ChemicalBook > CAS DataBase List > 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE

1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE

Product Name
1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE
CAS No.
287471-30-1
Chemical Name
1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE
Synonyms
1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE;Terbinafine Impurity 45;Terbinafine Impurity 22;1-Chloro-6,6-dimethyl-2-hepten-4-yne;2-HEPTEN-4-YNE,1-CHLORO-6,6-DIMETHYL;1-Chloro-6,6-dimethyl-2-hepten-4-ino;(E)-1-chloro-6,6-diMethylhept-2-en-4-yne;(2E)-1-chloro-6,6-dimethylhept-2-en-4-yne;1-CHLORO-6,6-DIMETHYL-2-ENE-4-YNE-HEPTANE;2-HEPTEN-4-YNE, 1-CHLORO-6,6-DIMETHYL-, (2E)-
CBNumber
CB0198486
Molecular Formula
C9H13Cl
Formula Weight
156.65
MOL File
287471-30-1.mol
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1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE Property

Boiling point:
207.5±23.0 °C(Predicted)
Density 
0.946±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere, 2-8°C
InChI
InChI=1S/C9H13Cl/c1-9(2,3)7-5-4-6-8-10/h4,6H,8H2,1-3H3/b6-4+
InChIKey
ZIXABMZBMHDFEZ-GQCTYLIASA-N
SMILES
C(Cl)/C=C/C#CC(C)(C)C
CAS DataBase Reference
287471-30-1(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
HCH0036879
Product name
(2E)-1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE
Purity
95.00%
Packaging
25G
Price
$1404.36
Updated
2021/12/16
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1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE Chemical Properties,Usage,Production

Description

1-Chloro-6,6-dimethyl-2-hepten-4-yne is the allylamine antifungal agents terbinafine intermediate.1-Chloro-6,6-dimethyl-2-hepten-4-yne choose to inhibit COX-fungal squalene, so that reduction of membrane ergosterol, thus inhibiting the growth of fungi play an inhibitory role; right ergosterol synthesis of precursors and no inhibitory effect on other stages.

Uses

1-Chloro-6,6-dimethyl-2-heptene-4-yne is a hydrocarbon derivative and can be used as a pharmaceutical intermediate.

Application

1-Chloro-6,6-dimethyl-2-hepten-4-yne is a chlorinating agent that has been used to minimise hydrochloric acid by converting it to chloride. It is also used in the chlorination of magnesium and other metals. 1-Chloro-6,6-dimethyl-2-hepten-4-yne has been shown to be an effective antifungal agent against dermatophytes such as Trichophyton rubrum and Microsporum canis. The compound is toxic to humans and animals because it produces acrolein and terbinafine during chlorination. It also produces hydrochloric acid as a by-product of chlorination.

Synthesis

1-Chloro-6,6-dimethyl-2-hepten-4-yne mainly due to keratin aggregation produce squalene, was squalene cyclooxygenase inhibition, squalene in the cells of a large number gathered in the form of lipid droplets penetrate fungal cell membrane, destruction of the membrane lipid composition, resulting in fungal death. A typical procedure for preparing of 1-chloro-6,6-dimethyl-2-hepten-4-yne using boron trichloride is as follows: Compound 1 (53 g, 0.38 mol) in 2800 mL of n-hexane was cooled to 10??15??. Boron trichloride (1 M in hexane, 480 mL, 0.48 mol) was added to the mixture at 15??20?? over a 10 min period. After 10 min of stirring at 20??, the mixture was quenched with 1000 mL of water and stirred for 10 min. The separated organic phase was washed with 20% NaCl, dried (MgSO4), and evaporated to afford the title compound 2 (57.1 g, 95%) in 9:1 E:Z ratio.

1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE Suppliers

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View Lastest Price from 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE manufacturers

shandong perfect biotechnology co.ltd
Product
1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE 287471-30-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99% HPLC
Supply Ability
100 kgs
Release date
2023-07-19
Zhuozhou Wenxi import and Export Co., Ltd
Product
1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE 287471-30-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE 287471-30-1
Price
US $7.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100KG
Release date
2018-12-17

287471-30-1, 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNERelated Search:

Terbinafine Hydrochloride 6,6-Dimethyl-1-hepten-4-yn-3-ol 1-CHLORO-6,6-DIMETHYL-2-HEPTENE-4-YNE 3,3-Dimethyl-1-butyne N-Methyl-2-naphthaMide 1-Methyl-aminomethyl naphthalene (Z)-N,6,6-triMethyl-N-(naphthalen-1-ylMethyl)hept-2-en-4-yn-1-aMine 1-Chloro-6,6-dimethyl-2-heptene-4-yne (E)-N,6,6-triMethyl-N-(naphthalen-2-ylMethyl)hept-2-en-4-yn-1-aMine Terbinafine methyl-(naphthalen-2-ylmethyl)azanium N-[(2E)-6,6-DiMethyl-2-hepten-4-yn-1-yl]-N-Methyl-2-naphthaleneMethanaMine Hydrochloride cis-Terbinafine Hydrochloride (E)-1-Bromo-6,6-dimethyl-2-hepten-4-yne Chlorotrimethylsilane chlorempenthrin

  • 2-HEPTEN-4-YNE, 1-CHLORO-6,6-DIMETHYL-, (2E)-
  • 1-CHLORO-6,6-DIMETHYL-2-ENE-4-YNE-HEPTANE
  • 1-Chloro-6,6-dimethyl-2-hepten-4-ino
  • 2-HEPTEN-4-YNE,1-CHLORO-6,6-DIMETHYL
  • 1-Chloro-6,6-dimethyl-2-hepten-4-yne
  • (E)-1-chloro-6,6-diMethylhept-2-en-4-yne
  • (2E)-1-chloro-6,6-dimethylhept-2-en-4-yne
  • Terbinafine Impurity 22
  • Terbinafine Impurity 45
  • 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE
  • 287471-30-1
  • Chemical intermediate for Terbinafine