Welcome to LookChem.com Sign In|Join Free

CAS

  • or

105-95-3

105-95-3

Post Buying Request

105-95-3 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

105-95-3 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 105-95-3 differently. You can refer to the following data:
1. Colorless to pale yellow transparent liquid
2. Ethylene brassylate is an artificial fragrance material, with a sweetish, slightly fatty, musk odor. Similarly to the aforementioned 1,12-dodecanedioic ester compound, the ester is obtained by depolymerization of the corresponding polyester. Traditionally, brassylic acid (1,13-tridecanedioic acid) is prepared by ozonolysis of erucic acid
3. Ethyl.brassylate.has.musk-like.character.and.sweet.odor

Occurrence

Has apparently not been reported to occur in nature.

Preparation

By esterification of brassylic acid.

Taste threshold values

Taste characteristics at 0.5%: musky, sweet, powdery, floral, vanilla and perfumey

General Description

Ethylene brassylate is macrocylic compound mainly used as a fragrance ingredient for its musk-like odor.

Flammability and Explosibility

Nonflammable

Trade name

Musk T? (Takasago), MC-5 (Soda Aromatic)

Check Digit Verification of cas no

The CAS Registry Mumber 105-95-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 5 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 105-95:
(5*1)+(4*0)+(3*5)+(2*9)+(1*5)=43
43 % 10 = 3
So 105-95-3 is a valid CAS Registry Number.
InChI:InChI=1/C14H24O4/c15-13-10-8-6-4-2-1-3-5-7-9-11-14(16)18-12-17-13/h1-12H2

105-95-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail

  • Sigma-Aldrich

  • (96374)  Ethylenebrassylate  analytical standard

  • 105-95-3

  • 96374-1ML

  • 465.66CNY

  • Detail

105-95-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethylene brassylate

1.2 Other means of identification

Product number -
Other names Ethylene Glycol Brassylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:105-95-3 SDS

105-95-3Synthetic route

brassylic acid
505-52-2

brassylic acid

1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

Conditions
ConditionsYield
With ethylene glycol at 200℃; under 2 Torr; Erhitzen des Reaktionsprodukts mit wenig Zinn(II)-chlorid-dihydrat unter 1 Torr auf 270grad;
brassylic acid
505-52-2

brassylic acid

ethylene glycol
107-21-1

ethylene glycol

1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 10h;189 mg
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1,13-tridecanediol
13362-52-2

1,13-tridecanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 3.5h; Ambient temperature;98%
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 0 - 20℃; Reflux;76%
With lithium aluminium tetrahydride In diethyl ether Reflux;
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

poly[-CO(CH2)11CO(CH2)2O-]

poly[-CO(CH2)11CO(CH2)2O-]

Conditions
ConditionsYield
Candida antarctica lipase at 75℃; for 24h; Polymerization; ring cleavage;
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

13-bromo-1-tridecylalcohol
116754-58-6

13-bromo-1-tridecylalcohol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0 - 20 °C / Reflux
2: hydrogen bromide / water; toluene / 22 h / Dean-Stark; Reflux
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-14-tricosen-1-ol
50995-26-1

(Z)-14-tricosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

heptadec-16-yn-1-ol
62873-30-7

heptadec-16-yn-1-ol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

2-((13-bromotridecyl)oxy)tetrahydro-2H-pyran
116452-12-1

2-((13-bromotridecyl)oxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / diethyl ether / Reflux
2: hydrogen bromide / toluene / Reflux; Dean-Stark
3: pyridinium p-toluenesulfonate / dichloromethane / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0 - 20 °C / Reflux
2: hydrogen bromide / water; toluene / 22 h / Dean-Stark; Reflux
3: pyridinium p-toluenesulfonate / dichloromethane / 18 h / 20 °C
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

14-heptadecyn-1-ol
159627-68-6

14-heptadecyn-1-ol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

14-tricosyn-1-ol
159627-64-2

14-tricosyn-1-ol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-14-tricosenyl bromide
159627-66-4

(Z)-14-tricosenyl bromide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1-tetrahydropyranyloxy-14-pentadecyne
159627-62-0

1-tetrahydropyranyloxy-14-pentadecyne

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

16-tetracosyn-1-ol
159627-71-1

16-tetracosyn-1-ol

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-16-tetracosen-1-ol
159627-72-2

(Z)-16-tetracosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-16-tetracosenyl bromide
159627-74-4

(Z)-16-tetracosenyl bromide

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

2-(heptadec-16-yn-1-yloxy)tetrahydro-2H-pyran
159627-69-7

2-(heptadec-16-yn-1-yloxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1-tetrahydropyranyloxy-14-heptadecyne
159627-67-5

1-tetrahydropyranyloxy-14-heptadecyne

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,18Z)-2,3-epoxy-18-heptacosen-1-ol
159627-82-4

(2S,3R,18Z)-2,3-epoxy-18-heptacosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
11: 95 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,20Z)-2,3-epoxy-20-octacosen-1-ol
159627-77-7

(2S,3R,20Z)-2,3-epoxy-20-octacosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
15: 94 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1-tetrahydropyranyloxy-14-tricosyne
159627-63-1

1-tetrahydropyranyloxy-14-tricosyne

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

1-tetrahydropyranyloxy-16-tetracosyne
159627-70-0

1-tetrahydropyranyloxy-16-tetracosyne

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-14-tricosenyl tosylate
159627-65-3

(Z)-14-tricosenyl tosylate

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(Z)-16-tetracosenyl tosylate
159627-73-3

(Z)-16-tetracosenyl tosylate

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,18Z)-2,3-epoxy-18-heptacosenyl tosylate

(2S,3R,18Z)-2,3-epoxy-18-heptacosenyl tosylate

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
11: 95 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
12: 99 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,20Z)-2,3-epoxy-20-octacosenyl tosylate

(2S,3R,20Z)-2,3-epoxy-20-octacosenyl tosylate

Conditions
ConditionsYield
Multi-step reaction with 16 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
15: 94 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
16: 99 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,18Z)-1-tert-butyldiphenylsilyloxy-2,3-epoxy-18-heptacosene
159627-81-3

(2S,3R,18Z)-1-tert-butyldiphenylsilyloxy-2,3-epoxy-18-heptacosene

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(2S,3R,20Z)-1-tert-butyldiphenylsilyloxy-2,3-epoxy-20-octacosene
159627-76-6

(2S,3R,20Z)-1-tert-butyldiphenylsilyloxy-2,3-epoxy-20-octacosene

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(E)-14-tricosen-1-ol

(E)-14-tricosen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(9Z,25R,26S,43Z)-25,26-epoxy-9,43-henpentacontadiene

(9Z,25R,26S,43Z)-25,26-epoxy-9,43-henpentacontadiene

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2.5 h, 2.) ether, HMPA, r.t., 6 h
View Scheme
Multi-step reaction with 13 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
11: 95 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
12: 99 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
13: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2.5 h, 2.) ether, HMPA, r.t., 6 h
View Scheme
1,4-dioxa-cycloheptadecane-5,17-dione
105-95-3

1,4-dioxa-cycloheptadecane-5,17-dione

(9Z,25S,26R,43Z)-25,26-epoxy-9,43-henpentacontadiene

(9Z,25S,26R,43Z)-25,26-epoxy-9,43-henpentacontadiene

Conditions
ConditionsYield
Multi-step reaction with 17 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 99 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: 92 percent / 1,3-propanediamine, Li, potassium tert-butoxide / 2 h / Ambient temperature
8: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
9: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
10: 94 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
11: 93 percent / H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
12: 95 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature
13: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
14: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2 h, 2.) ether, HMPA, r.t., 18 h
15: 94 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 0 °C
16: 99 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
17: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2.5 h, 2.) ether, HMPA, r.t., 6 h
View Scheme
Multi-step reaction with 10 steps
1: 98 percent / LiAlH4 / diethyl ether / 3.5 h / Ambient temperature
2: 72 percent / 48percent HBr / benzene / 36 h / Heating
3: 98 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / Ambient temperature
4: 91 percent / xylene; tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / Ambient temperature
5: 1.) 1.63N butyllithium / 1.) hexane, THF, -50 deg C, 30 min; 0 deg C, 30 min, 2.) hexane, THF, HMPA, -50 deg C, 30 min; 0 deg C, 2 h
6: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature
7: H2, quinoline / Lindlar palladium catalyst / hexane / 20.5 h / Ambient temperature
8: 98 percent / triethylamine, (4-dimethylamino)pyridine / CH2Cl2 / 6 h / Ambient temperature
9: 97 percent / LiBr, NaHCO3 / acetone / 15 h / Ambient temperature
10: 1.) Mg, 2.) CuI / 1.) ether, r.t., 2.5 h, 2.) ether, HMPA, r.t., 6 h
View Scheme

105-95-3Related news

Copolymerization of Ethylene brassylate (cas 105-95-3) with δ-valerolactone towards isodimorphic random copolyesters with continuously tunable mechanical properties08/15/2019

Ring opening copolymerization of ethylene brassylate (EB) and δ-valerolactone (δ-VL) with various feeding ratios catalyzed by triphenyl bismuth was performed to prepare poly(ethylene brassylate-co-δ-valerolactone) copolyesters. The reactivity ratios of EB and δ-VL were firstly determined to ...detailed

105-95-3Relevant articles and documents

Macrolactonization Reactions Driven by a Pentafluorobenzoyl Group**

Ciofini, Ilaria,Force, Guillaume,Leb?uf, David,Mayer, Robert J.,Perfetto, Anna

, p. 19843 - 19851 (2021)

Macrolactones constitute a privileged class of natural and synthetic products with a broad range of applications in the fine chemicals and pharmaceutical industry. Despite all the progress made towards their synthesis, notably from seco-acids, a macrolactonization promoter system that is effective, selective, flexible, readily available, and, insofar as possible, compatible with manifold functional groups is still lacking. Herein, we describe a strategy that relies on the formation of a mixed anhydride incorporating a pentafluorophenyl group which, due to its high electronic activation enables a convenient access to macrolactones, macrodiolides and esters with a broad versatility. Kinetic studies and DFT computations were performed to rationalize the reactivity of the pentafluorophenyl group in macrolactonization reactions.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 105-95-3