Dimethyl biphenyl-4,4'-dicarboxylate (Biphenyl dimethyl dicarboxylate) is a hepatoprotective agent extracted from Schisandra, known for inducing interferon (IFN)-related signal transduction.

Synonyms: Biphenyl dimethyl dicarboxylate

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Quality Control of Dimethyl biphenyl-4,4'-dicarboxylate Purity: 98% SDS Specification

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NMR

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Product Details of Dimethyl biphenyl-4,4'-dicarboxylate

CAS No. :	792-74-5
Formula :	C₁₆H₁₄O₄
M.W :	270.28
SMILES Code :	O=C(C1=CC=C(C2=CC=C(C(OC)=O)C=C2)C=C1)OC
Synonyms :	Biphenyl dimethyl dicarboxylate
MDL No. :	MFCD00017201
InChI Key :	BKRIRZXWWALTPU-UHFFFAOYSA-N
Pubchem ID :	13099

Safety of Dimethyl biphenyl-4,4'-dicarboxylate

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of Dimethyl biphenyl-4,4'-dicarboxylate

* 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 [ 792-74-5 ]

[ 792-74-5 ] Synthesis Path-Downstream 1~35

1
[ 792-74-5 ]
[ 2835-98-5 ]
C₂₈H₂₀N₂O₂ [ No CAS ]

References: [1]Russian Journal of Applied Chemistry,2003,vol. 76,p. 1792 - 1794.

2
[ 792-74-5 ]
[ 2835-98-5 ]
biphenyl-4,4'-dicarboxylic acid bis-[(2-hydroxy-4-methyl-phenyl)-amide] [ No CAS ]

References: [1]Russian Journal of Applied Chemistry,2003,vol. 76,p. 1792 - 1794.

3
[ 792-74-5 ]
[ 95-84-1 ]
C₂₈H₂₀N₂O₂ [ No CAS ]

References: [1]Russian Journal of Applied Chemistry,2003,vol. 76,p. 1792 - 1794.

4
[ 792-74-5 ]
[ 95-84-1 ]
biphenyl-4,4'-dicarboxylic acid bis-[(2-hydroxy-5-methyl-phenyl)-amide] [ No CAS ]

References: [1]Russian Journal of Applied Chemistry,2003,vol. 76,p. 1792 - 1794.

5
[ 792-74-5 ]
[ 1199-46-8 ]
[ 24343-09-7 ]

References: [1]Russian Journal of Applied Chemistry,2003,vol. 76,p. 1792 - 1794.

6
[ 792-74-5 ]
[ 1134-36-7 ]
[ 24343-10-0 ]

References: [1]Russian Journal of Applied Chemistry,2003,vol. 76,p. 1792 - 1794.

7
[ 1126-46-1 ]
[ 93-58-3 ]
[ 792-74-5 ]
[ 619-44-3 ]

References: [1]Synlett,2006,p. 881 - 884.

8
[ 4457-71-0 ]
[ 792-74-5 ]
polymer, M_n 41700 Da by GPC, M_w/M_n 1.85; monomer(s): dimethyl 4,4\-biphenyl dicarboxylate; 3-methyl-1,5-pentanediol [ No CAS ]

References: [1]Macromolecules,2004,vol. 37,p. 2527 - 2531.

9
[ 1459-93-4 ]
[ 792-74-5 ]
[ 111-46-6 ]
polymer, η 0.62 dl/g at 25 deg C in 1 percent (w/w) dichloroacetic acid solution; monomer(s): dimethyl 1,1-biphenyl-4,4-dicarboxylate; diethylene glycol; dimethyl isophthalate [ No CAS ]

References: [1]Macromolecules,2004,vol. 37,p. 2128 - 2135.

10
[ 1459-93-4 ]
[ 792-74-5 ]
[ 111-46-6 ]
polymer, η 0.65 dl/g at 25 deg C in 1 percent (w/w) dichloroacetic acid solution; monomer(s): dimethyl 1,1-biphenyl-4,4-dicarboxylate; diethylene glycol; dimethyl isophthalate [ No CAS ]

References: [1]Macromolecules,2004,vol. 37,p. 2128 - 2135.

11
[ 1459-93-4 ]
[ 792-74-5 ]
[ 111-46-6 ]
polymer, η 0.66 dl/g at 25 deg C in 1 percent (w/w) dichloroacetic acid solution; monomer(s): dimethyl 1,1-biphenyl-4,4-dicarboxylate; diethylene glycol; dimethyl isophthalate [ No CAS ]

References: [1]Macromolecules,2004,vol. 37,p. 2128 - 2135.

12
[ 1459-93-4 ]
[ 792-74-5 ]
[ 111-46-6 ]
polymer, η 0.68 dl/g at 25 deg C in 1 percent (w/w) dichloroacetic acid solution; monomer(s): dimethyl 1,1-biphenyl-4,4-dicarboxylate; diethylene glycol; dimethyl isophthalate [ No CAS ]

References: [1]Macromolecules,2004,vol. 37,p. 2128 - 2135.

13
[ 1459-93-4 ]
[ 792-74-5 ]
[ 111-46-6 ]
polymer, η 0.69 dl/g at 25 deg C in 1 percent (w/w) dichloroacetic acid solution; monomer(s): dimethyl 1,1-biphenyl-4,4-dicarboxylate; diethylene glycol; dimethyl isophthalate [ No CAS ]

References: [1]Macromolecules,2004,vol. 37,p. 2128 - 2135.

14
[ 792-74-5 ]
[ 111-46-6 ]
polymer; monomer(s): dimethyl 1,1\-biphenyl-4,4\-dicarboxylate; diethylene glycol [ No CAS ]

References: [1]Macromolecules,2004,vol. 37,p. 2128 - 2135.

15
[ 67-56-1 ]
[ 619-58-9 ]
[ 14047-29-1 ]
[ 792-74-5 ]

References: [1]Chemical Communications,2003,p. 480 - 481.

16
[ 38996-01-9 ]
[ 619-44-3 ]
4-(4-ethoxycarbonyl-3-hydroxybut-1-enyl)benzoic acid methyl ester [ No CAS ]
[ 792-74-5 ]

References: [1]Tetrahedron Letters,2006,vol. 47,p. 8231 - 8234.

17
[ 792-74-5 ]
[ 23613-32-3 ]

References: [1]Russian Journal of Organic Chemistry,2006,vol. 42,p. 1164 - 1168.
[2]Journal of Organic Chemistry,2018,vol. 83,p. 12320 - 12326.
[3]Chemistry - A European Journal,2009,vol. 15,p. 4523 - 4527.

18
[ 916985-89-2 ]
[ 619-44-3 ]
4-(4-ethoxycarbonyl-4,4-difluoro-3-hydroxybut-1-enyl)benzoic acid methyl ester [ No CAS ]
[ 792-74-5 ]

References: [1]Tetrahedron Letters,2006,vol. 47,p. 8231 - 8234.

19
[ 792-74-5 ]
[ 1007568-39-9 ]

Yield	Reaction Conditions	Operation in experiment
	With nitric acid; trifluoroacetic anhydride; In water; trifluoroacetic acid; at 0℃; for 4.5h;	A sample of 4,4'-biphenyldicarboxylate dimethyl ester, 2.0 g, was place in a 50 ml 2 neck 24/40 flask with stirring bar. Then trifluoroacetic acid, 10 ml, was added, and the mix was cooled to 0 0C. The cooled mixture was treated with 90% nitric acid, 0.38 ml, and then trifluoroacetic anhydride , 1.91 ml was added dropwise. TLC with 1 :8 ethyl acetate/hexanes on silica ant 30 minutes post TFAA showed some SM, and a new lower RF product. The mix was stirred 1 hour at 0 0C, then 3 hours at room temperature. The mixture was then poured into 100 ml of cold water, giving a gummy precipitate. The mix was treated with 80 ml of ethyl acetate and 20 ml of hexanes. The layers were separated, and the organic layer was washed with 100 ml of water. The organic layer was then stirred with 20 g of sodium bicarbonate in 100 ml of water. The ethyl acetate was evaporated in vacuo. The residue was treated with 100 ml of hexanes, heated to a boil, and diluted with ethyl acetate hot until a solution was obtained, then hexanes was added to a total volume of 200 ml. The mix was cooled to room temperature, and the resulting solids were collected by filtration, washed with 10 <n="73"/>ml hexanes, and air dried to give 2-nitro-4,4'-biphenyldicarboxylate dimethyl ester, 1.319 g.NMR 500 MH D6DMS0: 8.51, d, J=IJ, IH, 8.31, dd, J=U, 8.1, IH, 8.06, dd, J=1.8, 8.3, 2H, 7.76, d, J=8, IH, 7.56, dd, J=1.8, 8.4, 2H, 3.94, s, 3H, 3.89, s, 3H

References: [1]Journal of the American Chemical Society,2011,vol. 133,p. 5806 - 5809.
[2]Inorganic Chemistry,2015,vol. 54,p. 1003 - 1009.
[3]Dalton Transactions,2019,vol. 48,p. 6445 - 6454.
[4]Russian Journal of Organic Chemistry,2008,vol. 44,p. 1172 - 1179.
[5]Journal of the American Chemical Society,2012,vol. 134,p. 18886 - 18888.
[6]ChemistryOpen,2019,vol. 8,p. 743 - 759.
[7]Dalton Transactions,2019,vol. 48,p. 45 - 49.
[8]Dalton Transactions,2015,vol. 44,p. 15976 - 15983.
[9]Patent: WO2008/21745,2008,A2 .Location in patent: Page/Page column 71-72.
[10]RSC Advances,2015,vol. 5,p. 893 - 900.
[11]European Journal of Inorganic Chemistry,2017,vol. 2017,p. 172 - 178.

20
[ 4457-71-0 ]
[ 792-74-5 ]
polymer, M_n = 53000, PDI = 2.1; monomer(s): 3-methyl-1,5-pentamethylenediol; dimethyl 4,4'-bibenzoate [ No CAS ]

References: [1]Macromolecules,2005,vol. 38,p. 7337 - 7342.

21
[ 17763-71-2 ]
[ 93-58-3 ]
[ 792-74-5 ]
[ 99-76-3 ]

References: [1]Chemistry - A European Journal,2007,vol. 13,p. 1432 - 1441.

22
[ 99-76-3 ]
[ 792-74-5 ]

References: [1]Chemistry - A European Journal,2007,vol. 13,p. 1432 - 1441.
[2]Journal of Organic Chemistry,1995,vol. 60,p. 176 - 185.
[3]Journal of Organic Chemistry,1995,vol. 60,p. 176 - 185.
[4]Journal of Organic Chemistry,1995,vol. 60,p. 176 - 185.
[5]Journal of Organic Chemistry,1995,vol. 60,p. 176 - 185.
[6]Journal of Organic Chemistry,1995,vol. 60,p. 176 - 185.
[7]Journal of Organic Chemistry,1995,vol. 60,p. 176 - 185.
[8]Journal of Organic Chemistry,2012,vol. 77,p. 1018 - 1025.
[9]Journal of Organic Chemistry,2012,vol. 77,p. 1018 - 1025.

23
[ 792-74-5 ]
[ 935395-99-6 ]