3-(tert-Butyldimethylsilyloxy)glutaric anhydride
- Product Name
- 3-(tert-Butyldimethylsilyloxy)glutaric anhydride
- CAS No.
- 91424-40-7
- Chemical Name
- 3-(tert-Butyldimethylsilyloxy)glutaric anhydride
- Synonyms
- oxy)g;oxy)gL;RXAJGRHLLRGVSB-UHFFFAOYSA-N;3-TBDMSO-Glutaric Anhydride;3-(tert-Butyldimethylsilyloxy)glutaric;3-(t-BUTYLDIMETHYLSILOXY)GLUTARIC ANHYDRIDE;3-(t-Butyldimethylsilyloxy) Glutaric Anhydride;3-(TERT-BUTYLDIMETHYLSILYLOXY)GLUTARIC ANHYDRIDE;3-(tert-Butyldimethylsilyloxy)glutaric anhydride 99%;3-[(tert-ButyldiMethylsily)oxy]pentanedioic Anhydride
- CBNumber
- CB0273075
- Molecular Formula
- C11H20O4Si
- Formula Weight
- 244.36
- MOL File
- 91424-40-7.mol
3-(tert-Butyldimethylsilyloxy)glutaric anhydride Property
- Melting point:
- 79-81 °C(lit.)
- Boiling point:
- 302.4±35.0 °C(Predicted)
- Density
- 1.030
- Flash point:
- >113°(235°F)
- refractive index
- 1.4510
- storage temp.
- 2-8°C
- form
- Solid
- Appearance
- White to off-white Solid
- Sensitive
- Moisture Sensitive
- InChI
- InChI=1S/C11H20O4Si/c1-11(2,3)16(4,5)15-8-6-9(12)14-10(13)7-8/h8H,6-7H2,1-5H3
- InChIKey
- RXAJGRHLLRGVSB-UHFFFAOYSA-N
- SMILES
- C1(=O)OC(=O)CC(O[Si](C(C)(C)C)(C)C)C1
- CAS DataBase Reference
- 91424-40-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 341592
- Product name
- 3-(tert-Butyldimethylsilyloxy)glutaric anhydride
- Purity
- 99%
- Packaging
- 5g
- Price
- $123
- Updated
- 2023/01/07
- Product number
- B692130
- Product name
- 3-(tert-Butyldimethylsilyloxy)glutaric anhydride
- Packaging
- 2.5g
- Price
- $120
- Updated
- 2021/12/16
- Product number
- 075140
- Product name
- 3-(tert-Butyldimethylsilyloxy)glutaric anhydride
- Purity
- 95+%
- Packaging
- 5g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- FB40459
- Product name
- 3-(tert-Butyldimethylsilyloxy)glutaric anhydride
- Packaging
- 2g
- Price
- $91.6
- Updated
- 2021/12/16
- Product number
- FB40459
- Product name
- 3-(tert-Butyldimethylsilyloxy)glutaric anhydride
- Packaging
- 5G
- Price
- $146.5
- Updated
- 2021/12/16
3-(tert-Butyldimethylsilyloxy)glutaric anhydride Chemical Properties,Usage,Production
Uses
3-(tert-Butyldimethylsilyloxy)glutaric anhydride was employed as starting material for the preparation of labeling reagents.
Synthesis
91424-39-4
91424-40-7
The general procedure for the synthesis of 3-tert-butyldimethylsilyloxyglutaric anhydride from diethyl 3-(tert-butyldimethylsilyloxy)glutarate is as follows: B.4 - [[(dimethylethyl)dimethylsilyl]oxy]dihydro-2H-pyran-2,6(3H)-dione Part A: Methylsilyl ether (theoretical value 63.6 g, 200 mmol) was dissolved in methanol (200 ml), NaOH pellets (16.0 g, 400 mmol) were added and stirred at room temperature for 18 h under argon protection. The turbid yellow solution was evaporated to dryness and dried under vacuum to give the disodium salt as a light yellow solid. The disodium salt (42.1 g) was suspended in benzene (400 ml), acetic anhydride (200 ml) was added and refluxed under argon protection for 1.5 hours. The brown mixture was concentrated in vacuum and the residue was partitioned between ethyl acetate and half-saturated and NaHCO3 solution. The organic phase was washed with half-saturated and NaHCO3 and saturated NaCl solution, dried over Na2SO4 and evaporated to give the crude title anhydride as a brown solid. The crude product was dissolved in ether, Darco (3 g) was added, filtered through diatomaceous earth and evaporated. The crystallized residue was ground with cold hexane to give the pure title anhydride (33.26 g, 68% overall yield, based on diethyl 3-hydroxyglutarate) as white plate-like crystals with melting point 205 °C (decomposed) and 77°-78 °C (undecomposed).13C-NMR (15 MHz, CDCl3) δ: 5.22, 17.64, 25.31, 38.88, 61.87 , 165.26 ppm.
References
[1] Patent: US4804770, 1989, A
[2] Journal of Organic Chemistry, 1984, vol. 49, # 19, p. 3657 - 3659
[3] Journal of Organic Chemistry, 1988, vol. 53, # 10, p. 2374 - 2378
[4] Journal of Medicinal Chemistry, 1987, vol. 30, # 10, p. 1858 - 1873
[5] European Journal of Organic Chemistry, 2014, vol. 2014, # 3, p. 631 - 638
3-(tert-Butyldimethylsilyloxy)glutaric anhydride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-(tert-Butyldimethylsilyloxy)glutaric anhydride manufacturers
- Product
- 3-(tert-Butyldimethylsilyloxy)glutaric anhydride 91424-40-7
- Price
- US $0.00/Kg/Drum
- Min. Order
- 10g
- Purity
- 99%
- Supply Ability
- 50mt/year
- Release date
- 2021-06-23
- Product
- 3-(tert-butyldimethylsilyloxy)glutaric anhydride 91424-40-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200
- Release date
- 2023-07-07
- Product
- 3-TBDMSO-Glutaric Anhydride 91424-40-7
- Price
- US $30.00-28.00/Kg
- Min. Order
- 1Kg
- Purity
- 99.0% up
- Supply Ability
- 50 tons per month
- Release date
- 2023-05-31