1694-31-1

Basic information

• Product Name: tert-Butyl acetoacetate
• Synonyms: T-BUTYL ACETOACETATE;TBAA;tert-Butyl acetoacetate, 97% 100ML;tert-Butyl Oxobutyrate;Acetyl tertiary butyl acetate;Anti-Actin-pan, C-Terminal antibody produced in rabbit;actba;ANTI-DANRE ACTBA (CENTER) antibody produced in rabbit
• CAS NO: 1694-31-1
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19
• EINECS: 216-904-5
• Product Categories: Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Others ,Azetidines;Organics;C8 to C9;Carbonyl Compounds;Esters
• Mol File: 1694-31-1.mol

Chemical Properties

• Melting Point: -38 °C
• Boiling Point: 190 °C
• Flash Point: 150 °F
• Appearance: clear/Liquid
• Density: 0.954 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.749mmHg at 25°C
• Refractive Index: n20/D 1.419
• Storage Temp.: ?20°C
• Solubility: 9g/l
• PKA: 10.71±0.46(Predicted)
• Explosive Limit: 1.1%(V)
• Water Solubility: Soluble in water (9g/L).
• BRN: 1680303
• CAS DataBase Reference: tert-Butyl acetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl acetoacetate(1694-31-1)
• EPA Substance Registry System: tert-Butyl acetoacetate(1694-31-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• RIDADR: 3272
• WGK Germany: 1
• TSCA: Yes
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 1694-31-1(Hazardous Substances Data)

Usage

Uses

1. Pharmaceutical Industry:
Tert-Butyl acetoacetate is used as an intermediate for the syntheses of different organic chemicals, which are essential in the development of pharmaceutical products. It serves as a raw material and an acetoacetylating reagent in the production of various drugs.
2. Agrochemical Industry:
In the agrochemical sector, tert-butyl acetoacetate is utilized as a raw material and an acetoacetylating reagent for the synthesis of agrochemicals, contributing to the development of pesticides and other agricultural products.
3. Pigment Applications:
Tert-butyl acetoacetate is employed as an acetoacetylating reagent in the production of pigments, enhancing their properties and performance.
4. Coatings Resins:
Tert-butyl acetoacetate is used to acetoacetylate hydroxyl-bearing coatings resins, such as polyesters, acrylics, cellulosics, and epoxies, improving their characteristics and expanding their applications.
5. Organic Chemical Syntheses:
Tert-butyl acetoacetate serves as an intermediate for the syntheses of various organic chemicals, including acetoacetic acid derivatives, acetoacetates, acetoacetamides, 1-(diethylamino)-2-acetoacetoxypropane, (S)-tert-butyl 3-hydroxybutyrate, benzothiazole β-keto ester derivatives, and 3,4-disubstituted pyrroles.
6. Acyloin Synthesis:
Tert-butyl acetoacetate is used as a reagent for Acyloin synthesis, a process that involves the formation of β-hydroxy ketones, which are important building blocks in organic chemistry.
7. β-Unsaturated Ketones Synthesis:
Tert-butyl acetoacetate is also utilized as a reagent for the synthesis of β-unsaturated ketones, which are valuable intermediates in the production of various organic compounds and pharmaceuticals.

Flammability and Explosibility

Flammable

Biochem/physiol Actions

β-Actin modulates cell growth, migration and the G-actin pool. Mutations in ACTB leads to pleiotropic developmental disorder.

Purification Methods

Distil it under reduced pressure through a short column. [Lawesson et al. Org Synth Coll Vol V 155 1973, Lawesson et al. Org Synth 42 28 1962, Beilstein 3 IV 1536.] HARMFUL VAPOUR.

InChI:InChI=1/C8H14O3/c1-6(9)5-7(10)11-8(2,3)4/h5H2,1-4H3

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 75-65-0 tert-butyl alcohol 
• 60-29-7 diethyl ether 
• 540-88-5 acetic acid tert-butyl ester 
• 1068-55-9 isopropylmagnesium chloride 
• 677-22-5 tert-butylmagnesium chloride 
• 865-48-5 sodium t-butanolate 
• 90113-32-9 3-tert-butoxy-crotonic acid 
• 141-97-9 ethyl acetoacetate 
• 109-04-6 2-bromo-pyridine 
• 1120-90-7 3-iodopyridine 
• 4926-28-7 2-Bromo-4-picoline 
• 612-62-4 2-Chloroquinoline 
• 2033-24-1 cycl-isopropylidene malonate 

Downstream Products

• 50634-31-6 tert-butyl 3,4,5-dimethylpyrrole-2-carboxylate 
• 86770-31-2 2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate 
• 94461-44-6 2,4-Dimethyl-3,5-bis-(tert-butoxycarbonyl)-pyrrol 
• 60024-89-7 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 93-91-4 1-phenylbutan-1,3-dione 
• 63040-83-5 tert-butyl 3,5-dimethyl-4-acetyl-2-pyrrolecarboxylate 
• 361380-77-0 3,5-dimethyl-pyrrole-2,4-dicarboxylic acid 4-tert-butyl ester 2-ethyl ester 
• 38862-70-3 tert-butyl orsellinate 
• 17171-19-6 tert-butyl 6-methyl-2,4-dioxocyclohexane-1-carboxylate 
• 17171-21-0 6-γ-Carboaethoxy-propyl-2.4-dioxo-cyclohexancarbonsaeure-tert.-butylester 
• 17171-22-1 6γ-Carbomethoxy-propyl-2.4-dioxo-cyclohexancarbonsaeure-tert.-butylester 
• 22286-18-6 N¹,N²-Dibenzyl-N¹-acetoacetyl-benzamidin 
• 13298-76-5 tert-butyl 2-diazo-3-oxobutanoate 
• 14205-43-7 tert-butyl 3-aminocrotonate 

Related news

Highly enantioselective Mannich reactions of imines with tert-Butyl acetoacetate (cas 1694-31-1) catalyzed by squaramide organocatalyst09/25/2019

Highly enantioselective Mannich reactions of imines bearing a benzothiazole moiety with tert-butyl acetoacetate, catalyzed by a cinchona-based squaramide organocatalyst have been developed. The corresponding benzothiazole β-keto ester derivatives were obtained in high yields (up to 99%) and wit...detailed

Relevant articles and documents

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Synthesis method of tert-butyl acetoacetate

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