17649-59-1|Dimethyl 4,5-dimethylphthalate| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 17649-59-1 ] Purity: 98% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 17649-59-1 ]

CAS No. :	17649-59-1
Formula :	C₁₂H₁₄O₄
M.W :	222.24
SMILES Code :	O=C(OC)C1=CC(C)=C(C)C=C1C(OC)=O
MDL No. :	N/A
InChI Key :	BMODQQWZCVNPKL-UHFFFAOYSA-N
Pubchem ID :	605806

Safety of [ 17649-59-1 ]

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 [ 17649-59-1 ]

* 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 [ 17649-59-1 ]

[ 17649-59-1 ] Synthesis Path-Downstream 1~35

1
[ 95-47-6 ]
[ 6832-16-2 ]
[ 21483-46-5 ]
[ 17649-59-1 ]
[ 41046-64-4 ]

References: [1]Justus Liebigs Annalen der Chemie,1959,vol. 627,p. 59,72.

2
[ 17649-59-1 ]
[ 5680-10-4 ]

References: [1]Annales de Chimie (Cachan, France),1939,vol. <11> 11,p. 143,188, 191, 193, 194, 196.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1938,vol. 206,p. 1126.

3
[ 17649-59-1 ]
[ 60070-05-5 ]

Yield	Reaction Conditions	Operation in experiment
100%		Preparation of 1,2-bis(bromomethyl)-4,5-dimethylbenzene Dried tetrahydrofurane (20 mL) was put into LAH (0.54 g, 14.29 mmol) at -78 C. Dimethyl 4,5-dimethylbenzene-1,2-dicarboxylate (1.27 g, 5.71 mmol) was dissolved in dried tetrahydrofurane (10 mL), and then the resultant mixture was slowly added into the above reaction solution. Then the reaction temperature was slowly raised to room temperature, and then stirring under reflux was performed for 24 hours. After the reaction, the resultant reaction material was cooled by a sodium hydroxide solution, and then concentrated under reduced pressure, followed by washing with ethyl acetate twice and again washing with distilled water once. The organic layer was separated, and dried over sodium sulfate, and then the solvent was concentrated under reduced pressure, thereby obtaining white solids, (4,5-dimethyl-1,2-phenylene)dimethanol (0.95 g, quantitative). This is subjected to a bromination reaction using tribromophosphine, thereby obtaining 1,2-bis(bromomethyl)-4,5-dimethyl benzene at a yield of 56%. 1H-NMR 300 MHz (CDCl3) δ 7.13 (s, 2H), 4.27 (s, 4H), 2.23 (s, 6H).

References: [1]Patent: US2012/4476,2012,A1 .Location in patent: Page/Page column 9.
[2]Synthesis,1994,p. 1035 - 1036.
[3]Journal of the Chemical Society. Perkin transactions I,1978,p. 1398 - 1414.

4
[ 63012-62-4 ]
[ 124-41-4 ]
[ 17649-59-1 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1978,p. 1398 - 1414.

5
[ 67-56-1 ]
[ 95-47-6 ]
[ 201230-82-2 ]
[ 17649-59-1 ]

References: [1]Journal of Organic Chemistry,1985,vol. 50,p. 4601 - 4605.

6
[ 67-56-1 ]
[ 581-40-8 ]
[ 131-11-3 ]
[ 17649-59-1 ]

References: [1]Journal of Organic Chemistry,1984,vol. 49,p. 1969 - 1974.

7
[ 73245-18-8 ]
[ 17649-59-1 ]
[ 4660-80-4 ]

References: [1]Journal of Organic Chemistry,1980,vol. 45,p. 2189 - 2195.

8
[ 82763-95-9 ]
[ 762-42-5 ]
[ 17649-59-1 ]

References: [1]Bulletin of the Chemical Society of Japan,1993,vol. 66,p. 2682 - 2684.

9
[ 14309-24-1 ]
[ 17649-59-1 ]

Yield	Reaction Conditions	Operation in experiment
65%	With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chlorobenzene; at 20℃; for 24h;Reflux;	Preparation of dimethyl 4,5-Dimethylbenzene-1,2-dicarboxylate Dimethyl 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylate (2 g, 8.92 mmol) was dissolved in Chlorobenzene (50 mL), and then 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) (4 g, 17.84 mmol) was slowly added thereinto little by little at room temperature, followed by stirring under reflux for 24 hours. After the reaction, the solvent was concentrated under reduced pressure, followed by washing with ethylacetate twice and again washing with distilled water once. The organic layer was separated, and then dried over sodium sulfate. Then, the solvent was concentrated under reduced pressure, and developed by silica gel column chromatography (40 x 10 cm) using a mixture solution of ethylacetate and hexane (1:5), thereby obtaining transparent oil, dimethyl 4,5-dimethylbenzene-1,2-dicarboxylate (1.29 g, 65%). 1H-NMR 300 MHz (CDCl3) δ 7.49 (s, 2H), 3.88 (s, 6H), 2.31 (s, 6H)
65%	With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chlorobenzene; at 20℃;Reflux;	Preparation of dimethyl 4,5-Dimethylbenzene-1,2-dicarboxylate Dimethyl 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylate (2 g, 8.92 mmol) was dissolved in Chlorobenzene (50 mL), and then 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) (4 g, 17.84 mmol) was slowly added thereinto little by little at room temperature, followed by stirring under reflux for 24 hours. After the reaction, the solvent was concentrated under reduced pressure, followed by washing with ethylacetate twice and again washing with distilled water once. The organic layer was separated, and then dried over sodium sulfate. Then, the solvent was concentrated under reduced pressure, and developed by silica gel column chromatography (40*10 cm) using a mixture solution of ethylacetate and hexane (1:5), thereby obtaining transparent oil, dimethyl 4,5-dimethylbenzene-1,2-dicarboxylate (1.29 g, 65%). 1H-NMR 300 MHz (CDCl3) δ 7.49 (s, 2H), 3.88 (s, 6H), 2.31 (s, 6H)
	With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chlorobenzene; for 48h;Reflux;	Step B: To a solution of 4,5-dimethyl-cyclohexa-1,4-diene-1,2-dicarboxylic acid dimethyl ester (3.84 g, 17.1 mmol) in chlorobenzene was added 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) (7.77 g, 34.2 mmol) at room temperature and the resulting mixture was heated to reflux 48 h. The resulting mixture was cooled and filtered through FLORISIL. The pad of FLORISIL was rinsed with diethyl ether and the filtrate filtered another (3×) through a pad of FLORISIL. The filtrate was evaporated in vacuo to yield an amber syrup, which was purified via flash column chromatography (EtOAc/Heptane 4:1) to yield 4,5-dimethyl-phthalic acid dimethyl ester as a colorless oil.

References: [1]Journal of Organometallic Chemistry,2000,vol. 601,p. 147 - 152.
[2]Green Chemistry,2018,vol. 20,p. 1213 - 1217.
[3]Synthesis,1994,p. 1035 - 1036.
[4]Tetrahedron Letters,2008,vol. 49,p. 6543 - 6546.
[5]Patent: EP2392555,2011,A2 .Location in patent: Page/Page column 16.
[6]Patent: US2012/4476,2012,A1 .Location in patent: Page/Page column 9.
[7]Journal of Organic Chemistry,2010,vol. 75,p. 4319 - 4322.
[8]Patent: US2011/105490,2011,A1 .Location in patent: Page/Page column 30-31.
[9]Journal of Materials Chemistry C,2017,vol. 5,p. 5249 - 5256.

10
[ 17649-59-1 ]
[ 141-78-6 ]
[ 50919-80-7 ]

References: [1]Journal of Medicinal Chemistry,1973,vol. 16,p. 1334 - 1339.

11
[ 17649-59-1 ]
[ 105-37-3 ]
[ 56392-76-8 ]

References: [1]Journal of Medicinal Chemistry,1975,vol. 18,p. 733 - 736.

12
[ 513-81-5 ]
[ 762-42-5 ]
[ 17649-59-1 ]

References: [1]Tetrahedron Letters,2008,vol. 49,p. 6543 - 6546.
[2]Green Chemistry,2018,vol. 20,p. 1213 - 1217.
[3]Journal of Medicinal Chemistry,1973,vol. 16,p. 1334 - 1339.
[4]Heterocycles,2017,vol. 95,p. 1204 - 1210.

Yield	Reaction Conditions	Operation in experiment
		b. Dimethyl 4,5-dimethyl phthalate The above dihydro aromatic compound (50 g.) was added to 10% palladium on charcoal (2.5 g.) and the mixture aerated at 220-225C for 3 hrs. After cooling ether was added and the mixture filtered. Evaporation and distillation afforded dimethyl 4,5-dimethyl phthalate, m.p. (methanol, light petroleum (40-60)) 53-4C. (Found: C, 64.87; H, 6.36; C12 H14 O4 requires: C, 64.85; H, 6.35%).

15
[ 762-42-5 ]
1.2-dimethyl-cyclohexadiene-(2.6) [ No CAS ]
[ 17649-59-1 ]

References: [1]Annales de Chimie (Cachan, France),1939,vol. <11> 11,p. 143,188, 191, 193, 194, 196.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1938,vol. 206,p. 1126.

16
[ 283156-23-0 ]
[ 17649-59-1 ]

References: [1]Journal of Organometallic Chemistry,2000,vol. 601,p. 147 - 152.

17
[ 17649-59-1 ]
[ 25445-42-5 ]

References: [1]Synthesis,1994,p. 1035 - 1036.

18
[ 17649-59-1 ]
[ 60070-06-6 ]

Yield	Reaction Conditions	Operation in experiment
56%		Preparation of 1,2-bis(bromomethyl)-4,5-dimethylbenzene; Dried tetrahydrofurane (20 mL) was put into LAH (0.54 g, 14.29 mmol) at -78C. Dimethyl 4,5-dimethylbenzene-1,2-dicarboxylate (1.27 g, 5.71 mmol) was dissolved in dried tetrahydrofurane (10 mL), and then the resultant mixture was slowly added into the above reaction solution. Then the reaction temperature was slowly raised to room temperature, and then stirring under reflux was performed for 24 hours. After the reaction, the resultant reaction material was cooled by a sodium hydroxide solution, and then concentrated under reduced pressure, followed by washing with ethyl acetate twice and again washing with distilled water once. The organic layer was separated, and dried over sodium sulfate, and then the solvent was concentrated under reduced pressure, thereby obtaining white solids, (4,5-dimethyl-1,2-phenylene)dimethanol (0.95 g, quantitative). This is subjected to a bromination reaction using tribromophosphine, thereby obtaining 1,2-bis(bromomethyl)-4,5-dimethyl benzene at a yield of 56%. 1H-NMR 300 MHz (CDCl3) δ 7.13 (s, 2H), 4.27 (s, 4H), 2.23 (s, 6H).

References: [1]Patent: EP2392555,2011,A2 .Location in patent: Page/Page column 16-17.
[2]Journal of the Chemical Society. Perkin transactions I,1978,p. 1398 - 1414.

19
[ 17649-59-1 ]
[ 27742-96-7 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1978,p. 1398 - 1414.

20
[ 17649-59-1 ]
[ 18779-88-9 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1978,p. 1398 - 1414.

21
[ 17649-59-1 ]
[ 69094-41-3 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1978,p. 1398 - 1414.

22
[ 17649-59-1 ]
[ 69094-42-4 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1978,p. 1398 - 1414.

23
[ 17649-59-1 ]
[ 56392-75-7 ]

References: [1]Journal of Medicinal Chemistry,1975,vol. 18,p. 733 - 736.

24
[ 17649-59-1 ]
[ 49561-92-4 ]

References: [1]Journal of Medicinal Chemistry,1973,vol. 16,p. 1334 - 1339.

25
[ 17649-59-1 ]
[ 56392-72-4 ]

References: [1]Journal of Medicinal Chemistry,1975,vol. 18,p. 733 - 736.

26
[ 17649-59-1 ]
[ 56392-71-3 ]

References: [1]Journal of Medicinal Chemistry,1975,vol. 18,p. 733 - 736.

27
[ 82265-64-3 ]
[ 60635-78-1 ]
[ 111495-74-0 ]
[ 17649-59-1 ]

References: [1]Organometallics,1988,vol. 7,p. 240 - 242.

28
[ 115076-29-4 ]
[ 501-65-5 ]
[ 762-42-5 ]
[ 115076-35-2 ]
[ 17649-59-1 ]

References: [1]Organometallics,1988,vol. 7,p. 1796 - 1801.

29
[ 126254-68-0 ]
[ 126206-83-5 ]
[ 17649-59-1 ]

References: [1]Polyhedron,1989,vol. 8,p. 2671 - 2676.

30
[ 82265-64-3 ]
[ 998-40-3 ]
[ 125828-96-8 ]
[ 17649-59-1 ]