ChemicalBook > CAS DataBase List > dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
- Product Name
- dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
- CAS No.
- 1459-96-7
- Chemical Name
- dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
- Synonyms
- o[2.2.2]octane-1,4-dicarboxyL;iMethyl bicyclo[2.2.2]octane-1,4-dicarboxylate;Dimethyl bicyclo[2.2.2]octane-l,4-dicarboxylate;DiMethyl -bicyclo[2.2.2]octan-1,4-dicarboxylate;Dimethyl bioyclo[2.2.2]octane-1,4-dicarboxylate;dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate;2,2-diMethylbicyclo[2.2.2]octane-1,4-dicarboxylate;1,4-dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate;Bicyclo[2.2.2]octane-1,4-dicarboxylic acid dimethyl ester;Dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate - [D13683]
- CBNumber
- CB61512357
- Molecular Formula
- C12H18O4
- Formula Weight
- 226.27
- MOL File
- 1459-96-7.mol
More
Less
dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate Property
- Boiling point:
- 273.6±20.0 °C(Predicted)
- Density
- 1.205±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C12H18O4/c1-15-9(13)11-3-6-12(7-4-11,8-5-11)10(14)16-2/h3-8H2,1-2H3
- InChIKey
- HDOVTVDGSLEUSK-UHFFFAOYSA-N
- SMILES
- C12(C(OC)=O)CCC(C(OC)=O)(CC1)CC2
More
Less
Safety
- HS Code
- 2918999090
More
Less
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
More
Less
N-Bromosuccinimide Price
TRC
- Product number
- D472968
- Product name
- Dimethylbicyclo[2.2.2]octane-1,4-dicarboxylate
- Packaging
- 10g
- Price
- $75
- Updated
- 2021/12/16
Apolloscientific
- Product number
- OR307146
- Product name
- Dimethylbicyclo[2.2.2]octane-1,4-dicarboxylate
- Packaging
- 1g
- Price
- $85
- Updated
- 2021/12/16
SynQuest Laboratories
- Product number
- 2223-1-62
- Product name
- Dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
- Packaging
- 1g
- Price
- $93
- Updated
- 2021/12/16
Activate Scientific
- Product number
- AS59332
- Product name
- 1,4-Dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $125
- Updated
- 2021/12/16
Synthonix
- Product number
- D13683
- Product name
- Dimethylbicyclo[2.2.2]octane-1,4-dicarboxylate
- Purity
- 95+%
- Packaging
- 10g
- Price
- $130
- Updated
- 2021/12/16
More
Less
dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate Chemical Properties,Usage,Production
Uses
Dimethyl Bicyclo[2.2.2]octane-1,4-dicarboxylate is used in preparation of cycloalkanecarboxamides and related compounds as modulators of the integrated stress pathway.
Synthesis
106004-06-2
1459-96-7
General procedure for the synthesis of dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate from dimethyl 1-(2-chloroethyl)cyclohexane-1,4-dicarboxylate: 2.5 M hexane solution of n-butyllithium (53.6 mL) was added slowly and dropwise to a solution of diisopropylamine (18.7 mL) in tetrahydrofuran (180 mL) cooled to -30 °C. The reaction mixture was stirred between -20°C and -30°C for 20 minutes and subsequently cooled to -78°C. The solution was slowly added to a tetrahydrofuran (440 mL) mixture of dimethyl dicyclo[2.2.2]octane-1,4-dicarboxylate (32 g) and hexamethylphosphorotriamine (90 mL), the product of Step A, that was cooled to -78°C over a period of 30 minutes, ensuring that the temperature of the mixture did not exceed -70°C. Stirring was continued at -78 °C for 25 minutes, followed by slow warming of the reaction mixture to room temperature over 110 hours. After being kept at room temperature for 11 h, the reaction was quenched with saturated aqueous ammonium chloride solution. Volatiles were removed by evaporation and the reaction mixture was diluted with cyclohexane and water. The aqueous phase was separated and extracted three times with cyclohexane. The combined organic phases were washed sequentially with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was recrystallized by cyclohexane to give dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate (13.8 g, 50% yield). Mass spectral analysis showed [MH]+ = 227.
References
[1] Australian Journal of Chemistry, 1985, vol. 38, # 11, p. 1705 - 1718
[2] Patent: WO2006/128184, 2006, A2. Location in patent: Page/Page column 164-165
[3] Patent: WO2008/63671, 2008, A2. Location in patent: Page/Page column 177
[4] Synthetic Communications, 2007, vol. 37, # 8, p. 1267 - 1272
[5] Patent: US6649600, 2003, B1. Location in patent: Page/Page column 51-52
dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
More
Less
dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate Suppliers
- Tel
- 021-54540637 18621091017
- Fax
- 021-34978309
- sales@amaspharm.com
- Country
- China
- ProdList
- 781
- Advantage
- 62
- Tel
- 21-57721279
- Fax
- QQ：14057904
- sales@shydchem.com.cn
- Country
- China
- ProdList
- 998
- Advantage
- 56
- Tel
- 0571-56501939;0571-56076030 13757145729
- Fax
- 0571-56501939
- sales@copiore.com
- Country
- China
- ProdList
- 299
- Advantage
- 58
- Tel
- 022-23989838 13810451150
- 44766350@qq.com
- Country
- China
- ProdList
- 2348
- Advantage
- 58
- Tel
- 0573-85285100 18627885956
- Fax
- 0573-85285100
- isenchem@163.com
- Country
- China
- ProdList
- 9310
- Advantage
- 66
- Tel
- 021-50795510 4000665055
- Fax
- 021-50795055
- sales@accelachem.com
- Country
- China
- ProdList
- 11035
- Advantage
- 64
- Tel
- 025-83697070
- Fax
- +86-25-83453306
- info@chemlin.com.cn
- Country
- China
- ProdList
- 15883
- Advantage
- 64
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
- Tel
- Fax
- E-Mail Inquiry
- info@syntechem.com
- Country
- China
- ProdList
- 12984
- Advantage
- 57
- Tel
- 0370-2785118 17550508557
- Fax
- QQ：3470079902
- 675141927@qq.com
- Country
- China
- ProdList
- 3199
- Advantage
- 55
- Tel
- +86 943-8535351 13389336721
- Fax
- +86-943-8535351
- sales@chengzechem.com
- Country
- China
- ProdList
- 289
- Advantage
- 58
- Tel
- 025-58196018 800028039
- Fax
- 025-83453306
- sales@fartop.net
- Country
- China
- ProdList
- 2229
- Advantage
- 55
- Tel
- 18652989687
- Fax
- +86-25-52131256
- sales@norris-pharm.com
- Country
- China
- ProdList
- 8878
- Advantage
- 55
- Tel
- 025-66113011 17798518460
- Fax
- (1)02557626880
- cfzhang@aikonchem.com
- Country
- China
- ProdList
- 19913
- Advantage
- 55
- Tel
- (86) 21 51969655
- Fax
- (86) 21 51969655， QQ：33109286， 263541193
- Country
- China
- ProdList
- 487
- Advantage
- 22
- Tel
- 021-68712331 39130253
- Fax
- 18621350903
- aokchem@gmail.com
- Country
- China
- ProdList
- 332
- Advantage
- 58
- Tel
- 0319-5801333-8008 15630992918
- sales@summedchem.com
- Country
- China
- ProdList
- 965
- Advantage
- 58
- Tel
- 15800326364 18051538752
- 582512789@qq.com
- Country
- China
- ProdList
- 449
- Advantage
- 55
- Tel
- 0512-56316828 4008675858
- Fax
- +86-512-56316826
- sales@amateksci.com
- Country
- China
- ProdList
- 9874
- Advantage
- 55
- Tel
- 400-6087598 15021221957
- Fax
- 4006087598-8012
- order@canspecsci.com
- Country
- China
- ProdList
- 2001
- Advantage
- 56
- Tel
- 19916721580
- Fax
- QQ：3154870176
- mafarm@126.com
- Country
- China
- ProdList
- 4542
- Advantage
- 58
- Tel
- sales@ahpharmatech.com
- Country
- China
- ProdList
- 5734
- Advantage
- 55
- Tel
- 86-021-54933292
- Fax
- 86-021-54933292
- sales@racechemical.com
- Country
- China
- ProdList
- 239
- Advantage
- 50
- Tel
- 021-60455363 18019463053
- Fax
- 50966098
- sales@coolpharm.com
- Country
- China
- ProdList
- 12346
- Advantage
- 58
- Tel
- 027-59599241 18871490274
- Fax
- 027-59599241
- 1400878000@qq.com
- Country
- China
- ProdList
- 9858
- Advantage
- 58
- Tel
- 021-50426030 13856289449
- Fax
- 021-50426030
- 2630597085@qq.com
- Country
- China
- ProdList
- 1889
- Advantage
- 55
- Tel
- 010-60400365-8001 15910885229
- Fax
- 010-60400361
- service@bellenchem.com
- Country
- China
- ProdList
- 4514
- Advantage
- 60
- Tel
- 18020011318 18630949181
- sales@cosychem.com
- Country
- China
- ProdList
- 642
- Advantage
- 55
- Tel
- 025-58862853 18915922038
- Fax
- +86-025-58862853
- sales@endesachem.com
- Country
- China
- ProdList
- 591
- Advantage
- 58
- Tel
- 86-(0)21-31261262 373522135
- Fax
- 86-(0)21-33250524
- sales@novochemy.com
- Country
- China
- ProdList
- 6498
- Advantage
- 58
- Tel
- 021-56789108 18694901298
- Fax
- 021-56789108
- 95413064@qq.com
- Country
- China
- ProdList
- 299
- Advantage
- 56
- Tel
- 0512-62910395 17751098781
- Fax
- 0512-62910396
- sales@crstpharma.com
- Country
- China
- ProdList
- 499
- Advantage
- 58
- Tel
- 021-34979681; 17701870669
- Fax
- 021-34979681
- 41513101@qq.com
- Country
- China
- ProdList
- 1785
- Advantage
- 55
- Tel
- 0371-53765687 18937137882
- Fax
- QQ:2885373884
- 2853979813@qq.com
- Country
- China
- ProdList
- 7991
- Advantage
- 55
- Tel
- 0931-8235634 13321316780
- Fax
- +86(931) 4873122
- 1455540579@qq.com
- Country
- China
- ProdList
- 958
- Advantage
- 55
- Tel
- 021-61312847; 18021002903
- Fax
- QQ:3008007432
- 3008007409@qq.com
- Country
- China
- ProdList
- 71826
- Advantage
- 60
- Tel
- 0371-55289822 18737195735
- Fax
- QQ：2370407954
- 2370407954@qq.com
- Country
- China
- ProdList
- 1981
- Advantage
- 55
- Tel
- 13391486464
- Fax
- QQ:14748090
- samwjf@163.com
- Country
- China
- ProdList
- 3086
- Advantage
- 55
- Tel
- 028-83379370 13880556291
- Fax
- 028-87747383
- tcy@tcypharm.com
- Country
- China
- ProdList
- 7218
- Advantage
- 58
- Tel
- 571-89925085
- Fax
- 0086-571-89925065
- sales@amadischem.com
- Country
- China
- ProdList
- 131957
- Advantage
- 58
- Tel
- 400-8210725 400821072
- Fax
- 021-58955996
- malulu@leyan.com
- Country
- China
- ProdList
- 25000
- Advantage
- 58
- Tel
- 15981811963
- Fax
- QQ：1410472904
- 1410472904@qq.com
- Country
- China
- ProdList
- 5825
- Advantage
- 58
- Tel
- 021-54338626 18017892860
- Fax
- 021-54338626
- sales@tubepharm.com
- Country
- China
- ProdList
- 2572
- Advantage
- 58
- Tel
- 021-000000 13917643586;
- admin@jingshipharmatech.com
- Country
- China
- ProdList
- 9856
- Advantage
- 58
- Tel
- 021-18017654 18017654809
- Fax
- 2271705492
- sales@vigorchem.cn
- Country
- China
- ProdList
- 958
- Advantage
- 58
- Tel
- 028-84641798 18782128315
- 3302391190@qq.com
- Country
- China
- ProdList
- 9799
- Advantage
- 55
- Tel
- zhiqianbio@126.com
- Country
- China
- ProdList
- 19778
- Advantage
- 58
- Tel
- +86-0571-85134551
- Fax
- 008657185134895
- sales@afinechem.com
- Country
- China
- ProdList
- 15109
- Advantage
- 58
- Tel
- +86-25-58393656
- Fax
- +86-25-58393656
- sales@hengbeichem.cn
- Country
- China
- ProdList
- 6854
- Advantage
- 58
- Tel
- +86-0551-65418671 +8618949823763
- Fax
- 0551-65418697
- sales@tnjchem.com
- Country
- China
- ProdList
- 34563
- Advantage
- 58
More
Less
View Lastest Price from dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate manufacturers
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
- Product
- Dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate 1459-96-7
- Price
- US $2.00-5.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-19
Shaanxi Dideu New Materials Co. Ltd
- Product
- dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate 1459-96-7
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-06-11
Career Henan Chemical Co
- Product
- dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate 1459-96-7
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2020-01-09
1459-96-7, dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylateRelated Search:
BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER
Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid
DiMethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate
6-((benzyloxy)methyl)spiro[3.3]heptan-2-one
DiMethyl bicyclo[2.2.1]heptane-1,4-carboxylate
bicyclo[2.2.1]heptan-2-amine
bicyclo[2.2.1]heptane-1,4-dicarboxylic acid
Potassium Bicyclo[2.2.1]heptan-2-yltrifluoroborate
5-NORBONENE-2-METHANAMINE
bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride
Bicyclo[2.2.1]heptane-2,5-diol
Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid
1-Aminomethylbicyclo[2.2.2]octane
bicyclo[2.2.2]octan-1-ylmethanamine hydrochloride
Bicyclo[4.1.0]heptan-2-one
4-Hydroxymethylbenzocyclobutene
Bicyclo[3.1.0]hexan-3-ol
BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID