57392-44-6

Basic information

• Product Name: 2,2,2-TRICHLOROETHYL BUTYRATE
• Synonyms: 2,2,2-TRICHLOROETHYL BUTYRATE
• CAS NO: 57392-44-6
• Molecular Formula: C₆H₉Cl₃O₂
• Molecular Weight: 219.49
• Product Categories: C6 to C7;Carbonyl Compounds;Esters
• Mol File: 57392-44-6.mol
• Article Data: 3

Chemical Properties

• Flash Point: 95 °C
• Appearance: /
• Density: 1.281 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.456
• CAS DataBase Reference: 2,2,2-TRICHLOROETHYL BUTYRATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-TRICHLOROETHYL BUTYRATE(57392-44-6)
• EPA Substance Registry System: 2,2,2-TRICHLOROETHYL BUTYRATE(57392-44-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 57392-44-6(Hazardous Substances Data)

Usage

General Description

2,2,2-TRICHLOROETHYL BUTYRATE is a chemical compound that belongs to the group of chloroalkyl esters. It is a colorless to pale yellow liquid with a fruity odor, and it is insoluble in water but soluble in organic solvents. 2,2,2-TRICHLOROETHYL BUTYRATE is primarily used as a solvent and as a chemical intermediate in the synthesis of other organic compounds. It is also known to be a potential irritant and can cause skin and eye irritation upon contact. Additionally, it is considered to be potentially harmful to aquatic life, and proper safety measures should be taken when handling and disposing of this chemical.

Upstream product

• 106-31-0 butanoic acid anhydride 
• 115-20-8 1,1,1-trichloroethanol 
• 141-75-3 butyryl chloride 
• 123-72-8 butyraldehyde 
• 75-87-6 chloral 

Downstream Products

• 141484-97-1 benzyl 6'-O-butyryl-β-lactoside 
• 134604-10-7 1-(4-(1-ethoxyethoxy)phenyl)ethyl butyrate 
• 540529-26-8 N-(4-methylbenzyl)butyramide 
• 6283-13-2 N-(2-phenylethyl)butanamide 
• 471843-19-3 1-phenoxy-2-pentyl butanoate 
• 115114-96-0 (+)-menthyl butyrate 
• 6070-14-0 (-)-menthyl butyrate 
• 174309-44-5 Butyric acid (R)-1-methyl-2-phenoxy-ethyl ester 
• 115-20-8 1,1,1-trichloroethanol 
• 2639-63-6 hexyl butyrate 
• 108535-20-2 2-O-butyryl-6-O-(tert-butyldiphenylsilyl)glucose 
• 131701-87-6 (S)-(-)-5-p-toluenesulfonylpentane-2-ol 
• 155729-11-6 (S)-1-Methyl-4-(p-tolylsulfonyl)butyl butanoate 
• 131701-88-7 (S)-1-(Toluene-4-sulfonyl)-pentan-3-ol 

Relevant articles and documents

The selective enzymatic synthesis of lipophilic esters of swainsonine

The potent and specific inhibitor of Golgi α-mannosidase II, swainsonine (SW) has been isolated in high yield from Swainsona procumbens and derivatised by regiospecific enzymatic reactions. In this study the regioselectivity of three commercially available enzymes, subtilisin Carlsberg, porcine pancreatic lipase (PPL) and Candida cylindracea lipase was determined for the acylation of swainsonine in predominantly anhydrous organic medium. The use of subtilisin in pyridine facilitated the single step synthesis of 2-O-butyryl-SW in a 23% yield, whilst catalysis by PPL in tetrahydrofuran gave 2-O-butyryl-SW (6%) and 1,2-di-O-butyryl-SW (31%). Copyright (C) 1999 Elsevier Science Ltd.

Enzymes in Organic Synthesis. 4. Investigation of the Pancreatin-Catalyzed Acylation of cis-Cyclopent-2-ene-1,4-diol with Various Trichloroethyl and Vinyl Alkanoates

During the pancreatin-catalyzed acetylation of the meso-diol 1 with 2,2,2-trichloroethyl acetate (2a) in tetrahydrofuran/triethylamine, the enantiomeric monoacetates 3a and ent-3a are formed at nearly equal rates. ent-3a is rapidly acetylated in a second enzyme-catalyzed step, forming 4a, whereas 3a resists further enzymatic acetylation.Thus, the monoacetate 3a can be obtained in 48 percent yield with an enantiomeric excess (e.e.) of more than 99 percent. 2,2,2-Trichloroethyl propanoate and butanoate give the corresponding monoacylation products even in slightly better yields, whereas the octanoate affords the monoacylation product with a lower enantiomeric excess. 2,2,2-Trichloroethyl monochloroacetate provides the monoacylation product in a 40 percent yield with an e.e. of 90 percent.The dichloroacetate, however, affords the diacylation product exclusively in an enzyme-independent chemical reaction.With the 2,2,2-trichloroethyl esters of isobutyric, phenylacetic, and benzoic acid no transesterification could be achieved within 24 hours.The application of vinyl acetate, however, represents a significant improvement in the synthesis of enantiomerically pure monoacetate 3a from meso-diol 1.