2-methylhexanoyl Chloride

Base Information

• Chemical Name: 2-methylhexanoyl Chloride
• CAS No.: 41693-47-4
• Molecular Formula: C7H13 Cl O
• Molecular Weight: 148.63
• Hs Code.: 2915900090
• DSSTox Substance ID: DTXSID60392675
• Mol file: 41693-47-4.mol

Synonyms:2-methylhexanoyl Chloride;41693-47-4;Hexanoyl chloride,2-methyl-;2-METHYLHEXANOYLCHLORIDE;2-methyl hexanoyl chloride;SCHEMBL1409399;DTXSID60392675;WKEBLSOTVYFYKY-UHFFFAOYSA-N;MFCD01318644;AKOS006344443;AS-76290;FT-0691804

Chemical Property of 2-methylhexanoyl Chloride

Chemical Property:

• Vapor Pressure: 2.12mmHg at 25°C
• Refractive Index: 1.427
• Boiling Point: 162.9°C at 760 mmHg
• Flash Point: 54.9°C
• PSA: 17.07000
• Density: 0.971g/cm³
• LogP: 2.57810
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 148.0654927
• Heavy Atom Count: 9
• Complexity: 90.9

Purity/Quality:

99%min ^*data from raw suppliers

2-MethylhexanoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C)C(=O)Cl

Technology Process of 2-methylhexanoyl Chloride

There total 3 articles about 2-methylhexanoyl 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: 93.0%

2-methylhexanoic acid (4536-23-6) → 2-methylhexanoyl chloride (41693-47-4)

Guidance literature:

With thionyl chloride; In neat (no solvent); for 3h; Reflux;

DOI:10.1002/cbic.201900375

Reference yield:

hexanoic acid (142-62-1) → 2-methylhexanoyl chloride (41693-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere

1.2: 4 h / -15 - 20 °C / Inert atmosphere

2.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 5 h / 80 °C / Inert atmosphere

With thionyl chloride; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; toluene;

DOI:10.1039/c5cc04952k

Reference yield:

3-methylhexanoic acid (3780-58-3) → 2-methylhexanoyl chloride (41693-47-4)

Guidance literature:

With phosphorus trichloride;

upstream raw materials:

2-methylhexanoic acid

3-methylhexanoic acid

hexanoic acid

Downstream raw materials:

2-methylhexanoylmethylenetriphenylphosphoran

(R)-2-methylhexanoic acid (S)-1-phenylethylamide

(S)-2-methylhexanoic acid (S)-1-phenylethylamide

(R)-1-bromo-2-methylhexane

Refernces

• 1、 Yang, Jinyue,Fu, Xiaopan,Tang, Shibiao,Deng, Kezuan,Zhang, Lili,Yang, Xianjin,Ji, Yafei. "2-Amino-5,6-difluorophenyl-1 H-pyrazole-Directed PdII Catalysis: Arylation of Unactivated β-C(sp3)-H Bonds". . p. 10221 - 10236. Retrieved 2019/08/20.
• 2、 Hu, Jiantao,Lan, Tianlong,Sun, Yihua,Chen, Hui,Yao, Jiannian,Rao, Yu. "Unactivated C(sp3)-H hydroxylation through palladium catalysis with H2O as the oxygen source". supporting information. p. 14929 - 14932. Retrieved 2015/10/06.