S-TERT-BUTYL ACETOTHIOACETATE

Base Information

• Chemical Name: S-TERT-BUTYL ACETOTHIOACETATE
• CAS No.: 15925-47-0
• Molecular Formula: C8H14 O2 S
• Molecular Weight: 174.264
• Hs Code.: 2930909090
• Mol file: 15925-47-0.mol

Synonyms:Acetoaceticacid, 1-thio-, S-tert-butyl ester (8CI); S-tert-Butyl 3-oxobutanethioate;S-tert-Butyl 3-oxothiobutyrate

Chemical Property of S-TERT-BUTYL ACETOTHIOACETATE

Chemical Property:

• Vapor Pressure: 0.00363mmHg at 25°C
• Refractive Index: n20/D 1.486(lit.)
• Boiling Point: 281.2°Cat760mmHg
• PKA: 8.90±0.46(Predicted)
• Flash Point: 85.3°C
• PSA: 59.44000
• Density: 1.032g/cm³
• LogP: 2.02380

Purity/Quality:

98%Min ^*data from raw suppliers

S-TERT-BUTYL ACETOTHIOACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of S-TERT-BUTYL ACETOTHIOACETATE

There total 6 articles about S-TERT-BUTYL ACETOTHIOACETATE 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: 90.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + 2-methylpropan-2-thiol (75-66-1) → S-tert-butyl acetothioacetate (15925-47-0)

Guidance literature:

for 12h; Heating;

DOI:10.1080/00397919208019087

Reference yield: 83.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + 2-methylpropan-2-thiol (75-66-1) → S-tert-butyl acetothioacetate (15925-47-0)

Guidance literature:

2-methylpropan-2-thiol; With sodium hydride; In tetrahydrofuran; mineral oil; at -5 - 0 ℃; for 0.25h; Inert atmosphere;

4-methyleneoxetan-2-one; In tetrahydrofuran; mineral oil; at -5 ℃; for 0.25h; Inert atmosphere;

DOI:10.15227/orgsyn.066.0108

Reference yield: 78.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + 2-methylpropan-2-thiol (75-66-1) → 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one (771-03-9) + S-tert-butyl acetothioacetate (15925-47-0) + 3-Acetyl-4-tert-butylsulfanyl-6-methyl-pyran-2-one (144425-55-8)

Guidance literature:

for 12h; Heating;

DOI:10.1080/00397919208019087

upstream raw materials:

diethyl ether

S-tert-butyl thioacetate

isopropylmagnesium bromide

4-methyleneoxetan-2-one

Downstream raw materials:

N-(2-nitrophenyl)-3-oxobutanamide

S-(tert-butyl) 1-benzyl-4-[(dimethylamino)carbonyl]-2,5-dimethyl-1H-pyrrole-3-carbothioate

S-tert-butyl 4-(4-bromophenyl)-2-methyl-6-(4-tolyl)-1,4-dihydropyridine-3-carbothioate

S-tert-butyl 4-(4-methoxyphenyl)-2-methyl-6-phenyl-1,4-dihydropyridine-3-carbothioate

Refernces

• 1、 Lopez-Alvarado,Avendano,Menendez. "An improved multigram-scale preparation of S-tertbutyl acetothioacetate". . p. 2329 - 2333. Retrieved 2007/10/02.
• 2、 Fox, Christina M. J.,Ley, Steven V.. "tert-butyl acetothioacetate and its use in synthesis: 3-Acetyl-4-hydroxy-5,5-dimethylfuran-2(4H)-one". . p. 108 - 108. Retrieved 2017/05/17.