trans-8-Methyl-6-nonenoyl Chloride

Base Information

• Chemical Name: trans-8-Methyl-6-nonenoyl Chloride
• CAS No.: 95636-02-5
• Molecular Formula: C10H17ClO
• Molecular Weight: 188.697
• Hs Code.: 2916190090
• European Community (EC) Number: 625-914-2
• Wikidata: Q76386875
• Mol file: 95636-02-5.mol

Synonyms:trans-8-Methyl-6-nonenoyl Chloride;95636-02-5;(E)-8-methylnon-6-enoyl Chloride;(E)-8-Methyl-6-Nonenoyl Chloride;6-Nonenoyl chloride, 8-methyl-, (6E)-;8-Methyl-6-nonenoyl chloride;6-Nonenoyl chloride, 8-methyl-, (E)-;8-methylnon-6-enoyl chloride;SCHEMBL3436993;SCHEMBL3436995;JDZRIGWDAPNYLT-FNORWQNLSA-N;trans-8-Methyl-6-nonenoylChloride;MFCD06797318;AKOS015907633;6-Nonenoyl chloride,8-methyl-,(6E)-;M1826;T73099;A845357;A929751

Chemical Property of trans-8-Methyl-6-nonenoyl Chloride

Chemical Property:

• Appearance/Colour: COLORLESS TO YELLOW LIQUID
• Vapor Pressure: 0.0444mmHg at 25°C
• Refractive Index: n/D 1.4516
• Boiling Point: 237.6 °C at 760 mmHg
• Flash Point: 100.9 °C
• PSA: 17.07000
• Density: 0.962 g/cm³
• LogP: 3.52440
• Storage Temp.: 0-10°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 188.0967929
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans-8-Methyl-6-nonenoyl Chloride >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C=CCCCCC(=O)Cl
• Isomeric SMILES: CC(C)/C=C/CCCCC(=O)Cl

Technology Process of trans-8-Methyl-6-nonenoyl Chloride

There total 15 articles about trans-8-Methyl-6-nonenoyl 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:

trans-8-methyl-6-nonenoic acid (59320-77-3) → (E)-8-Methylnon-6-enoic acid chloride (95636-02-5)

Guidance literature:

With thionyl chloride; 1.) RT, 18 h, 2.) 100 deg C, 30 min;

DOI:10.1021/jo00240a024

Reference yield:

methyl (E)-8-methyl-6-nonenoate (112375-54-9) → (E)-8-Methylnon-6-enoic acid chloride (95636-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / aq. NaOH / methanol / 15 h / Heating

2: SOCl₂ / 2 h / Heating

With sodium hydroxide; thionyl chloride; In methanol;

DOI:10.1016/0040-4020(96)00414-0

Reference yield:

(5-carboxypentyl)triphenylphosphonium bromide (50889-29-7) → (E)-8-Methylnon-6-enoic acid chloride (95636-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuOK / dimethylformamide / 15 h / Ambient temperature

2: thionyl chloride / 1.) room temp., 8 h, 2.) 100 deg C, 0.5 h

With thionyl chloride; potassium tert-butylate; In N,N-dimethyl-formamide;

DOI:10.1021/jo00275a040

upstream raw materials:

trans-8-methyl-6-nonenoic acid

(E)-1-hydroxy-6-methylhept-4-ene

Methanesulfonic acid (E)-6-methyl-hept-4-enyl ester

methyl (E)-8-methyl-6-nonenoate

Downstream raw materials:

capsaicin

(E)-N,N-dibenzyl-8-methylnon-6-enamide

(E)-N-(4-hydroxy-3-methoxy-d3-benzyl)-8-methylnon-6-enamide

(E)-8-methyl-N-(2-propionylphenyl)non-6-enamide

Refernces

• 1、 Kananovich, Dzmitry G.,Zubrytski, Dzmitry M.,Kulinkovich, Oleg G.. "A convenient transformation of 2-alkylidenecycloalkanones into alkyl-substituted bicyclo[ n.1.0]alkan-1-ols: Application to the synthesis of capsaicin". scheme or table. p. 1043 - 1046. Retrieved 2010/06/14.
• 2、 Kim, Sang Wook,Park, Jeong Hoon,Jung, Soon Jae,Choi, Tae Bum,Hur, Min Goo,Yang, Seung Dae,Yu, Kook Hyun. "Synthesis and elucidation of deuterated vanillylamine hydrochloride and capsaicin". experimental part. p. 563 - 565. Retrieved 2010/07/02.