3153-72-8|2,2',4,4'-Tetramethoxy-1,1'-biphenyl| Ambeed

CAS No. :	3153-72-8
Formula :	C₁₆H₁₈O₄
M.W :	274.31
SMILES Code :	COC1=CC=C(C2=CC=C(OC)C=C2OC)C(OC)=C1
MDL No. :	MFCD08692770
InChI Key :	NMMDKMRTHCDPPA-UHFFFAOYSA-N
Pubchem ID :	266847

Safety of [ 3153-72-8 ]

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

Application In Synthesis of [ 3153-72-8 ]

* 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 [ 3153-72-8 ]

[ 3153-72-8 ] Synthesis Path-Downstream 1~38

1
[ 108-30-5 ]
[ 3153-72-8 ]
4,4'-dioxo-4,4'-(4,6,4',6'-tetramethoxy-biphenyl-3,3'-diyl)-di-butyric acid [ No CAS ]

References: [1]Journal of the American Chemical Society,1953,vol. 75,p. 2341,2342.

2
[ 20469-63-0 ]
[ 3153-72-8 ]

References: [1]Monatshefte fur Chemie,1930,vol. 55,p. 342,349.
[2]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1944,vol. 64,p. 41,45.
Chem.Abstr.,1951,p. 2928.
[3]Acta Chemica Scandinavica (1947),1961,vol. 15,p. 1761 - 1764.
[4]Acta Chemica Scandinavica (1947),1962,vol. 16,p. 553 - 558.

3
[ 3153-72-8 ]
[ 35065-24-8 ]

References: [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1944,vol. 64,p. 41,45.
Chem.Abstr.,1951,p. 2928.

4
[ 3153-72-8 ]
[ 43042-33-7 ]

References: [1]Journal of the Chemical Society,1958,p. 4569,4573.

5
[ 3153-72-8 ]
[ 4371-31-7 ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 4710 - 4719.
[2]Monatshefte fur Chemie,1930,vol. 55,p. 342,349.
[3]Acta Chemica Scandinavica (1947),1958,vol. 12,p. 147,162.

6
[ 861367-96-6 ]
[ 3153-72-8 ]

References: [1]Tetrahedron,1972,vol. 28,p. 3323 - 3331.

7
[ 16932-44-8 ]
[ 113793-83-2 ]
[ 3153-72-8 ]
[ 113793-84-3 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 1466 - 1471.

8
[ 25245-35-6 ]
[ 113793-83-2 ]
[ 3153-72-8 ]
[ 113793-85-4 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 1466 - 1471.

9
[ 113793-83-2 ]
[ 113793-82-1 ]
[ 3153-72-8 ]
[ 113793-86-5 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 1466 - 1471.

10
[ 109384-40-9 ]
[ 590-17-0 ]
[ 3153-72-8 ]
[ 1891-11-8 ]

References: [1]Synthesis,1987,p. 40 - 42.

11
[ 3153-72-8 ]
[ 23071-37-6 ]

References: [1]Journal of the Indian Chemical Society,1969,vol. 46,p. 444 - 450.

12
[ 3153-72-8 ]
[ 75-36-5 ]
[ 10418-83-4 ]

References: [1]Journal of the Indian Chemical Society,1969,vol. 46,p. 444 - 450.

13
[ 92190-83-5 ]
[ 77-78-1 ]
[ 3153-72-8 ]

References: [1]Chemische Berichte,1963,vol. 96,p. 1568 - 1578.

14
[ 36896-61-4 ]
(2-thienyl)(phenyl)iodonium tetrafluoroborate [ No CAS ]
[ 3153-72-8 ]
2-(2',4'-dimethoxyphenyl)thiophene [ No CAS ]

References: [1]Synthetic Communications,1999,vol. 29,p. 2493 - 2499.

17
[ 20469-63-0 ]
copper-powder [ No CAS ]
[ 3153-72-8 ]

References: [1]Monatshefte fur Chemie,1930,vol. 55,p. 342,349.

18
[ 20469-63-0 ]
[ 5460-32-2 ]
copper-powder [ No CAS ]
[ 3153-72-8 ]
[ 2026-27-9 ]
[ 170649-97-5 ]

References: [1]Monatshefte fur Chemie,1930,vol. 55,p. 342,349.

19
[ 133730-34-4 ]
[ 3153-72-8 ]

References: [1]Chemical and Pharmaceutical Bulletin,1999,vol. 47,p. 1276 - 1283.

20
[ 66177-24-0 ]
[ 3153-72-8 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 1466 - 1471.

21
[ 151-10-0 ]
[ 3153-72-8 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 1466 - 1471.

22
[ 3153-72-8 ]
4,4'-dioxo-4,4'-(4,4'-dihydroxy-6,6'-dimethoxy-biphenyl-3,3'-diyl)-di-butyric acid [ No CAS ]

References: [1]Journal of the American Chemical Society,1953,vol. 75,p. 2341,2342.

23
[ 3153-72-8 ]
[ 36140-13-3 ]

References: [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1944,vol. 64,p. 41,45.
Chem.Abstr.,1951,p. 2928.

24
[ 3153-72-8 ]
[ 23071-36-5 ]

References: [1]Journal of the Indian Chemical Society,1969,vol. 46,p. 444 - 450.

25
[ 3153-72-8 ]
[ 13559-75-6 ]

References: [1]Journal of the Indian Chemical Society,1969,vol. 46,p. 444 - 450.

26
[ 3934-97-2 ]
[ 3153-72-8 ]

References: [1]Chemische Berichte,1963,vol. 96,p. 1568 - 1578.

27
[ 3843-79-6 ]
[ 3153-72-8 ]

References: [1]Chemische Berichte,1963,vol. 96,p. 1568 - 1578.

28
[ 93533-92-7 ]
[ 3153-72-8 ]

References: [1]Chemische Berichte,1963,vol. 96,p. 1568 - 1578.

29
[ 96077-98-4 ]
[ 3153-72-8 ]

References: [1]Chemische Berichte,1963,vol. 96,p. 1568 - 1578.

30
[ 17715-69-4 ]
[ 133730-34-4 ]
[ 3153-72-8 ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 4710 - 4719.

31
[ 3153-72-8 ]
[ 1141898-24-9 ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 4710 - 4719.

32
[ 3153-72-8 ]
[ 1141898-32-9 ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 4710 - 4719.

33
[ 17715-69-4 ]
[ 3153-72-8 ]
[ 151-10-0 ]

References: [1]Synlett,2009,p. 2919 - 2923.

34
[ 552-16-9 ]
[ 91-52-1 ]
[ 2436-96-6 ]
[ 3153-72-8 ]
[ 92200-30-1 ]

References: [1]European Journal of Organic Chemistry,2011,p. 5787 - 5790.

35
[ 6280-88-2 ]
[ 91-52-1 ]
[ 3153-72-8 ]
[ 1352638-57-3 ]
[ 56978-50-8 ]

References: [1]European Journal of Organic Chemistry,2011,p. 5787 - 5790.

36
[ 17715-69-4 ]
[ 3153-72-8 ]

References: [1]Angewandte Chemie - International Edition,2016,vol. 55,p. 3620 - 3624.
Angew. Chem.,2016,vol. 128,p. 3684 - 3688,5.
[2]Angewandte Chemie - International Edition,2018,vol. 57,p. 9452 - 9455.
Angew. Chem.,2018,vol. 130,p. 9596 - 9599,4.
[3]Chem,2021,vol. 7,p. 1963 - 1974.

37
[ 50-00-0 ]
[ 3153-72-8 ]
C₅₁H₅₄O₁₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%		1.00 g of <strong>[3153-72-8]2,2',4,4'-tetramethoxybiphenyl</strong> was dissolved in 100 ml of dichloromethane, 0.14 g of paraformaldehyde was added to the solution, and after stirring for 30 minutes, 0.1 ml of boron trifluoride diethyl etherate was added. Stirring was continued for 30 minutes at normal temperature until the reaction solution turned dark purple, and the reaction solution was poured into 60 ml of water and stirred well until the color of the system disappeared. The layers were allowed to stand, the lower organic phase was taken, and the organic phase was washed successively with 30 ml of saturated sodium hydrogen carbonate solution and 30 ml of brine. The organic phase was dried over anhydrous sodium sulfate and dried.Thus, 1.03 g of a permethylated 2,2',4,4'-biphenyl[3]arene is obtained in a yield of 99%;Permethylated 2,2',4,4'-biphenyl[5]arene 0.05 g, yield 5%.

References: [1]Patent: CN109336745,2019,A .Location in patent: Paragraph 0018; 0019; 0021.

38
[ 50-00-0 ]
[ 3153-72-8 ]
C₈₅H₉₀O₂₀ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43%		Dissolve 1.00 g of <strong>[3153-72-8]2,2',4,4'-tetramethoxybiphenyl</strong> in 100 ml of 1,2-dichloroethane, add 0.14 g of paraformaldehyde to the solution, stir for 30 minutes, then add 0.2 g of three Ferric chloride. Stirring was continued for 30 minutes at normal temperature until the reaction solution turned dark purple, and the reaction solution was poured into 60 ml of water and stirred well until the color of the system disappeared. The layers were allowed to stand, the lower organic phase was taken, and the organic phase was washed successively with 30 ml of saturated sodium hydrogen carbonate solution and 30 ml of brine. The organic phase was dried over anhydrous sodium sulfate and dried.The crude product was separated by column chromatography (eluent polarity: n-hexane / ethyl acetate / dichloromethane: 3:1:1).0.45 g of 2,2',4,4'-biphenyl[5]arene, yield: 43%.

References: [1]Patent: CN109336745,2019,A .Location in patent: Paragraph 0020.

Historical Records

Technical Information

• Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Friedel-Crafts Reaction • Hydrogenolysis of Benzyl Ether • Nomenclature of Ethers • Preparation of Alkylbenzene • Preparation of Ethers • Reactions of Benzene and Substituted Benzenes • Reactions of Ethers • Vilsmeier-Haack Reaction

Related Functional Groups of
[ 3153-72-8 ]

Aryls

A526091 [796866-40-5]

2-Methoxy-3-methyl-[1,1'-biphenyl]-4-ol

Similarity: 1.00

A202943 [17715-56-9]

2,4-Dimethoxy-1,1'-biphenyl

Similarity: 1.00

A957198 [13732-86-0]

2,6-Dimethoxy-1,1'-biphenyl

Similarity: 1.00

A136059 [19491-10-2]

2,2',6,6'-Tetramethoxy-1,1'-biphenyl

Similarity: 1.00

Ethers

A526091 [796866-40-5]

2-Methoxy-3-methyl-[1,1'-biphenyl]-4-ol

Similarity: 1.00

A202943 [17715-56-9]

2,4-Dimethoxy-1,1'-biphenyl

Similarity: 1.00

A957198 [13732-86-0]

2,6-Dimethoxy-1,1'-biphenyl

Similarity: 1.00

A136059 [19491-10-2]

2,2',6,6'-Tetramethoxy-1,1'-biphenyl

Similarity: 1.00

Precautionary Statements-General
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Code	Phrase
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P378
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P391	Collect spillage. Hazardous to the aquatic environment
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
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P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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.
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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
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Code	Phrase
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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

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CAS No.: 3153-72-8

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