[ CAS No. 1643586-52-0 ] {[proInfo.proName]}

Name: 1643586-52-0|5-(1H-Imidazol-1-yl)isophthalic acid|98%
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COA NMR CNMR HPLC LC-MS

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Product Details of [ 1643586-52-0 ]

CAS No. :	1643586-52-0	MDL No. :
Formula :	C₁₁H₈N₂O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ADZVGTMYBJBONV-UHFFFAOYSA-N
M.W :	232.19	Pubchem ID :	122226325
Synonyms :

Safety of [ 1643586-52-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1643586-52-0 ]

* 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 [ 1643586-52-0 ]

[ 1643586-52-0 ] Synthesis Path-Downstream 1~25

1
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
67%	With hydrogenchloride at 80℃; for 48h; Sealed tube;

Reference： [1]Zhu, Shu-Lan; Ou, Sha; Zhao, Min; Shen, Hong; Wu, Chuan-De [Dalton Transactions, 2015, vol. 44, # 5, p. 2038 - 2041]

2
[ 1108724-59-9 ]
[ 1643586-52-0 ]

Yield	Reaction Conditions	Operation in experiment
73%	With hydrogenchloride In water for 12h; Reflux;
0.6 g	With sodium hydroxide In tetrahydrofuran; methanol; water for 10h; Inert atmosphere; Reflux; Schlenk technique;

Reference： [1]Zhu, Shu-Lan; Ou, Sha; Zhao, Min; Shen, Hong; Wu, Chuan-De [Dalton Transactions, 2015, vol. 44, # 5, p. 2038 - 2041]
[2]Cheng, Fujun; Li, Qianqian; Duan, Jingui; Hosono, Nobuhiko; Noro, Shin-Ichiro; Krishna, Rajamani; Lyu, Hongliang; Kusaka, Shinpei; Jin, Wanqin; Kitagawa, Susumu [Journal of Materials Chemistry A, 2017, vol. 5, # 34, p. 17874 - 17880]

3
[ 1643586-52-0 ]
[ CAS Unavailable ]
[ 2080376-66-3 ]

Yield	Reaction Conditions	Operation in experiment
18%	Stage #1: 5-(1H-imidazol-1-yl) isophthalic acid; cadmium(II) acetate dihydrate In water for 0.333333h; Stage #2: In water at 180℃; for 4h; Autoclave;	2.2. Synthesis of [CdL(H2O)]0.5H2O}n (1) A mixture of Cd(CH3COO)22H2O (10.4 mg, 0.04 mmol) H2L(2.7 mg, 0.01 mmol) and water (10 mL) were stirring for 20 min.Then the mixture was transferred into a 15 ml Teflon-lined stainless,and heated at 180 C for 4 days. After cooling the reaction systemto room temperature at a rate of 6 C/h, block colorless crystalswere obtained, yield of 18% based on Cd. Anal. Calcd (%) for C11H9-CdN2O5.5: C, 35.71, H, 2.44, N, 7.58. Found: C, 35.85, H, 2.51, N,7.55%. IR (KBr, m/cm1): 3467s, 1625m, 1580m, 1542w, 1508w,1461w, 1430m, 1379m, 1240w, 1112w, 1207s, 940w, 777w,748w, 727w. (The infrared spectra of compounds 1-4 are givenin Fig. S2).

Reference： [1]He, Zhan-Yu; Liu, Hou-Ting; Liu, Na-Na; Lu, Jing; Wang, Su-Na [Inorganica Chimica Acta, 2017, vol. 459, p. 15 - 21]

4
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ 2904570-66-5 ]

Yield	Reaction Conditions	Operation in experiment
20%	Stage #1: zinc(II) acetate tetrahydrate; 5-(1H-imidazol-1-yl) isophthalic acid In water Stage #2: In water at 180℃; Autoclave;	2.3. Synthesis of [ZnL(H2O)]H2O}n (2) General procedure: A mixture of Cd(CH3COO)22H2O (10.4 mg, 0.04 mmol) H2L(2.7 mg, 0.01 mmol) and water (10 mL) were stirring for 20 min.Then the mixture was transferred into a 15 ml Teflon-lined stainless,and heated at 180 C for 4 days. After cooling the reaction systemto room temperature at a rate of 6 C/h, block colorless crystalswere obtained

Reference： [1]He, Zhan-Yu; Liu, Hou-Ting; Liu, Na-Na; Lu, Jing; Wang, Su-Na [Inorganica Chimica Acta, 2017, vol. 459, p. 15 - 21]

5
[ 1643586-52-0 ]
[ CAS Unavailable ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
19%	Stage #1: 5-(1H-imidazol-1-yl) isophthalic acid; cobalt(II) diacetate tetrahydrate In water Stage #2: In water at 140℃; Autoclave;	2.4. Synthesis of [CoL(H2O)2]2H2O}n (3) General procedure: A mixture of Cd(CH3COO)22H2O (10.4 mg, 0.04 mmol) H2L(2.7 mg, 0.01 mmol) and water (10 mL) were stirring for 20 min.Then the mixture was transferred into a 15 ml Teflon-lined stainless,and heated at 180 C for 4 days. After cooling the reaction systemto room temperature at a rate of 6 C/h, block colorless crystalswere obtained

Reference： [1]He, Zhan-Yu; Liu, Hou-Ting; Liu, Na-Na; Lu, Jing; Wang, Su-Na [Inorganica Chimica Acta, 2017, vol. 459, p. 15 - 21]

6
[ 1643586-52-0 ]
[ CAS Unavailable ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
21%	Stage #1: 5-(1H-imidazol-1-yl) isophthalic acid; nickel(II) acetate tetrahydrate In water Stage #2: In water at 180℃; Autoclave;	2.5. Synthesis of [NiL(H2O)2]2H2O}n (4) General procedure: A mixture of Cd(CH3COO)22H2O (10.4 mg, 0.04 mmol) H2L(2.7 mg, 0.01 mmol) and water (10 mL) were stirring for 20 min.Then the mixture was transferred into a 15 ml Teflon-lined stainless,and heated at 180 C for 4 days. After cooling the reaction systemto room temperature at a rate of 6 C/h, block colorless crystalswere obtained

Reference： [1]He, Zhan-Yu; Liu, Hou-Ting; Liu, Na-Na; Lu, Jing; Wang, Su-Na [Inorganica Chimica Acta, 2017, vol. 459, p. 15 - 21]

7
[ 1643586-52-0 ]
[ 7732-18-5 ]
[ CAS Unavailable ]
[ 2904570-66-5 ]

Yield	Reaction Conditions	Operation in experiment
56%	With sodium hydroxide at 140℃; for 72h; Autoclave; High pressure;	Synthesis of complex 1 A mixture of Zn(OAc)2*2H2O (43.9 mg, 0.2 mmol), H2imip(46.4 mg, 0.2 mmol), NaOH (16 mg, 0.4 mmol), and water(9 mL) was sealed in a Teflon-lined stainless steel autoclavereactor (25 mL) and heated at 140 C for 3 days. Aftercooling to room temperature at a rate of 5 C h-1, colorless block crystals of complex 1 were obtained in a yield of 56 %based on H2imip. Calcd. for C22H22N4O13Zn2: C, 38.75; H, 3.23; N, 8.22; Found: C, 38.81; H, 3.28; N, 8.27; IR (KBr,cm-1): 3420(s), 3143(m), 1634(s), 1582(s), 1558(m),1541(m), 1509(m), 1456(m), 1433(m), 1385(s), 1317(m),1265(m), 1072(s), 776(s), 744(s), 722(s).

Reference： [1]Fang, Dong-Lin; Mo, Shao-Yin; Wu, Kai-Fei; Huang, Zhong-Jing [Transition Metal Chemistry, 2017, vol. 42, # 4, p. 273 - 283]

8
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ 7732-18-5 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
70%	With sodium hydroxide at 140℃; for 72h; Autoclave; High pressure;	Synthesis of complex 2 Complex 2 was prepared by a similar procedure to that forcomplex 1, by using a mixture of CoSO47H2O (56.2 mg,0.2 mmol), H2imip (46.4 mg, 0.2 mmol), and NaOH(16 mg, 0.4 mmol). Red block crystals were obtained in70 %yield based onH2imip. Calcd. forC22H20Co2N4O13: C,39.50; H, 3.29; N, 8.38; Found: C, 39.57; H, 3.23; N, 8.42; IR(KBr, cm-1): 3446(s), 3137(m), 1626(s), 1579(s), 1508(s),1434(s), 1393(s), 1316(m), 1265(m), 1072(s), 776(s), 744(s),722(s).

Reference： [1]Fang, Dong-Lin; Mo, Shao-Yin; Wu, Kai-Fei; Huang, Zhong-Jing [Transition Metal Chemistry, 2017, vol. 42, # 4, p. 273 - 283]

9
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ 7732-18-5 ]
[ 2080376-66-3 ]

Yield	Reaction Conditions	Operation in experiment
68%	With sodium hydroxide at 140℃; for 72h; Autoclave; High pressure;	Synthesis of complex 3 Complex 3 was prepared by a similar procedure to that usedfor complex 1, using a mixture of Cd(NO3)24H2O(61.7 mg,0.2 mmol), H2imip (46.4 mg, 0.2 mmol), and NaOH(16 mg, 0.4 mmol). Colorless block crystals were obtainedin 68 %yield based onH2imip. Calcd. for C22H18Cd2N4O11:C, 35.71; H, 2.44; N, 7.57; Found: C, 35.76; H, 2.48; N, 7.62;IR (KBr, cm-1): 3448(s), 3150(m), 1626(s), 1584(s),1548(s), 1464(s), 1401(s), 1120(m), 1067(s), 774(s), 744(s),670(s).

Reference： [1]Fang, Dong-Lin; Mo, Shao-Yin; Wu, Kai-Fei; Huang, Zhong-Jing [Transition Metal Chemistry, 2017, vol. 42, # 4, p. 273 - 283]

10
[ 51839-15-7 ]
5-(1H-imidazol-1-yl) isophthalic acid [ No CAS ]

Reference： [1]Journal of Materials Chemistry A,2017,vol. 5,p. 17874 - 17880

11
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
80%	at 90℃; for 72h;

Reference： [1]Gupta, Mayank; De, Dinesh; Tomar, Kapil; Bharadwaj, Parimal K. [Inorganic Chemistry, 2017, vol. 56, # 23, p. 14605 - 14611]

12
[ CAS Unavailable ]
[ 7664-38-2 ]
[ 1643586-52-0 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
83%	at 120℃; for 72h;

Reference： [1]Gupta, Mayank; De, Dinesh; Tomar, Kapil; Bharadwaj, Parimal K. [Inorganic Chemistry, 2017, vol. 56, # 23, p. 14605 - 14611]

13
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
72%	at 90℃; for 72h;	2.2 Preparation and characterization for [Cu(L)]·2DMF·2H₂O}_n (1) and [(CH₃)₂NH₂][Cu₂(L)(H₂O)PO₄]·2DMF}_n (2) For the complex 1, we mixed 0.13mmol and 30mg H2L and 0.2mmol and 48mg Cu(NO3)2·6H2O with DMF of 5mL and H2O (0.5mL) in the Teflon vessel 25mL and then heated them for three days at 90 . After cooling the mixture to the ambient temperature, the resulting blue crystals with block-shape were collected and then cleaned repeatedly by the DMF, and then by the acetone, and dried in the air, and the yield was 72% (on the basis of the ligand). Anal. Calcd for C17H24N4O8Cu: C, 42.90; H, 5.08; N, 11.77; %. Found: C, 42.98; H, 5.21; N, 11.69%. IR (KBr pellet, cm-1): 3416br, 3328m, 3170w, 2131m, 1609s, 1456m, 831m, 738m, 699m, 608m.

Reference： [1]Ye, Qing; Zhang, Li; Shao, Zhou-Li; Zhang, Wei; Li, Chao; Ye, Xiang-Ming [Inorganica Chimica Acta, 2020, vol. 512]

14
[ CAS Unavailable ]
[ 7664-38-2 ]
[ 1643586-52-0 ]
[ 7732-18-5 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
83%	at 120℃; for 72h;	2.2 Preparation and characterization for [Cu(L)]·2DMF·2H₂O}_n (1) and [(CH₃)₂NH₂][Cu₂(L)(H₂O)PO₄]·2DMF}_n (2) For the complex 2, we mixed 0.13mmol and 30mg H2L and 0.2mmol and 48mg Cu(NO3)2·6H2O, and 20μL of H3PO4 (85%) with DMF of 3mL and H2O (0.5mL) in the Teflon vessel 25mL and then heated them for three days at 120 . After cooling the mixture to the ambient temperature, the resulting blue crystals with block-shape were collected and then cleaned repeatedly by the DMF, and then by the acetone, and dried in the air, and the yield was 83% (on the basis of the ligand). Anal. Calcd for C19H28N5O11PCu2: C, 34.55; H, 4.27; N, 10.60%. Found: C, 34.53; H, 4.39; N, 10.61%. IR (KBr pellet, cm-1): 3442m, 3176w, 3054w, 2965m, 2875w, 1598w, 1540s, 1456m, 1397s, 792m, 740s.

Reference： [1]Ye, Qing; Zhang, Li; Shao, Zhou-Li; Zhang, Wei; Li, Chao; Ye, Xiang-Ming [Inorganica Chimica Acta, 2020, vol. 512]

15
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ 68-12-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
62.3%	With [2,2]bipyridinyl In methanol at 120℃; for 72h; Autoclave;	Preparation and characterization of [Co(L)](DMF)}n (1) and [Co2(L)2(H2O)]3H2O}n CPs For complex 1,a mixture of H2L (23 mg, 0.1 mmol), Co(NO3)26H2O (0.40 mmol, 0.12 g), and 2,2′-bipyridine (15 mg, 0.1 mmol) wereadded to a mixed solvent of DMF and MeOH (10 mL, V:V = 4:1). Then the mixture was sealed in a Teflon-lined stainlesssteel vessel (25 mL) and heated at 120 °C for 3 days under autogenous pressure, followed by cooling to room temperature ata rate of 5 °C/h. Pink block crystals of 1 were obtained. Yield 62.3% based on Co. Anal. calcd for C14H13CoN3O5 (1) (%):C 46.42, H 3.62, N 11.60. Found (%): C 46.12, H 3.58, N 11.63. IR (KBr, cm-1): 3429 w, 3115 w, 1591 s, 1529 s, 1383 s,1339 s, 1302 m, 1131 s, 1061 w, 960 w, 934 w, 822 m, 781 s, 729 s, 651 m, 537 m.

Reference： [1]Liu; Li [Journal of Structural Chemistry, 2020, vol. 61, # 8, p. 1306 - 1313][Zh. Strukt. Kim., 2020, vol. 61, # 8, p. 1373 - 1380,8]

16
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ 7732-18-5 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
46.3%	In ethanol at 120℃; for 72h; Autoclave;	Preparation and characterization of [Co(L)](DMF)}n (1) and [Co2(L)2(H2O)]3H2O}n CPs For complex 2, a mixture of H2L (23 mg, 0.1 mmol), Co(NO3)26H2O (0.40 mmol, 0.12 g) were added to a mixedsolvent of H2O and EtOH (10 mL, V:V = 1:1). Then the mixture was sealed in a Teflon-lined stainless steel vessel (25 mL)and heated to 120 °C for 3 days under autogenous pressure, followed by cooling to room temperature at a rate of 5 °C/h. Pinkblock crystals of 1 were obtained. Yield 46.3% based on Co. Anal. calcd for C22H18Co2N4O12 (2) (%): C 40.76, H 2.80,N 8.64. Found (%): C 40.69, H 2.78, N 8.72. IR (KBr, cm-1): 3299 w, 3111 w, 1591 s, 1516 s, 1386 s, 1249 s, 1171 m,1124 w, 1062 s, 960 w, 930 w, 845 m, 815 s, 786 s, 680 m, 529 m.

Reference： [1]Liu; Li [Journal of Structural Chemistry, 2020, vol. 61, # 8, p. 1306 - 1313][Zh. Strukt. Kim., 2020, vol. 61, # 8, p. 1373 - 1380,8]

17
[ CAS Unavailable ]
[ 1643586-52-0 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
55%	In water at 130℃; for 72h; Autoclave; High pressure;