3,3-Dimethylacryloyl chloride

Base Information

• Chemical Name: 3,3-Dimethylacryloyl chloride
• CAS No.: 3350-78-5
• Molecular Formula: C5H7ClO
• Molecular Weight: 118.563
• Hs Code.: 29161900
• European Community (EC) Number: 222-109-4
• UNII: F5J5J5448C
• DSSTox Substance ID: DTXSID80187146
• Nikkaji Number: J205.434E
• Mol file: 3350-78-5.mol

Synonyms:3,3-Dimethylacryloyl chloride;3350-78-5;3-methylbut-2-enoyl chloride;3-Methylcrotonoyl chloride;3-methyl-but-2-enoyl chloride;2-Butenoyl chloride, 3-methyl-;3-Methyl-2-butenoyl chloride;3,3-Dimethylacrylyl chloride;F5J5J5448C;EINECS 222-109-4;3,3-dimethylacryloylchloride;Senecioyl chloride;dimethylacrylyl chloride;dimethyl acryloyl chloride;beta-methylcrotonyl chloride;3-methyl-crotonoyl chloride;3-methylbut-2-enoylchloride;3-Methylbut-2-en-oylchloride;SCHEMBL250153;UNII-F5J5J5448C;Crotonoyl chloride, 3-methyl-;3,3 dimethyl acryloyl chloride;3,3-dimethyl acryloyl chloride;3,3-dimethyl-acryloyl chloride;3,3,-dimethyl acryloyl chloride;3-Methyl-2-butenoyl chloride #;DTXSID80187146;3-Methyl-2-butenoic acid chloride;3-methyl-but-2-en-1-oyl chloride;BBL027309;MFCD00000730;STL373494;AKOS015902972;beta,beta-dimethylacrylic acid chloride;VS-08522;FT-0634794;E80417;EN300-107974;A822262;J-512896;3-Methylbut-2-enoyl chloride contains 400 ppm phenothiazine as inhibitor;3,3-Dimethylacryloyl chloride, 97%, contains 400 ppm phenothiazine as inhibitor

Chemical Property of 3,3-Dimethylacryloyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 4.73mmHg at 25°C
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 146 °C at 760 mmHg
• Flash Point: 51.1 °C
• PSA: 17.07000
• Density: 1.049 g/cm³
• LogP: 1.71800
• Storage Temp.: 2-8°C
• Water Solubility.: reacts
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 118.0185425
• Heavy Atom Count: 7
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-36/37-10
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CC(=O)Cl)C
• Uses: 3,3-Dimethylacryloyl chloride was used in the synthesis of:substituted 4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one via condensation with anilineN-(3,3-Dimethylacryloyl)-(S)-leucine methyl ester

Technology Process of 3,3-Dimethylacryloyl chloride

There total 3 articles about 3,3-Dimethylacryloyl 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: 99.0%

3-Methylbutenoic acid (541-47-9) → 3,3-Dimethylacryloyl chloride (3350-78-5)

Guidance literature:

With oxalyl dichloride; In dichloromethane; at 20 ℃;

DOI:10.1021/jo2021407

Reference yield:

4,4-dimethyloxetan-2-one (1823-52-5) → 3,3-Dimethylacryloyl chloride (3350-78-5)

Guidance literature:

With thionyl chloride; Erhitzen des Reaktionsgemisches mit wenig Schwefelsaeure;

DOI:10.1021/ja01631a045

Reference yield:

→ 3,3-Dimethylacryloyl chloride (3350-78-5)

Guidance literature:

DOI:10.1021/jo00927a040 DOI:10.1039/jr9600002886 DOI:10.1021/ja00744a029

upstream raw materials:

4,4-dimethyloxetan-2-one

3-Methylbutenoic acid

Downstream raw materials:

3,3-dimethyl acrylaldehyde

3-methyl-crotonic acid-(2-dimethylamino-ethyl ester)

1-(2-hydroxy-5-methyl-phenyl)-3-methyl-but-2-en-1-one

4'-methylphenyl 3-methylbut-2-enoate

Refernces

• 1、 Webb,Kampmeier. "". . p. 3730,3735. Retrieved 1971.
• 2、 Jimidar, Claire Cheyenne,Grunenberg, J?rg,Karge, Bianka,Fuchs, Hazel Leanne Sarah,Br?nstrup, Mark,Klahn, Philipp. "Masked Amino Trimethyl Lock (H2N-TML) Systems: New Molecular Entities for the Development of Turn-On Fluorophores and Their Application in Hydrogen Sulfide (H2S) Imaging in Human Cells". supporting information. . Retrieved 2021/11/10.
• 3、 Chen, Xia,Lu, Yuling,Guan, Zhenhua,Gu, Lianghu,Chen, Chunmei,Zhu, Hucheng,Luo, Zengwei,Zhang, Yonghui. "Synthesis of Succinimides via Intramolecular Alder-Ene Reaction of 1,6-Enynes". supporting information. p. 3173 - 3178. Retrieved 2021/05/05.