3,3-Dimethylbutyraldehyde

Base Information

• Chemical Name: 3,3-Dimethylbutyraldehyde
• CAS No.: 2987-16-8
• Molecular Formula: C6H12O
• Molecular Weight: 100.161
• Hs Code.: 29121900
• European Community (EC) Number: 221-054-3
• UNII: CAM6HD7JKI
• DSSTox Substance ID: DTXSID60183984
• Nikkaji Number: J205.280F
• Wikidata: Q18130802
• Mol file: 2987-16-8.mol

Synonyms:3,3-dimethylbutyraldehyde

Chemical Property of 3,3-Dimethylbutyraldehyde

Chemical Property:

• Appearance/Colour: colourless lipuid
• Vapor Pressure: 23.4mmHg at 25°C
• Melting Point: -72.5°C (estimate)
• Refractive Index: n20/D 1.397(lit.)
• Boiling Point: 110.7 °C at 760 mmHg
• Flash Point: 10.6 °C
• PSA: 17.07000
• Density: 0.801 g/cm³
• LogP: 1.62150
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: Air & Moisture Sensitive
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 59.1

Purity/Quality:

99% ^*data from raw suppliers

3,3-Dimethylbutyraldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)CC=O

Technology Process of 3,3-Dimethylbutyraldehyde

There total 49 articles about 3,3-Dimethylbutyraldehyde 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: 99.0%

3,3-dimethylbutanol (624-95-3) → 3,3-dimethylbutyrylaldehyde (2987-16-8)

Guidance literature:

With sodium hypochlorite; 4-methoxy-TEMPO; sodium tetraborate; In water; at 0 ℃; for 3h; pH=8.3 - 8.4; Product distribution / selectivity; Aqueous hydrocarbonate buffer;

Reference yield: 97.5%

1-chloro-3,3-dimethylbutyl acetate (1353053-82-3) → 3,3-dimethylbutyrylaldehyde (2987-16-8)

Guidance literature:

With water; In methanol; at 40 ℃; for 3h; Temperature; Solvent;

Reference yield: 90.0%

3,3-Dimethylbut-1-yne (917-92-0) → 3,3-dimethylbutyrylaldehyde (2987-16-8)

Guidance literature:

With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; 5,5′-bis(trifluoromethyl)-2,2′-bipyridine; In 1-methyl-pyrrolidin-2-one; water; at 25 ℃; for 72h; Time; Inert atmosphere; Autoclave;

DOI:10.1002/anie.201404320

upstream raw materials:

4,4-dimethylpent-1-ene

1,1-dichloro-3,3-dimethylbutane

1-bromo-1-chloro-3,3-dimethyl-butane

3,3-Dimethylbut-1-yne

Downstream raw materials:

3,3-dimethyl-2-methylenebutanal

3,3-dimethylbutanol

α-neo-pentylbenzyl alcohol

2-chloro-3,3-dimethylbutanal oxime

Refernces

• 1、 Guo,Sawyer,Prakash. "A convenient synthesis of 3,3-dimethylbutyraldehyde". . p. 667 - 671. Retrieved 2001.
• 2、 Guo,Sawyer,Prakash. "A convenient synthesis of 3,3-dimethylbutyraldehyde". . p. 3395 - 3399. Retrieved 2001.
• 3、 Iron, Mark A.,Khenkin, Alexander M.,Neumann, Ronny,Somekh, Miriam. "The formyloxyl radical: Electrophilicity, C-H bond activation and anti-Markovnikov selectivity in the oxidation of aliphatic alkenes". . p. 11584 - 11591. Retrieved 2020/11/23.
• 4、 -. "Synthesis technology used for preparing 3, 3-dimethylbutyraldehyde through micro-channel reaction". Paragraph 0039-0046. . Retrieved 2019/10/10.