3,3-Dimethylbutyryl chloride

Base Information

• Chemical Name: 3,3-Dimethylbutyryl chloride
• CAS No.: 7065-46-5
• Deprecated CAS: 121525-22-2
• Molecular Formula: C6H11ClO
• Molecular Weight: 134.606
• Hs Code.: 29159000
• European Community (EC) Number: 230-356-4
• DSSTox Substance ID: DTXSID4064557
• Nikkaji Number: J208.115F
• Wikidata: Q72469602
• Mol file: 7065-46-5.mol

Synonyms:3,3-Dimethylbutyryl chloride;7065-46-5;3,3-dimethylbutanoyl chloride;tert-Butylacetyl chloride;t-Butylacetyl chloride;Butanoyl chloride, 3,3-dimethyl-;Butyryl chloride, 3,3-dimethyl-;MFCD00000737;tert-Butyl acetyl chloride;3,3-dimethylbutyric acid chloride;EINECS 230-356-4;EC 230-356-4;3,3-Dimethylbutanoyl chloride;3,3-Dimethylbutanoic acid chloride;3,3-Dimethylbutyric acid chloride;Tert-butylacetyl chloride;3,3-Dimethyl butyryl chloride;neohexanoyl chloride;t-butylacetylchloride;tertbutylacetylchloride;tert-butylacetylchloride;tertbutylacetyl chloride;t-butyl acetyl chloride;T-butyl-acetyl chloride;ter-butylacetyl chloride;tert-butyl acetylchloride;neopentylcarbonyl chloride;tert.-butylacetyl chloride;3,3Dimethylbutanoyl chloride;3,3-dimethylbutyryl-chloride;3,3-Dimethylbutyroyl chloride;SCHEMBL212208;3,3-dimethyl-butyryl chloride;DTXSID4064557;3,3-dimethyl-butyric acid chloride;3,3-Dimethylbutyryl chloride, 99%;AKOS000121211;FS-4081;PB43326;B1196;FT-0614078;EN300-21354;P18012;W-104546;3,3-Dimethylbutyryl chloride, puriss., >=98.5% (GC);F2190-0016

Chemical Property of 3,3-Dimethylbutyryl chloride

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 2.41E-15mmHg at 25°C
• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 131.8 °C at 760 mmHg
• Flash Point: 30.2 °C
• PSA: 17.07000
• Density: 0.988 g/cm³
• LogP: 2.18800
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.0498427
• Heavy Atom Count: 8
• Complexity: 91.2

Purity/Quality:

99% ^*data from raw suppliers

3,3-Dimethylbutyryl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)CC(=O)Cl
• Uses: 3,3-Dimethylbutyryl Chloride is a useful compound in organic synthesis.

Technology Process of 3,3-Dimethylbutyryl chloride

There total 9 articles about 3,3-Dimethylbutyryl chloride 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: 86.0%

tert-Butylacetic acid (1070-83-3) → 3,3-dimethylbutanoic acid chloride (7065-46-5)

Guidance literature:

With thionyl chloride; at 25 ℃; for 20h;

DOI:10.1021/jo00133a035

Reference yield:

2,4,4-trimethyl-1-pentene (107-39-1) → 3,3-dimethylbutanoic acid chloride (7065-46-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Cr₂O₃-H₂SO₄

2: NaOBr

3: SOCl₂

With chromium(III) oxide; thionyl chloride; sodium hypobromide; sulfuric acid;

DOI:10.1021/ja01337a055

Reference yield:

4,4-dimethyl-pentan-2-one (590-50-1) → 3,3-dimethylbutanoic acid chloride (7065-46-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOBr

2: SOCl₂

With thionyl chloride; sodium hypobromide;

DOI:10.1021/ja01337a055

upstream raw materials:

tert-Butylacetic acid

2-Hydrazono-3,3-dimethyl-butyric acid

trimethylpyruvic acid

2-(tert-butyl)malonic acid

Downstream raw materials:

methyl 3,3-dimethylbutyrate

17β-(3,3-dimethyl-butyryloxy)-androst-4-en-3-one

21-(3,3-dimethyl-butyryloxy)-9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

3-ethyl-5,5-dimethylhexan-3-ol

Refernces

• 1、 Chen, Hui,Sun, Shuhao,Liao, Xuebin. "Nickel-Catalyzed Decarboxylative Alkenylation of Anhydrides with Vinyl Triflates or Halides". supporting information. p. 3625 - 3630. Retrieved 2019/05/24.
• 2、 Aderibigbe, Sabrina O.,Coltart, Don M.. "Synthesis of 1,3-Diketones and β-Keto Thioesters via Soft Enolization". . p. 9770 - 9777. Retrieved 2019/08/27.