 77-79

17
[ 52221-07-5 ]
[ 1373278-34-2 ]

Reference： [1]Patent: WO2012/51036,2012,A1

18
[ 52221-07-5 ]
methyl 2-(5-tert-butoxy-5-oxopentyl)-4-oxo-2,4-dihydro-1H-benzo[d][1,3]oxazine-7-carboxylate [ No CAS ]

Reference： [1]Patent: WO2012/51036,2012,A1

19
[ 52221-07-5 ]
[ 1373278-36-4 ]

Reference： [1]Patent: WO2012/51036,2012,A1

20
[ 52221-07-5 ]
[ 134272-64-3 ]
tert-butyl 6-((2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)amino)-6-oxohexanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88.5%	With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25.0℃; for 2.0h;	To a solution of <strong>[134272-64-3]1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride</strong> (0.288g, 1.632 minol) in dichloromethane (DCM) (5 ml, 17 vol) was added DIPEA (0.777 ml, 4.45 minol), followed by 6-(tert-butoxy)-6-oxohexanoic acid (0.300 g, 1.483 minol) as a solution in DCM (5 mL, l7vol). Let reaction stir at RT and then charged 2,4,6-tripropyl-1,3,5,2,4,6- trioxatriphosphorinane 2,4,6-trioxide (T3P) (1.78 1 mL, 2.225 minol) into the reaction. The reaction was stirred at RT until consumption of starting materials (2 h). The reaction was quenched with water (10 mL, 34 vol), layers separated and the aqueous layer was extracted once with DCM (10 mL, 34 vol). The combined organic layers were washed with sat?dNaHCO3 (10 mL, 34 vol), brine (10 mL, 34 vol), dried over MgSO4 and filtered. The filtrate was concentrated under vacuum and the resulting light brown oil was purified by silica gel chromatography (hexane to 100percent EtOAc in 20 min,). Fractions containing product were combined and concentrated under vacuum and placed in vacuum to dry for 24 hours to obtain desired product, compound 1 (0.409 g, 88.5percent yield) desired M/Z= 324.38, found M+1=325.4. The proton NMR for compound 1 is shown in FIG. 1.

Reference： [1]Patent: WO2018/140435,2018,A1 .Location in patent: Page/Page column 45; 46

21
[ 52221-07-5 ]
N¹-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)-N⁶-((S)-1-(((S)-1-((3-((((S)-8-methoxy-6-oxo-11,12,12a,13-tetrahydro-6H-benzo[5,6][1,4]diazepino[1,2-a]indol-9-yl)oxy)methyl)-5-((((S)-8-methoxy-6-oxo-12a,13-dihydro-6H-benzo[5,6][1,4]diazepino[1,2-a]indol-9-yl)oxy)methyl)phenyl)amino)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)adipamide [ No CAS ]

Reference： [1]Patent: WO2018/140435,2018,A1

22
[ 52221-07-5 ]
6-((2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)amino)-6-oxohexanoic acid [ No CAS ]

Reference： [1]Patent: WO2018/140435,2018,A1

23
[ 52221-07-5 ]
(S)-tert-butyl 2-((S)-2-(6-((2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)amino)-6-oxohexanamido)propanamido)propanoate [ No CAS ]

Reference： [1]Patent: WO2018/140435,2018,A1

24
[ 52221-07-5 ]
(S)-2-((S)-2-(6-((2-(2,5-dioxo-2,5-dihydro-1Hpyrrol-1-yl)ethyl)amino)-6-oxohexanamido)propanamido)propanoic acid [ No CAS ]

Reference： [1]Patent: WO2018/140435,2018,A1

25
[ 877399-52-5 ]
[ 52221-07-5 ]
[ 2697100-58-4 ]

Yield	Reaction Conditions	Operation in experiment
95%	With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 2h; Cooling with ice;	98 (2S,4R)-1-((S)-2-(1-(6-(4-(4-(6-amino-5-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-yl)-6-oxohexyl)azetidine-3-carboxamido)-3,3-dimethylbutyryl)-4-hydroxy-N-((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide Dissolve crizotinib S4 (450mg, 1mmol) and mono-tert-butyl adipate (200mg, 1mmol) in 8mL of anhydrous dimethylformamide, Add 450mg of 2-(7-benzotriazole oxide)-N,N,N',N'-tetramethylurea hexafluorophosphate into the ice water bath, 0.3mL of diisopropylethylamine, reacted in an ice water bath for 2h, the reaction solution was diluted with 45mL of ethyl acetate, washed with water three times,Dry with anhydrous sodium sulfate and column chromatography (dichloromethane/methanol=10/1) to obtain a white solid product S34 (600mg, 95%)

Reference： [1]Current Patent Assignee: SHANGHAI QINGXUAN BIOLOGICAL TECH - CN113214227, 2021, A Location in patent: Paragraph 0732-0735

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Ghs Precautionary Statements

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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
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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. 52221-07-5 ] {[proInfo.proName]}

Quality Control of [ 52221-07-5 ]

Related Doc. of [ 52221-07-5 ]

Product Details of [ 52221-07-5 ]

Safety of [ 52221-07-5 ]

Application In Synthesis of [ 52221-07-5 ]

[ 52221-07-5 ] Synthesis Path-Upstream 1~4

[ 52221-07-5 ] Synthesis Path-Downstream 1~25

Similar Product of [ 52221-07-5 ]

Related Functional Groups of [ 52221-07-5 ]

Esters

Carboxylic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 52221-07-5 ]

Related Functional Groups of
[ 52221-07-5 ]