Pivaloyl chloride, also known as trimethylacetyl chloride, is a reactive acyl chloride used in organic synthesis. It is a colorless liquid with a pungent odor. Pivaloyl chloride is synthesized by reacting pivalic acid (trimethylacetic acid) with thionyl chloride. This reaction proceeds through an intermediate acid chloride, which is then dehydrated to form the final product. Pivaloyl chloride is a valuable reagent in organic synthesis, used for various transformations, including acylation, esterification, and amidation reactions. Its bulky tertiary structure makes it sterically hindered, which can be beneficial in selective reactions. Pivaloyl chloride is used in the synthesis of pharmaceuticals, agrochemicals, and various fine chemicals. Its importance in research lies in its ability to introduce a pivaloyl group, which can enhance the properties of the target molecule. The pivaloyl group is often used to protect functional groups during multistep organic synthesis. Research on pivaloyl chloride is ongoing to explore its potential applications in various fields, including pharmaceuticals, materials science, and catalysis.'
| ID Source | ID |
|---|---|
| PubMed CID | 62493 |
| CHEMBL ID | 3183814 |
| SCHEMBL ID | 1404 |
| MeSH ID | M0164513 |
| Synonym |
|---|
| pivalyl chloride |
| 2,2-dimethylpropanoyl chloride |
| inchi=1/c5h9clo/c1-5(2,3)4(6)7/h1-3h |
| propanoyl chloride, 2,2-dimethyl- |
| trimethylacetyl chloride, 99% |
| 3282-30-2 |
| trimethylacetyl chloride |
| pivaloyl chloride |
| FT-0652320 |
| AKOS000121190 |
| NCGC00248779-01 |
| 2,2-dimethyl-propanoyl chloride |
| 2,2-dimethyl-propionyl chloride |
| pivaloylchloride |
| dtxcid907529 |
| cas-3282-30-2 |
| NCGC00258200-01 |
| dtxsid4027529 , |
| tox21_200646 |
| A821441 |
| P0677 |
| 2,2-dimethylpropionyl chloride |
| BBL011382 |
| pivaloyl chlorid |
| unii-jq82j0o21t |
| jq82j0o21t , |
| trimethylacetyl chloride [un2438] [poison] |
| einecs 221-921-6 |
| ec 221-921-6 |
| un2438 |
| STL146483 |
| SCHEMBL1404 |
| 2,2,2-trimethylacetyl chloride |
| neopentanoyl chloride |
| un 2438 |
| acetyl chloride, trimethyl- |
| trimethylacetic acid chloride |
| trimethylacetylchloride |
| trimethylacetyl-chloride |
| (ch3)3ccocl |
| t-butylcarbonyl chloride |
| tert-butylcarbonyl chloride |
| pivcl |
| pvcl |
| trimehtylacetyl chloride |
| pivaloylchlorid |
| piv-cl |
| trimethylacetyl choride |
| pivalic chloride |
| 2,2-dimethylpropionylchloride |
| tbucocl |
| pivaloyl-chloride |
| 2,2-dimethylpropanoylchloride |
| trimethylacetoyl chloride |
| 2,2-dimethyl-propionic acid chloride |
| pivalic acid chloride |
| 2,2,2-trimethylacetylchloride |
| 2,2-dimethylpropionicacid cloride |
| t-bucocl |
| trimethyl acetyl chloride |
| 2,2-dimethylpropionic acid chloride |
| pivalolyl chloride |
| trimethyl acetylchloride |
| 2,2-dimethyl propanoyl chloride |
| 1,1-dimethylethanecarbonyl chloride |
| tert-butyl chloro ketone |
| CHEMBL3183814 |
| J-523982 |
| pvaloyl chlorde |
| F2190-0014 |
| pivaloyl chloride, purum, >=98.0% (gc) |
| mfcd00000709 |
| 2,2-dimethyl-propionylchloride |
| Q2017164 |
| STR00119 |
| EN300-19178 |
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| progesterone receptor | Homo sapiens (human) | Potency | 28.0017 | 0.0004 | 17.9460 | 75.1148 | AID1346784; AID1346795 |
| retinoid X nuclear receptor alpha | Homo sapiens (human) | Potency | 17.8255 | 0.0008 | 17.5051 | 59.3239 | AID1159531 |
| estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 8.9339 | 0.0002 | 29.3054 | 16,493.5996 | AID743075 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 1 (14.29) | 18.7374 |
| 1990's | 2 (28.57) | 18.2507 |
| 2000's | 3 (42.86) | 29.6817 |
| 2010's | 1 (14.29) | 24.3611 |
| 2020's | 0 (0.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.
| This Compound (50.71) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 7 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||