[ CAS No. 1562777-29-0 ] {[proInfo.proName]}

Name: 1562777-29-0|4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid|98%
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Quality Control of [ 1562777-29-0 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 1562777-29-0 ]

Product Details of [ 1562777-29-0 ]

CAS No. :	1562777-29-0	MDL No. :
Formula :	C₃₂H₁₈O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	MPEUYAFVSNLHNG-UHFFFAOYSA-N
M.W :	466.48	Pubchem ID :	20450719
Synonyms :

Safety of [ 1562777-29-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1562777-29-0 ]

* 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 [ 1562777-29-0 ]

[ 1562777-29-0 ] Synthesis Path-Downstream 1~21

1
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
0.36%	With nitric acid at 80℃; for 96h; Sealed tube; High pressure;

Reference： [1]Yu, Fan; Zhang, Yu-Min; Guo, Yan-Hua; Li, Ai-Hua; Yu, Guo-Xian; Li, Bao [CrystEngComm, 2013, vol. 15, # 41, p. 8273 - 8279]

2
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
0.41%	With nitric acid In acetonitrile at 80℃; for 48h; Sealed tube; High pressure;

Reference： [1]Yu, Fan; Zhang, Yu-Min; Guo, Yan-Hua; Li, Ai-Hua; Yu, Guo-Xian; Li, Bao [CrystEngComm, 2013, vol. 15, # 41, p. 8273 - 8279]

3
[ 1562777-29-0 ]
[ CAS Unavailable ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
0.36%	With nitric acid at 100℃; for 96h; Sealed tube; High pressure;

Reference： [1]Yu, Fan; Zhang, Yu-Min; Guo, Yan-Hua; Li, Ai-Hua; Yu, Guo-Xian; Li, Bao [CrystEngComm, 2013, vol. 15, # 41, p. 8273 - 8279]

4
[ CAS Unavailable ]
[ 1562777-29-0 ]

Yield	Reaction Conditions	Operation in experiment
	With water; potassium hydroxide In tetrahydrofuran; methanol for 24h; Reflux;

Reference： [1]Chen, Dashu; Xing, Hongzhu; Wang, Chungang; Su, Zhongmin [Journal of Materials Chemistry A, 2016, vol. 4, # 7, p. 2657 - 2662]

5
[ 1562777-29-0 ]
[ 10026-11-6 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
60%	With benzoic acid at 100℃; for 72h; High pressure; Autoclave;

Reference： [1]Chen, Dashu; Xing, Hongzhu; Wang, Chungang; Su, Zhongmin [Journal of Materials Chemistry A, 2016, vol. 4, # 7, p. 2657 - 2662]

6
[ 1562777-29-0 ]
[ 10026-11-6 ]
[ 68-12-2 ]
[ 65-85-0 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
60%	at 100℃; for 72h; High pressure; Autoclave;

Reference： [1]Xing, Hongzhu; Chen, Dashu; Li, Xingyu; Liu, Yue; Wang, Chungang; Su, Zhongmin [RSC Advances, 2016, vol. 6, # 71, p. 66444 - 66450]

7
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
73.5%	With nitric acid at 85℃; for 72h; High pressure;

Reference： [1]Xia, Qiansu; Yu, Xiaodan; Zhao, Hongmei; Wang, Siping; Wang, Hong; Guo, Zhifen; Xing, Hongzhu [Crystal Growth and Design, 2017, vol. 17, # 8, p. 4189 - 4195]

8
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
55.4%	With nitric acid at 85℃; for 72h; High pressure;

Reference： [1]Xia, Qiansu; Yu, Xiaodan; Zhao, Hongmei; Wang, Siping; Wang, Hong; Guo, Zhifen; Xing, Hongzhu [Crystal Growth and Design, 2017, vol. 17, # 8, p. 4189 - 4195]

9
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
63.8%	With nitric acid at 85℃; for 72h; High pressure;

Reference： [1]Xia, Qiansu; Yu, Xiaodan; Zhao, Hongmei; Wang, Siping; Wang, Hong; Guo, Zhifen; Xing, Hongzhu [Crystal Growth and Design, 2017, vol. 17, # 8, p. 4189 - 4195]

10
[ CAS Unavailable ]
[ 127-19-5 ]
[ 1562777-29-0 ]
[ 2408873-27-6 ]

Yield	Reaction Conditions	Operation in experiment
72%	In water; acetonitrile at 100℃; for 72h; Autoclave;

Reference： [1]Liang, Xiao; Guo, Zhifen; Wei, Hongxia; Liu, Xin; Lv, Hui; Xing, Hongzhu [Chemical Communications, 2018, vol. 54, # 92, p. 13002 - 13005]

11
[ 1562777-29-0 ]
[ 35088-96-1 ]
[ 2365498-54-8 ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In pyridine Heating;	Synthesis of A_S: 200 mg (0.429 mmol) BDCA, 475 mg (0.985 mmol) LGAn and HOBt (122 mg, 0.9 mmol) were added into a 50 mL round flask. Then 20 mL pyridine were added as the solvent, then EDC•HCl (276 mg, 0.986 mmol) was added slowly. The reaction mixture was stirred at 50 °C for 12 h. The precipitation was collected by filtration and then washed by CH2Cl2. The yellow solid crude product was purified by flash chromatography (Chloroform and Methanol, 200/1 in volume).

Reference： [1]Qin, Xujin; Han, Jianlei; Yang, Dong; Chen, Wenjie; Zhao, Tonghan; Jin, Xue; Guo, Peipei; Duan, Pengfei [Chinese Chemical Letters, 2019, vol. 30, # 11, p. 1923 - 1926]

12
[ 1562777-29-0 ]
[ 1350450-37-1 ]
[ 2365498-56-0 ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In pyridine Heating;	Synthesis of A_R: 200 mg (0.429 mmol) BDCA, 475 mg (0.985 mmol) DGAn and HOBt (122 mg, 0.9 mmol) were added into a 50 mL round flask. Then 20 mL pyridine were added as the solvent, then EDC•HCl (276 mg, 0.986 mmol) was added slowly. The reaction mixture was stirred at 50 °C for 12 h. The precipitation was collected by filtration and then washed by CH2Cl2. The yellow solid crude product was purified by flash chromatography (Chloroform and Methanol, 200/1 in volume).

Reference： [1]Qin, Xujin; Han, Jianlei; Yang, Dong; Chen, Wenjie; Zhao, Tonghan; Jin, Xue; Guo, Peipei; Duan, Pengfei [Chinese Chemical Letters, 2019, vol. 30, # 11, p. 1923 - 1926]

13
[ 617-84-5 ]
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
50%	With nitric acid In water; acetonitrile at 85℃; for 72h; Sealed tube;

Reference： [1]Chen, Peiqi; Guo, Zhifen; Liu, Xin; Lv, Hui; Che, Yan; Bai, Rong; Chi, Yanhong; Xing, Hongzhu [Journal of Materials Chemistry A, 2019, vol. 7, # 47, p. 27074 - 27080]

14
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 68-12-2 ]
[ 2649307-96-8 ]

Yield	Reaction Conditions	Operation in experiment
85.8%	With nitric acid; o-fluoro-benzoic acid at 120℃; for 48h; Autoclave; High pressure;

Reference： [1]Guo, Zhifen; Liu, Xin; Bai, Rong; Che, Yan; Chi, Yanhong; Guo, Chunyi; Xing, Hongzhu [Inorganic Chemistry, 2021, vol. 60, # 12, p. 8672 - 8681]

15
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 68-12-2 ]
[ 2649307-97-9 ]

Yield	Reaction Conditions	Operation in experiment
74.6%	With nitric acid; o-fluoro-benzoic acid at 120℃; for 48h; Autoclave; High pressure;

Reference： [1]Guo, Zhifen; Liu, Xin; Bai, Rong; Che, Yan; Chi, Yanhong; Guo, Chunyi; Xing, Hongzhu [Inorganic Chemistry, 2021, vol. 60, # 12, p. 8672 - 8681]

16
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 68-12-2 ]
[ 2649307-98-0 ]

Yield	Reaction Conditions	Operation in experiment
78.6%	With nitric acid; o-fluoro-benzoic acid at 120℃; for 48h; Autoclave; High pressure;

Reference： [1]Guo, Zhifen; Liu, Xin; Bai, Rong; Che, Yan; Chi, Yanhong; Guo, Chunyi; Xing, Hongzhu [Inorganic Chemistry, 2021, vol. 60, # 12, p. 8672 - 8681]

17
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
48.9%	With nitric acid at 100℃; for 72h; High pressure;	2.3.2 Synthesis of La-CP A mixture of H2L (5 mg, 0.0107 mmol), LaCl3·6H2O (5 mg, 0.0141 mmol) was dissolved in DMF (3 mL) under stirring, and then 1 M HNO3 (0.5 mL) was added to the mixture in a 10 mL glass vial. Next, the vial was transferred into a 25 mL Teflon-lined vessel and heated at 100°C for 3d (Scheme1). After cooling down to room temperature, orange strip crystals were collected by filtration, washed with H2O and DMF for several times and then dried under vacuum. Yield: calc.: 48.9% (based on the ligand). Anal. Calcd for C54H40LaN2O9: C, 64.87; H, 4.03; N, 2.80. Found: C, 63.63; H,3.79; N, 1.52.

Reference： [1]Dong, Huanli; Li, Neng; Li, Yang; Liu, Hao; Wang, Tianyu; Wang, Yongshuai; Xu, Hai [Journal of Molecular Structure, 2021, vol. 1243]

18
[ 848850-17-9 ]
[ 1562777-29-0 ]

Yield	Reaction Conditions	Operation in experiment
83.96%	Stage #1: 9,10-bis(4-methoxycarbonylphenylethynyl)anthracene With potassium hydroxide In tetrahydrofuran; methanol; water at 68℃; for 6h; Stage #2: With hydrogenchloride In water at 20℃; for 0.5h;	2.4.5 Synthesis of BPEA-(COOH)₂ To a solution of compound 3 (0.0178g, 0.036mmol) in 60mL mixture of THF/MeOH (v:v=2:1), 15mL of a 2M KOH aqueous solution was added. The mixture was heated to reflux for 6h. Then, THF was removed under reduced pressure and the resulted suspension was dissolved in water. The precipitate formed by acidification with aqueous HCl (2M) for 0.5h was collected by vacuum filtration and washed several times with water. The crude product was recrystallized in a mixed solvent of CHCl3/methanol/n-hexane to give pure BPEA-(COOH)2 as an orange solid (0.0141mg, 83.96%). 1H NMR (400MHz, DMSO-d6): δ 13.24 (t, 2H), 8.72-8.75 (m, 4H), 8.07-8.10 (d, 4H), 7.83-7.86 (m, 4H). MALDI-TOF: m/z: calcd: 466.492[M]+; found: 466.259[M]+. Elemental analysis (%): calculated for C32H18O4: C 95.49, H 4.51; found: C 95.51, H 4.49.
	With water; potassium hydroxide In tetrahydrofuran; methanol at 70℃; for 24h;	2.3.1 Synthesis of ligand The anthracene-based dicarboxylic acid ligand H2L was synthesized according to the literature procedure with slight revision [29]. 9,10-dibromoanthracene (1.59 g, 4.73 mmol), methyl 4-ethynylbenzoate (1.74 g, 10.86 mmol), Pd(PPh3)2Cl2 (90 mg, 0.13 mmol) and CuI (45 mg, 0.24 mmol) were dissolved in degassed DMF (30 mL) under an argon atmosphere. Anhydrous TEA (30 mL) was then slowly added and the reaction was heated to 80°C for 48 h. Upon completion, volatile substances were first removed under reduced pressure. This was followed by the extraction with CH2Cl2 and H2O for three times. The organic phase was dried over Na2SO4 and the solvent CH2Cl2 was next removed. Careful recrystallization from CH2Cl2 gave the preliminary product (9,10-bis(4-carbomethoxyphenylethynyl)anthracene, CMPEA) as a red powder. To a 100 mL flask was added this product (1.40 g, 2.83 mmol), KOH (1.69 g, 30.12 mmol) and a mixed solution of CH3OH/THF/H2O (60 mL, 1:1:1). The resulting mixture was stirred at 70°C for 24 h. After cooling to room temperature, the reaction mixture was acidified to pH=1~2 with aqueous HCl solution. The precipitate was collected by filtration and washed several times with deionized water to get red-orange product of H2L (1.08 g, yield 82%). NMR spectra used for structures characterization of CMPEA and H2L are shown in Fig. S1-S3.

Reference： [1]Chen, Yanli; Fan, Sheng; Gao, Fei; Hu, Wenzhe; Li, Tengfei; Li, Wei; Li, Xiyou; Li, Zhi; Liu, Heyuan; Liu, Shanshan; Liu, Zhaobin; Wang, Xiangyang [Journal of Photochemistry and Photobiology A: Chemistry, 2022, vol. 427]
[2]Dong, Huanli; Li, Neng; Li, Yang; Liu, Hao; Wang, Tianyu; Wang, Yongshuai; Xu, Hai [Journal of Molecular Structure, 2021, vol. 1243]

19
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 68-12-2 ]
[ 2713456-27-8 ]

Yield	Reaction Conditions	Operation in experiment
63.5%	With nitric acid; o-fluoro-benzoic acid at 120℃; for 48h; Autoclave;

Reference： [1]An, Shuyi; Guo, Zhifen; Liu, Xin; Che, Yan; Xing, Hongzhu; Chen, Peng [New Journal of Chemistry, 2021, vol. 45, # 35, p. 15767 - 15775]

20
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 68-12-2 ]
[ 2713456-28-9 ]

Yield	Reaction Conditions	Operation in experiment
75.3%	With nitric acid; o-fluoro-benzoic acid at 120℃; for 48h; Autoclave;

Reference： [1]An, Shuyi; Guo, Zhifen; Liu, Xin; Che, Yan; Xing, Hongzhu; Chen, Peng [New Journal of Chemistry, 2021, vol. 45, # 35, p. 15767 - 15775]

21
[ CAS Unavailable ]
[ 1562777-29-0 ]
[ 68-12-2 ]
[ 2713456-29-0 ]

Yield	Reaction Conditions	Operation in experiment
77.2%	With nitric acid; o-fluoro-benzoic acid at 120℃; for 48h; Autoclave;

Reference： [1]An, Shuyi; Guo, Zhifen; Liu, Xin; Che, Yan; Xing, Hongzhu; Chen, Peng [New Journal of Chemistry, 2021, vol. 45, # 35, p. 15767 - 15775]

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Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
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P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
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P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
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P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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P285	In case of inadequate ventilation wear respiratory protection.
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P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
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P310	Immediately call a POISON CENTER or doctor/physician.
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P312	Call a POISON CENTER or doctor/physician if you feel unwell.
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P314	Get medical advice/attention if you feel unwell.
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P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
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P342	If experiencing respiratory symptoms:
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P378
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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.
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P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
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:
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P401
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Physical hazards
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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
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H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
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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
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H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
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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
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Health hazards
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H316	Causes mild skin irritation
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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. 1562777-29-0 ] {[proInfo.proName]}

Quality Control of [ 1562777-29-0 ]

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Product Details of [ 1562777-29-0 ]

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Application In Synthesis of [ 1562777-29-0 ]

[ 1562777-29-0 ] Synthesis Path-Downstream 1~21

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