112375-59-4

Basic information

• Product Name: (4E)-6-methylhept-4-enoyl chloride
• CAS NO: 112375-59-4
• Molecular Formula: C₈H₁₃ClO
• Molecular Weight: 160.6412
• Mol File: 112375-59-4.mol

Chemical Properties

• Boiling Point: 185.9°C at 760 mmHg
• Flash Point: 71°C
• Density: 0.985g/cm³
• Vapor Pressure: 0.683mmHg at 25°C
• Refractive Index: 1.452
• CAS DataBase Reference: (4E)-6-methylhept-4-enoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (4E)-6-methylhept-4-enoyl chloride(112375-59-4)
• EPA Substance Registry System: (4E)-6-methylhept-4-enoyl chloride(112375-59-4)

Safety Data

• Hazardous Substances Data: 112375-59-4(Hazardous Substances Data)

Upstream product

• 112375-56-1 (E)-methyl 6-methylhept-4-enoate 
• 61229-07-0 trans-6-methylhept-4-enoic acid 
• 112375-44-7 (Z)-methyl 6-methylhept-4-enoate 
• 101971-24-8 (Z)-1-hydroxy-6-methylhept-4-ene 
• 59721-82-3 (E)-1-hydroxy-6-methylhept-4-ene 
• 179617-47-1 trans-6-methyl-hept-4-enoic acid ethyl ester 
• 61229-07-0 (4Z)-6-methylhept-4-enoic acid 

Downstream Products

• 61229-09-2 (Z)-6-Methyl-hept-4-enoic acid 4-hydroxy-3-methoxy-benzylamide 
• 61229-09-2 nornorcapsaicin 
• 214286-38-1 trans-(1'R,2'R)-6-methylhept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide 
• 214286-40-5 (3R,5S)-3-Benzyl-5-((R)-1-bromo-2-methyl-propyl)-dihydro-furan-2-one 
• 214286-41-6 (3R,5S)-5-((S)-1-Azido-2-methyl-propyl)-3-benzyl-dihydro-furan-2-one 
• 214286-51-8 (3R,5S)-5-((R)-1-Bromo-2-methyl-propyl)-3-(4-methyl-benzyl)-dihydro-furan-2-one 
• 214286-61-0 (1'R,3R,5S)-5-(1'-bromo-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one 
• 214286-62-1 (1'S,3R,5S)-5-(1'-azido-2'-methylpropyl)-3-(4''-fluorobenzyl)dihydrofuran-2-one 
• 214286-52-9 (3R,5S)-5-((S)-1-Azido-2-methyl-propyl)-3-(4-methyl-benzyl)-dihydro-furan-2-one 
• 214286-72-3 (3R,5S)-5-((R)-1-Bromo-2-methyl-propyl)-3-(4-trifluoromethyl-benzyl)-dihydro-furan-2-one 
• 214286-42-7 tert-butyl (S)-1-((2S,4R)-4-benzyltetrahydro-5-oxofuran-2-yl)-2-methylpropylcarbamate 
• 214286-73-4 (3R,5S)-5-((S)-1-Azido-2-methyl-propyl)-3-(4-trifluoromethyl-benzyl)-dihydro-furan-2-one 
• 214286-53-0 {(S)-2-Methyl-1-[(2S,4R)-4-(4-methyl-benzyl)-5-oxo-tetrahydro-furan-2-yl]-propyl}-carbamic acid tert-butyl ester 
• 151011-85-7 (2R,5S)-2-Benzyl-5-tert-butoxycarbonylamino-6-methyl-4-oxo-heptanoic acid 

Relevant articles and documents

Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 3. Structure-activity studies of ketomethylene-containing peptidomimetics

The structure-based design, chemical synthesis, and biological evaluation of various ketomethylene-containing human rhinovirus (HRV) 3C protease (3CP) inhibitors are described. These compounds are comprised of a peptidomimetic binding determinant and an e

A general and stereoselective synthesis of the capsaicinoids via the orthoester Claisen rearrangement

Capsaicin, a main pungent principle of hot pepper, and its 15 analogs have been efficiently synthesized. The key step of this synthetic scheme is the orthoester Claisen rearrangement, which transformed allylic alcohols 2A-C to (E)-alkenoates 3A-C (E/Z > 100) in a highly stereoselective manner. The subsequent carbon chain elongations on 3 based on the cyanation or the malonic acid ester synthesis afforded (E)-alkenoic acids 8, which were converted to the corresponding acid chloride and then coupled with vanillylamine to give capsaicinoids. HPLC and CE (capillary electrophoresis) analyses of these capsaicinoids were also carried out.

An Alternate Synthesis of the Capsaicinoids

Five capsaicinoids, the pungent ingredients of hot peppers, have been efficiently synthesized by a method involving the Wittig reaction between isobutyl triphenylphosphorane and the appropriate lactols (3), followed by the nitrous acid-induced isomerization of the resultant (Z)-olefins (4) to (E)-olefins (5).

The Capsaicinoids: Their Separation, Synthesis, and Mutagenicity

Capsaicin (1b), the pungent ingredient in many varietes of Capsicums has recently been implicated as a possible carcinogen.When obtained from natural sources 1b is always accompanied by a number of related homologues.We have isolated seven of these homologues, characterized them, and synthesized them by a general and unique route developed in our laboratories.Also reported are mutagenicity data for 1b and an extract of red pepper as measured by the Ames assay and the V-79 mammalian cell assay.