5856-79-1

Basic information

• Product Name: DL-2-METHYLBUTYRYL CHLORIDE
• Synonyms: 2-METHYLBUTYROYL CHLORIDE;2-METHYLBUTYRYL CHLORIDE
• CAS NO: 5856-79-1
• Molecular Formula: C₅H₉ClO
• Molecular Weight: 120.58
• EINECS: 260-787-3
• Mol File: 5856-79-1.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 117-121 °C(lit.)
• Flash Point: 68 °F
• Appearance: /
• Density: 0.972 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.418(lit.)
• CAS DataBase Reference: DL-2-METHYLBUTYRYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DL-2-METHYLBUTYRYL CHLORIDE(5856-79-1)
• EPA Substance Registry System: DL-2-METHYLBUTYRYL CHLORIDE(5856-79-1)

Safety Data

• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 16-26-36/37/39-45
• RIDADR: UN 2924 3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 5856-79-1(Hazardous Substances Data)

Usage

General Description

DL-2-Methylbutyryl chloride, also known as 2-Methylbutyryl chloride, is a chemical compound with the formula C5H9Cl. It is a colorless liquid with a pungent odor and is used as a reagent in organic synthesis. It is commonly used as an intermediate in the production of various pharmaceuticals, agrochemicals, and other organic compounds. 2-Methylbutyryl chloride is a versatile building block in organic chemistry and is used in the synthesis of various compounds such as acids, alcohols, and ketones. It is important to handle this compound with caution as it is considered to be corrosive and can cause irritation to the skin, eyes, and respiratory system upon contact or inhalation.

Upstream product

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• 119520-48-8 2-Methyl-N-pyridin-3-yl-thiobutyrimidic acid pyridin-2-yl ester 
• 119520-53-5 2-Methyl-N-pyridin-3-yl-butyramide 
• 80-59-1 Tiglic acid 
• 34907-98-7 1.1.3-Trichlor-butadien-(1.3)-carbonsaeure-⁽²⁾ 
• 98-88-4 benzoyl chloride 

Downstream Products

• 54147-45-4 1-chloro-3-methyl-pentan-2-one 
• 114097-59-5 butyryl-(2-methyl-butyryl)-amine 
• 595-84-6 2-ethyl-2-methylmalonic acid 
• 105374-58-1 3β,12α-bis-((Ξ)-2-methyl-butyryloxy)-solanid-5-ene 
• 938-87-4 2-methyl-1-phenyl-butan-1-one 
• 25228-75-5 2-Methyl-N-(3-propionylamino-phenyl)-butyramide 
• 19549-84-9 3-butyl ketone 
• 36024-71-2 N,N-Bis-(2-chloro-ethyl)-2-methyl-butyramide 
• 90269-48-0 1-(4-chlorophenyl)-2-methylbutan-1-one 
• 134031-13-3 Se-Benzyl 2-methylbutaneselenoate 
• 67049-70-1 3',4'-Dimethoxy-2-methyl-butyrophenon 
• 58989-20-1 trans-pseudoisoeugenyl-2-methyl butyrate 
• 98192-72-4 DL-ethyl 2-methylbutyrylacetate 
• 20754-04-5 3-methyloctan-4-one 

Relevant articles and documents

Pd/Cu-Catalyzed Cascade C(sp3)-H Arylation and Intramolecular C-N Coupling: A One-Pot Synthesis of 3,4-2 H-Quinolinone Skeletons

In this letter, we successfully explored a cascade Pd/Cu-catalyzed intermolecular C(sp3)-H arylation of amides and intramolecular C-N coupling reaction. This method provides a one-pot strategy to synthesize 3,4-2H-quinolinone with good regioselectivity of C-H arylation and C-N coupling from C-I and C-X bonds from readily available starting materials.

Stereocontrol in Preparation of Cyclopalladated Alkylaromatic Oximes and Evaluation of Their Stereoselective Esterase-Type Catalytic Activity

The stereochemistry of 2′-methylbutyrophenone oxime, the rates of ortho-palladation of its E- and Z-isomers, and catalytic activity of the respective Pd complexes were studied. The full stereoisomeric composition of oximes was established for the first time by means of supercritical fluid chromatography on chiral polysaccharide column. It was shown that enantiomeric excesses of both E/Z-isomers of (S)-2′-methylbutyrophenone oxime (1S) and (R)-2′-methylbutyrophenone oxime (1R) were equal to 92 ± 2. The cyclopalladation study revealed that while E-isomer is ortho-palladated very quickly its Z-counterpart does not enter this reaction. However, upon coordination to Pd(II), Z-oxime slowly isomerizes into E-form with fast subsequent cyclopalladation, so it was possible to perform ortho-palladation of E-oxime in kinetic resolution mode with removal of unreacted Z-oxime. Comparatively rare cis-structure of cyclopalladated oxime dimer was proved by means of single-crystal X-ray study. For the first time, it was shown that ortho-palladated chiral oximes behave as enantioselective catalyst in the hydrolysis of chiral esters.

Pd(II)-Catalyzed Direct Sulfonylation of Unactivated C(sp3)-H Bonds with Sodium Sulfinates

A Pd(II)-catalyzed sulfonylation of unactivated C(sp3)-H bonds with sodium arylsulfinates using an 8-aminoquinoline auxiliary is described. This reaction demonstrates excellent functional group tolerance with respect to both the caboxamide starting material and the sodium arylsulfinate coupling partner, affording a broad range of aryl alkyl sulfones. Moreover, the late-stage modification of complex molecules was achieved via this sulfonylation protocol.