[ CAS No. 25834-16-6 ] {[proInfo.proName]}

Name: 25834-16-6|4,7-Dibromoisobenzofuran-1,3-dione|98%
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SKU: A628901
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3d Animation Molecule Structure of 25834-16-6

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Quality Control of [ 25834-16-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 25834-16-6 ]

Product Details of [ 25834-16-6 ]

CAS No. :	25834-16-6	MDL No. :	MFCD01117424
Formula :	C₈H₂Br₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	OUAOHMOFJGFOSR-UHFFFAOYSA-N
M.W :	305.91	Pubchem ID :	54169537
Synonyms :

Calculated chemistry of [ 25834-16-6 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	51.59
TPSA :	43.37 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.27 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.51
Log Po/w (XLOGP3) :	2.67
Log Po/w (WLOGP) :	2.52
Log Po/w (MLOGP) :	3.1
Log Po/w (SILICOS-IT) :	3.17
Consensus Log Po/w :	2.6

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.76
Solubility :	0.0531 mg/ml ; 0.000174 mol/l
Class :	Soluble
Log S (Ali) :	-3.23
Solubility :	0.179 mg/ml ; 0.000585 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.16
Solubility :	0.0213 mg/ml ; 0.0000697 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.06

Safety of [ 25834-16-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313	UN#:	N/A
Hazard Statements:	H315-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 25834-16-6 ]

* 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.

Downstream synthetic route of [ 25834-16-6 ]

[ 25834-16-6 ] Synthesis Path-Downstream 1~36

1
[ 85-44-9 ]
[ 25834-16-6 ]

Yield	Reaction Conditions	Operation in experiment
15%	With sulfuric acid; dibromohydantoin,; for 4.0h;	592 g of phthalic anhydride was added to 1 L of concentrated sulfuric acid (70% by mass), and the mixture was dissolved and dissolved. After the solution was dissolved, 572 g of dibromohydantoin was added in three portions.The temperature was controlled by a water bath. After mechanical stirring for 4 hours, the reaction system was poured into 2.5 L of ice water, and 5 L of dichloromethane was added thereto, stirred well, and suction filtered.The filter cake was washed with dichloromethane, and 1.25 L of a saturated aqueous sodium thiosulfate solution was added to the filtrate to remove brown.The organic layer was dried over anhydrous sodium sulfate and evaporatedThe mixture was heated to reflux with ethyl acetate, and then filtered, and then filtered, and ethyl acetate was evaporated to give a white solid (I) (3,6-dibromophthalic anhydride) in a yield of 15%.

Reference： [1]Journal of Materials Chemistry,2012,vol. 22,p. 14639 - 14644
[2]Journal of the American Chemical Society,2009,vol. 131,p. 7206 - 7207
[3]Polymer,2010,vol. 51,p. 2897 - 2902
[4]Patent: CN108101831,2018,A .Location in patent: Paragraph 0039; 0040; 0041; 0042
[5]Journal of Organic Chemistry,1941,vol. 6,p. 732,747
Journal of Organic Chemistry,1942,vol. 7,p. 63,66
[6]Journal of Materials Chemistry,2012,vol. 22,p. 13986 - 13995
[7]Chemistry of Materials,2013,vol. 25,p. 1572 - 1583
[8]RSC Advances,2017,vol. 7,p. 18384 - 18391

2
[ 25834-16-6 ]
[ 123-31-9 ]
[ 42985-19-3 ]

Reference： [1]Journal of Organic Chemistry,1941,vol. 6,p. 732,747
Journal of Organic Chemistry,1942,vol. 7,p. 63,66

3
3,6-dibromophthalic acid [ No CAS ]
[ 25834-16-6 ]

Yield	Reaction Conditions	Operation in experiment
69%	With acetic anhydride; for 1.0h;Reflux;	3,6-dibromophthalic acid (34c) (2.5 g, 7.71 mmol) was refluxed for 1 hour with acetic anhydride (8.33 ml, 81.5 mmol). The reaction mixture was cooled in an ice bath and the resulting precipitate was filtered, washed with cold ether and dried under reduced pressure to afford 4,7-dibromoisobenzofuran- l ,3-dione (34d) (1.6 g , 69 %) as a solid. MS (EI) m/z: 306.9 (M+ l). ? NMR (400 MHz, DMSO): 8 8.05 (s, 2H).

Reference： [1]Patent: WO2013/5157,2013,A1 .Location in patent: Page/Page column 60
[2]Chemische Berichte,1877,vol. 10,p. 294
Justus Liebigs Annalen der Chemie,1884,vol. 222,p. 276

5
[ 25834-16-6 ]
N-methylene-glycine nitrile [ No CAS ]
[ 857802-04-1 ]

Reference： [1]Journal of the Chemical Society,1931,p. 871,872

6
[ 25834-16-6 ]
[ 56073-96-2 ]
3,6-dibromo-N-[4-(2-methoxycarbonylamino-1H-benzoimidazol-5-ylsulfanyl)-phenyl]-phthalamic acid [ No CAS ]

Reference： [1]Russian Journal of General Chemistry,2004,vol. 74,p. 393 - 398

7
[ 25834-16-6 ]
[ 56073-96-2 ]
sodium; 3,6-dibromo-2-[4-(2-methoxycarbonylamino-1H-benzoimidazol-5-ylsulfanyl)-phenylcarbamoyl]-benzoate [ No CAS ]

Reference： [1]Russian Journal of General Chemistry,2004,vol. 74,p. 393 - 398

8
[ 25834-16-6 ]
N,N-(3,6-dibromo-phthaloyl)-glycine [ No CAS ]

Reference： [1]Journal of the Chemical Society,1931,p. 871,872

9
[ 25834-16-6 ]
N,N-(3,6-dibromo-phthaloyl)-glycin-amide [ No CAS ]

Reference： [1]Journal of the Chemical Society,1931,p. 871,872

10
[ 83-53-4 ]
[ 25834-16-6 ]

Reference： [1]Chemische Berichte,1877,vol. 10,p. 294
Justus Liebigs Annalen der Chemie,1884,vol. 222,p. 276
[2]Patent: WO2013/5157,2013,A1

Yield	Reaction Conditions	Operation in experiment
		Typical halogen-containing anhydrides include: 3-chlorophthalic anhydride, 4-bromophthalic anhydride, 3,6-dibromophthalic anhydride, tetrabromophthalic anhydride, tetrachlorophthalic anhydride, 1,4,5,6,7,7-hexachlorobicyclo(2.2.1)-5-heptene-2,3-dicarboxylic anhydride. 1,4,5,6,7,7-hexachloro-2-methylbicyclo(2.2.1)-5-heptene-2,3-dicarboxylic anhydride, 1,4,5,6,7,7-hexachlorobicyclo(2.2.1)-5-heptene-2-acetic-2-carboxylic anhydride 5,6,7,8,9,9-hexachloro-1,2,3,4,4a,5,8,8a-octahydro-5,8-methano-2,3-naphthalene dicarboxylic anhydride, ...

12
[ 104-75-6 ]
[ 25834-16-6 ]
[ 863027-98-9 ]

Yield	Reaction Conditions	Operation in experiment
	In acetic acid;	Example 1 N-(2-ethylhexyl)-3,6-dibromophthalimide: <strong>[25834-16-6]3,6-Dibromo phthalic anhydride</strong> (1.53 g, 5 mmol), 2-ethylhexyl amine (0.84 g, 6.5 mmol) and glacial acetic acid (30 ml) were combined and refluxed under argon for two hours. After most of the acetic acid was removed under reduced pressure, N-(2-ethylhexyl)-3,6-dibromophthalimide was separated via column chromatography (silica gel, dichloromethane:hexanes 1:3). Colorless crystals were obtained after recrystallization from hexanes (1.88 g, 90%). 1H NMR (CDCl3, 400 MHz, ppm): delta 7.63 (s, 2H), 3.56 (d, 2H), 1.80 (m, 1H), 1.29 (m, 8H), 0.88 (m, 6H). 13C NMR (CDCl3, 100 MHz, ppm): delta 165.34, 139.71, 131.42, 117.71, 42.66, 38.46, 30.77, 28.76, 24.09, 23.16, 14.26, 10.59. mp: 65 C. GC-MS: m/z: 415 (C16H19Br2NO2+), 319 (100%). Anal. Calcd for C16H19Br2NO2(%): C, 46.07; H, 4.59; N, 3.36.

Reference： [1]Polymer,2010,vol. 51,p. 2897 - 2902
[2]Journal of the American Chemical Society,2009,vol. 131,p. 7206 - 7207
[3]Patent: US2010/252112,2010,A1

13
[ 124-22-1 ]
[ 25834-16-6 ]
[ 1159905-88-0 ]

Reference： [1]Journal of the American Chemical Society,2009,vol. 131,p. 7206 - 7207
[2]Journal of Materials Chemistry C,2014,vol. 2,p. 5133 - 5141
[3]Chemistry of Materials,2013,vol. 25,p. 1572 - 1583

14
[ 25834-16-6 ]
[ 1219795-55-7 ]

Reference： [1]Tetrahedron Letters,2010,vol. 51,p. 1397 - 1400

15
[ 62281-06-5 ]
[ 25834-16-6 ]
[ 1391835-88-3 ]

Reference： [1]Journal of Materials Chemistry,2012,vol. 22,p. 14639 - 14644

16
[ 25834-16-6 ]
[ 1387566-56-4 ]

Reference： [1]Journal of Materials Chemistry,2012,vol. 22,p. 13986 - 13995

17
[ 25834-16-6 ]
[ 1387566-54-2 ]

Reference： [1]Journal of Materials Chemistry,2012,vol. 22,p. 13986 - 13995

18
[ 25834-16-6 ]
[ 108-91-8 ]
[ 1387566-55-3 ]

Reference： [1]Journal of Materials Chemistry,2012,vol. 22,p. 13986 - 13995

19
[ 25834-16-6 ]
[ 866767-16-0 ]

Yield	Reaction Conditions	Operation in experiment
62.5%	With urea; In 5,5-dimethyl-1,3-cyclohexadiene; at 150℃; for 0.5h;Microwave irradiation;	4.7- dibromoisobenzofuran- l ,3-dione (34d) (1.6 g, 5.23 mmol), urea (0.47 g, 7.86 mmol) and xylene (15 ml) were mixed together and heated in a microwave for 30 min at 150C. The resulting reaction mixture was cooled at room temperature and the precipitate so obtained was filtered, washed with water and dried under reduced pressure to afford 4,7-dibromoisoindoline- l ,3-dione (34e) ( 1 g, 62.5%) as a solid. MS (EI) m/z: 305.9 (M+ l). ? NMR (400 MHz, DMSO): 8 1 1.69 (s, 1H), 7.86 (d, J = 8.4 Hz, 2H)..

Reference： [1]Patent: WO2013/5157,2013,A1 .Location in patent: Page/Page column 60; 61

20
[ 25834-16-6 ]
[ 1417569-16-4 ]

Reference： [1]Patent: WO2013/5157,2013,A1

21
[ 25834-16-6 ]
[ 1417569-18-6 ]

Reference： [1]Patent: WO2013/5157,2013,A1

22
[ 25834-16-6 ]
[ 1610046-78-0 ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 7543 - 7546

23
[ 25834-16-6 ]
[ 1610046-79-1 ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 7543 - 7546

24
[ 25834-16-6 ]
[Cu(4,7-bis(4-pyridyl)-1,1,3,3-tetramethylisoindolin-2-yloxyl)₂(SiF₆)] [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 7543 - 7546

25
[ 25834-16-6 ]
[ 1610046-77-9 ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 7543 - 7546
[2]Patent: CN108101831,2018,A

26
[ 25834-16-6 ]
[ 100-46-9 ]
[ 1610046-75-7 ]

Yield	Reaction Conditions	Operation in experiment
96%	With acetic acid; at 130℃; for 20.0h;	153 g of <strong>[25834-16-6]3,6-dibromophthalic anhydride</strong> was added to 1 L of acetic acid, and 65 g of benzylamine was added thereto with stirring, and the reaction was stirred at 130 C for 20 hours.After cooling, the resulting mixture was suction filtered, washed with 0.1 L of acetic acid.A white solid (2-benzyl-4,7-dibromoisoindoline-1,3-dione) was obtained in a yield of 96%. .

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 7543 - 7546
[2]Patent: CN108101831,2018,A .Location in patent: Paragraph 0039; 0045; 0046; 0047

27
[ 25834-16-6 ]
[ 100-46-9 ]
[ 1610046-76-8 ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 7543 - 7546

28
[ 143-27-1 ]
[ 25834-16-6 ]
[ 1613460-24-4 ]

Reference： [1]Journal of Materials Chemistry C,2014,vol. 2,p. 5133 - 5141

29
[ 25834-16-6 ]
[ 3241-20-1 ]
[ 890705-11-0 ]

Reference： [1]Journal of Materials Chemistry C,2014,vol. 2,p. 5133 - 5141

30
[ 25834-16-6 ]
[ 24552-04-3 ]
N-(2-ethylhexyl)-3,6-dibromophthalimide [ No CAS ]

Reference： [1]Chemistry of Materials,2013,vol. 25,p. 1572 - 1583

31
[ 25834-16-6 ]
[ 111-86-4 ]
4,7-dibromooctylisoindoline-1,3-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With acetic acid; for 2.0h;Reflux; Inert atmosphere; Schlenk technique;	3, 6-dibromo phthalic anhydride (1.53 g, 5 mrnol), n-octylamine (0.84 g, 6.5 mmol) and glacial acetic acid (30 ml) were combined and refluxed under Ar for 2 h. After the acetic acid was removed under reduced pressure, the target compound 13 was purified via column chromatography (silica gel, dichloromethane:hexanes 1:2). The resulting white solid was further purified via recrystallization from hexanes to afford a white crystal as the product (1.88 g, 90 %).?H NMR (400 MHz, CDC13, ppm): 7.64 (s, 2H), 3.73-3.61 (t, 2H), 1.74-1.63 (m, 2H), 1.29 (m, 1OH), 0.86 (t, 3H). ?3C NMR (100 MHz, CDC13, ppm): 164.87, 139.49, 131.31, 117.50, 38.68, 31.78, 29.11, 28.32, 26.84, 22.63, 14.10. Anal. Calcd for C,6H,9Br2NO2 (%): C, 46.07; H, 4.59; N, 3.36; 5, 0. Found (%): C, 46.08; H, 4.47; N, 3.23; 5, 0.03.

Reference： [1]Patent: WO2017/152354,2017,A1 .Location in patent: Page/Page column 34

32
[ 25834-16-6 ]
4,7-bis(4-aminophenyl)-1,1,3,3-tetramethylisoindoline oxide [ No CAS ]

Reference： [1]Patent: CN108101831,2018,A

33
[ 25834-16-6 ]
4,7-bis(4-aminophenyl)-1,1,3,3-tetramethylisoindoline [ No CAS ]

Reference： [1]Patent: CN108101831,2018,A

34
[ 25834-16-6 ]
[ 1610046-76-8 ]

Reference： [1]Patent: CN108101831,2018,A

35
[ 25834-16-6 ]
C₁₂H₁₄Br₂NO [ No CAS ]

Reference： [1]Patent: CN108101831,2018,A

36
[ 25834-16-6 ]
[ 23357-46-2 ]
C₁₉H₁₅Br₂NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
58%	In N,N-dimethyl-formamide; at 150℃; for 16h;Inert atmosphere;	Under the protection of argon, add 3,6-dibromophthalic anhydride (0.60g, 1.96mmol) into a three-necked flask, stir to dissolve with 8mL of DMF, and then add (R)-(-)-1, 2,3,4-Tetrahydro-1-naphthylamine (0.29g, 1.97mmol), heated to 150C and refluxed for 16h. After the reaction solution was cooled to room temperature, it was poured into 50 mL of ice-saturated brine to precipitate solids, and filtered with suction. The crude product obtained was separated and purified by silica gel column chromatography with a volume ratio of 1:1 mixed solution of dichloromethane and petroleum ether as the eluent. After the product was dried in vacuum, 0.50 g of yellow solid was obtained, and the yield was 58%.

Reference： [1]Patent: CN113121410,2021,A .Location in patent: Paragraph 0045-0049

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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.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
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. 25834-16-6 ] {[proInfo.proName]}

Quality Control of [ 25834-16-6 ]

Related Doc. of [ 25834-16-6 ]

Product Details of [ 25834-16-6 ]

Calculated chemistry of [ 25834-16-6 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 25834-16-6 ]

Application In Synthesis of [ 25834-16-6 ]

[ 25834-16-6 ] Synthesis Path-Downstream 1~36

Related Functional Groups of [ 25834-16-6 ]

Bromides

Acid Anhydrides

Esters

Related Parent Nucleus of [ 25834-16-6 ]

Benzofurans

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 25834-16-6 ]

Related Parent Nucleus of
[ 25834-16-6 ]