- Chloromethyl pivalate
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- $13.00
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2026-09-18
- CAS:18997-19-8
- Min. Order: 1kg
- Purity: 99.0%
- Supply Ability: 500MT
- Chloromethyl Pivalate
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- $5.00
-
2026-05-28
- CAS:18997-19-8
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 10000kg
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| | Chloromethyl pivalate Basic information |
| | Chloromethyl pivalate Chemical Properties |
| Melting point | <-40°C | | Boiling point | 146-148 °C (lit.) | | density | 1.045 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.417(lit.) | | Fp | 104 °F | | storage temp. | Inert atmosphere,2-8°C | | solubility | Chloroform (Slightly), Ethyl Acetate (Sparingly) | | form | Liquid | | Specific Gravity | 1.038 | | color | Clear colorless to slightly yellow | | Water Solubility | Miscible with most organic solvents. Immiscible with water. | | BRN | 1560838 | | InChI | 1S/C6H11ClO2/c1-6(2,3)5(8)9-4-7/h4H2,1-3H3 | | InChIKey | GGRHYQCXXYLUTL-UHFFFAOYSA-N | | SMILES | CC(C)(C)C(=O)OCCl | | CAS DataBase Reference | 18997-19-8(CAS DataBase Reference) | | NIST Chemistry Reference | Propanoic acid, 2,2-dimethyl-, chloromethyl ester(18997-19-8) | | EPA Substance Registry System | Propanoic acid, 2,2-dimethyl-, chloromethyl ester (18997-19-8) |
| Hazard Codes | Xn,Xi | | Risk Statements | 10-20/21/22-36/37/38 | | Safety Statements | 16-26-36-41-36/37/39 | | RIDADR | UN 3272 3/PG 3 | | WGK Germany | 3 | | TSCA | TSCA listed | | HazardClass | 3 | | PackingGroup | III | | HS Code | 29159000 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3 |
| | Chloromethyl pivalate Usage And Synthesis |
| Description |
Chloromethyl pivalate (CP) is an electrolyte solvent used in novel lithium-oxygen (Li-O2) batteries. As the structure of CP does not contain any α-H atoms, CP-based electrolytes exhibit excellent chemical stability in both superoxide radical solutions and the actual Li-O2 battery environment, effectively resisting the corrosive effects of superoxide radicals. Furthermore, even without the use of a catalyst in the cathode of the Li-O2 battery, the battery demonstrates high specific capacity and good cycling stability[6].
| | Chemical Properties | Clear colorless to slightly yellow liquid | | Uses | Chloromethyl pivalate was used in the synthesis of pivaloyloxy methyl ester of ofloxacin as prodrug. It was used as the reagent during the synthesis of an isoindoline-annulated, tricyclic sultam library via microwave-assisted, continuous-flow organic synthesis. | | Application | Chloromethyl pivalate is a pharmaceutical intermediate compound used in the synthesis of active pharmaceutical ingredients. It is also involved in the acylation reaction with 9-(2-phosphonomethoxyethyl)adenine. It is used as a protecting agent for the N-protection of amines. It is also used in the preparation of thivaloyloxymethyl ester of ofloxacin as a prodrug. It is also used in the preparation of sulbactam pivoxil by reaction with the sodium salt of sulbactam. Besides, it is used as a reagent in the synthesis of isoindoline cyclic and continuous flow organic synthesis. | | General Description | Chloromethyl pivalate reacts with sodium salt of sulbactam to yield sulbactam pivoxil. It undergoes acylation reaction with 9-(2-phosphonylmethoxyethyl)adenine (PMEA) to yield bis(pivaloyloxymethyl) PMEA. | | Synthesis | Chloromethyl pivalate is prepared by the reaction of formaldehyd and pivaloyl chloride. The specific synthesis steps are as follows:
A mixture of pivaloyl chloride (8.56 g, 71 mmol), paraformaldehyde (2.13 g, 71 mmol) and zinc chloride (75 mg, 0.55 mmol) was stirred at 80 °C for 2 h. Purification by vacuum distillation afforded chloromethyl pivalate (41) as a colourless oil (6.29 g, 44.7 mmol, 59%). bp 80 °C/15 mmHg [lit.1 bp 80-81 °C/15 mmHg]; 1H NMR (400 MHz, CDCl3) δ 1.24 (9H, s, tBu), 5.72 (2H, s, CH2).
 | | References | [1] Synthetic Communications, 1995, vol. 25, # 18, p. 2739 - 2749
[2] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 13, p. 3997 - 4011
[3] Patent: WO2013/133726, 2013, A1. Location in patent: Page/Page column 76
[4] Tetrahedron Letters, 1989, vol. 30, # 51, p. 7141 - 7144
[5] Journal of Pharmaceutical Sciences, 1994, vol. 83, # 9, p. 1269 - 1273
[6] Taoran Li . (2017). Chloromethyl pivalate based electrolyte for non-aqueous lithium oxygen batteries. Chinese Chemical Letters, 28 11, Pages 2155-2158. https://doi.org/10.1016/j.cclet.2017.09.021
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| | Chloromethyl pivalate Preparation Products And Raw materials |
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