tert-Butyl acetoacetate

tert-Butyl acetoacetate Basic information
Description
Product Name:tert-Butyl acetoacetate
Synonyms: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;bact;bactin1
CAS:1694-31-1
MF:C8H14O3
MW:158.2
EINECS:216-904-5
Product Categories:Organics;C8 to C9;Carbonyl Compounds;Esters;Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Others ,Azetidines;bc0001
Mol File:1694-31-1.mol
tert-Butyl acetoacetate Structure
tert-Butyl acetoacetate Chemical Properties
Melting point -38 °C (lit.)
Boiling point 71-72 °C/11 mmHg (lit.)
density 0.954 g/mL at 25 °C (lit.)
vapor pressure 79.32Pa at 25℃
refractive index n20/D 1.419
Fp 150 °F
storage temp. -20°C
solubility 9g/l
form Liquid
pka10.71±0.46(Predicted)
color clear
PH5.7 (9g/l, H2O, 20℃)
explosive limit1.1%(V)
Water Solubility Soluble in water (9g/L).
BRN 1680303
InChIKeyJKUYRAMKJLMYLO-UHFFFAOYSA-N
LogP0.67-1.41 at 20℃
CAS DataBase Reference1694-31-1(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, 3-oxo-, 1,1-dimethylethyl ester(1694-31-1)
EPA Substance Registry Systemtert-Butyl acetoacetate (1694-31-1)
Safety Information
Risk Statements 36/37/38
Safety Statements 24/25
RIDADR 3272
WGK Germany 1
TSCA Yes
HazardClass 3.2
PackingGroup III
HS Code 29183000
MSDS Information
ProviderLanguage
3-Oxo-butanoic acid 1,1-dimethylethyl ester English
SigmaAldrich English
ACROS English
ALFA English
tert-Butyl acetoacetate Usage And Synthesis
DescriptionTert-Butyl acetoacetate is a reagent used to acetoacetylate hydroxyl-bearing coatings resins, such as polyesters, acrylics, cellulosics, and epoxies. It can be used as an acetoacetylating reagent in pharmaceutical, agrichemical, and pigment applications. It is used as an intermediate for the syntheses of different organic chemicals. For instance, it may be used to synthesize various acetoacetic acid derivatives, acetoacetates, acetoacetamides, 1-(diethylamino)-2-acetoacetoxypropane, (S)-tert-butyl 3-hydroxybutyrate, benzothiazole β-keto ester derivatives, and 3,4-disubstituted pyrroles.
Chemical Propertiesliquid
UsesIntermediate for the syntheses of different organic chemicals. Product Data Sheet
Usestert-Butyl acetoacetate is used as intermediate for the syntheses of different organic chemicals. Raw material in pharmaceutical Industry, In agrochemical industry. Reagent for Acyloin synthesis and ?,β - unsaturated ketones synthesis.
General Descriptiontert-Butyl acetoacetate (t-BAA) is a cheap and easy to store commercial reagent. Reaction demonstrated that the more hindered tert-butyl acetoacetate (t-BAA, la) is ca.15-20-fold more reactive than the more commonly used methyl or ethyl analogs. It is widely employed as an acetoacetylating reagent.
Flammability and ExplosibilityFlammable
Biochem/physiol Actionsβ-Actin modulates cell growth, migration and the G-actin pool. Mutations in ACTB leads to pleiotropic developmental disorder.
Purification MethodsDistil 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.
TERT-BUTYL 3-OXOPENTANOATE 2-(METHACRYLOYLOXY)ETHYL ACETOACETATE 1,3,5,2,4,6-triazatriphosphorine, 2-ethoxy-2,4,4,6,6-pentafluoro-2,2,4,4,6,6-hexahydro- (2-Propenyl) 3-oxobutanoate N-(Acetoacetyl)anthranilic acid (4-Nitrophenyl)methyl 3-oxobutanoate Isobutyl acetoacetate 2-Methoxyethyl acetoacetate t-butyl chloroformate 4,4,4-TRIFLUORO-ACETOACETIC ACID TERT-BUTYL ESTER Cyhalofop-butyl TERT-BUTYL ACETOACETATE-T [3-14C] Buprofezin Acetoacetic Acid BUTYL OLEATE ACETOACETIC ACID N-BUTYL ESTER tert-Butyl glycinate DI-TERT-BUTYL 1,3-ACETONEDICARBOXYLATE

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