3-Chloropivaloyl chloride

Base Information

• Chemical Name: 3-Chloropivaloyl chloride
• CAS No.: 4300-97-4
• Deprecated CAS: 106847-57-8
• Molecular Formula: C5H8Cl2O
• Molecular Weight: 155.024
• Hs Code.: 29159000
• European Community (EC) Number: 224-311-8
• UN Number: 9263
• UNII: 6UH44S0ZZF
• DSSTox Substance ID: DTXSID0027567
• Nikkaji Number: J26.727I
• Wikidata: Q27265544
• ChEMBL ID: CHEMBL3183011
• Mol file: 4300-97-4.mol

Synonyms:3-Chloropivaloyl chloride;4300-97-4;3-chloro-2,2-dimethylpropanoyl chloride;3-Chloro-2,2-dimethylpropionyl chloride;CHLOROPIVALOYL CHLORIDE;Propanoyl chloride, 3-chloro-2,2-dimethyl-;beta-Chloropivaloyl chloride;UNII-6UH44S0ZZF;6UH44S0ZZF;DTXSID0027567;EINECS 224-311-8;NA9263;3-Chloro-2,2-dimethylpropaneyl chloride;b-Chloropivaloyl Chloride;ss-Chloropivaloyl chloride;SCHEMBL165457;DTXCID307567;CHEMBL3183011;MQZNDDUMJVSIMH-UHFFFAOYSA-;STR01915;Tox21_201227;MFCD00000710;.BETA.-CHLOROPIVALOYL CHLORIDE;AKOS009031437;3-chloro-2,2-dimethylpropionylchloride;2,2-dimethyl-3-chloropropionyl chloride;NCGC00248964-01;NCGC00258779-01;.BETA.-CHLOROPIVALIC ACID CHLORIDE;3-chloro-2,2-dimethyl propanoyl chloride;3-chloro-2,2-dimethyl-propionyl chloride;CAS-4300-97-4;C1243;FT-0615516;Chloropivaloyl chloride [NA9263] [Poison];EN300-20325;3-Chloro-2,2-dimethylpropionyl chloride, 98%;D78027;3-CHLORO-2,2-DIMETHYLPROPIONOYL CHLORIDE;PROPIONYL CHLORIDE, 3-CHLORO-2,2-DIMETHYL-;Q-200372;Q27265544;F2190-0037;.BETA.-CHLORO-.ALPHA.,.ALPHA.-DIMETHYLPROPIONYL CHLORIDE

Chemical Property of 3-Chloropivaloyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to light yellow-brown liquid
• Vapor Pressure: 2.44mmHg at 25°C
• Melting Point: -15oC
• Refractive Index: 1.4530
• Boiling Point: 160 °C at 760 mmHg
• Flash Point: 69.2 °C
• PSA: 17.07000
• Density: 1.183 g/cm³
• LogP: 2.01680
• Water Solubility.: reacts
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 153.9952203
• Heavy Atom Count: 8
• Complexity: 98.6
• Transport DOT Label: Poison Inhalation Hazard Corrosive

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-2,2-dimethylpropanoylchloride >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: C,Xi,T+
• Statements: 34-36/37-23-22-26
• Safety Statements: 26-36/37/39-45-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CC(C)(CCl)C(=O)Cl
• Uses: 3-Chloropivaloyl Chloride is useful in the synthesis of compounds with antimicrobial and antioxidant activities.

Technology Process of 3-Chloropivaloyl chloride

There total 10 articles about 3-Chloropivaloyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

3-chloropivalic acid (13511-38-1) → 3-Chloropivaloyl chloride (4300-97-4)

Guidance literature:

3-chloropivalic acid; at 90 ℃; for 0.5h;

In N,N-dimethyl-formamide; at 90 - 95 ℃; for 0.5h;

With phosgene; In N,N-dimethyl-formamide; at 90 - 95 ℃; for 2h; Temperature; Reagent/catalyst;

Reference yield: 24.0%

1,2-dichloro-2-methylpropane (594-37-6) → 3-Chloropivaloyl chloride (4300-97-4)

Guidance literature:

With trifluorormethanesulfonic acid; In tetrachloromethane; at -25 ℃; for 1h; under 37503 Torr;

DOI:10.1016/S0040-4039(00)80549-3

Reference yield:

1,2-dichloro-2-methylpropane (594-37-6) → 3-Chloropivaloyl chloride (4300-97-4)

Guidance literature:

With 1,2,3-trichlorobenzene; AlCl₃; In CO;

upstream raw materials:

pivaloyl chloride

3-chloropivalic acid

3-Hydroxy-2,2-dimethylpropanoic acid

Trimethylacetic acid

Downstream raw materials:

4,4-dimethyl-1-o-tolyl-pyrazolidin-3-one

3-Chloro-2,2-dimethyl-propionic acid 2-(2,4-dimethyl-phenyl)-5,5-dimethyl-3-oxo-cyclohex-1-enyl ester

2-Methyl-pentanoic acid [3-(3-chloro-2,2-dimethyl-propionylamino)-phenyl]-amide

3'-(2,2-dimethyl-3-chloropropionamido)2,2-dimethylvaleranilide

Refernces

• 1、 Yan, Xufei,Sun, Huihui,Xiang, Haifeng,Yu, Da-Gang,Luo, Daibing,Zhou, Xiangge. "Palladium-catalyzed C(carbonyl)-C bond cleavage of amides: a facile access to phenylcarbamate derivatives with alcohols". supporting information. p. 8606 - 8609. Retrieved 2018/08/06.
• 2、 Schiedler, David A.,Lu, Yi,Beaudry, Christopher M.. "Reductive synthesis of aminal radicals for carbon-carbon bond formation". supporting information. p. 1160 - 1163. Retrieved 2014/03/21.