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Vinylmagnesium bromide is a versatile Grignard reagent widely used in organic synthesis for introducing a vinyl group into various substrates, particularly in stereoselective additions to aldehydes and other carbonyl compounds. It has been employed in diverse synthetic routes, including the preparation of cyclitols, compactin intermediates, L-glycero-D-manno-heptose derivatives, sphingolipids, spirocyclic compounds, and pinellic acids. Its reactivity is often leveraged in conjunction with chelating agents or specific reaction conditions to control diastereoselectivity, as seen in carbohydrate chemistry and asymmetric syntheses. The reagent also plays a key role in conjugate additions, cross-metathesis precursors, and chain elongation strategies, demonstrating its utility in constructing complex molecular architectures with biological relevance. Its applications span pharmaceuticals, natural product synthesis, and carbohydrate chemistry, highlighting its importance as a tool for C-C bond formation in modern organic synthesis.

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  • 1826-67-1 Structure
  • Basic information

    1. Product Name: Vinylmagnesium bromide
    2. Synonyms: bromoethenyl-magnesiu;Vinylmagnesium bromide, 0.7M solution in THF, AcroSeal;Vinylmagnesium Bromide Solution 1M THF;VinylMagnesiuM BroMide 1.0M Solution in Thf;VinylMagnesiuM broMide ,0% [1.0 M in THF];VinylMagnesiuM broMide, 0.7M solution in THF, AcroSeal 100ML;VinylMagnesiuM broMide, 1M solution in 2-MeTHF, AcroSeal;Vinylmagnesium bromide 0.5M solution in 2-MeTHF
    3. CAS NO:1826-67-1
    4. Molecular Formula: Br*C2H3*Mg
    5. Molecular Weight: 131.25
    6. EINECS: 217-375-3
    7. Product Categories: Grignard Reagent;GRIGNARD REAGENTS;Classes of Metal Compounds;Grignard Reagents & Alkyl Metals;Mg (Magnesium) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds;Alkenyl;Grignard Reagents;Organometallic Reagents
    8. Mol File: 1826-67-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: 1 °F
    4. Appearance: Clear light brown to brown/Solution
    5. Density: 0.981 g/mL at 25 °C
    6. Refractive Index: N/A
    7. Storage Temp.: Refrigerator
    8. Solubility: vigorous reaction
    9. Water Solubility: vigorous reaction
    10. BRN: 3535841
    11. CAS DataBase Reference: Vinylmagnesium bromide(CAS DataBase Reference)
    12. NIST Chemistry Reference: Vinylmagnesium bromide(1826-67-1)
    13. EPA Substance Registry System: Vinylmagnesium bromide(1826-67-1)
  • Safety Data

    1. Hazard Codes: F,C
    2. Statements: 11-14-19-34-14/15-40-37
    3. Safety Statements: 16-26-29-33-36/37/39-45-6A-43B-43
    4. RIDADR: UN 3399 4.3/PG 2
    5. WGK Germany: 1
    6. RTECS:
    7. F: 1-3-10
    8. HazardClass: 4.3/3
    9. PackingGroup: I
    10. Hazardous Substances Data: 1826-67-1(Hazardous Substances Data)

1826-67-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1826-67-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,2 and 6 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1826-67:
(6*1)+(5*8)+(4*2)+(3*6)+(2*6)+(1*7)=91
91 % 10 = 1
So 1826-67-1 is a valid CAS Registry Number.
InChI:InChI=1/C2H3.BrH.Mg/c1-2;;/h1H,2H2;1H;/q;;+1/p-1/rC2H3BrMg/c1-2-4-3/h2H,1H2

1826-67-1 Well-known Company Product Price

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  • TCI America

  • (V0053)  Vinylmagnesium Bromide (14% in Tetrahydrofuran, ca. 1mol/L)  

  • 1826-67-1

  • 100g

  • 460.00CNY

  • Detail
  • Aldrich

  • (225584)  Vinylmagnesiumbromidesolution  1.0 M in THF

  • 1826-67-1

  • 225584-100ML

  • 435.24CNY

  • Detail
  • Aldrich

  • (225584)  Vinylmagnesiumbromidesolution  1.0 M in THF

  • 1826-67-1

  • 225584-4X100ML

  • 1,304.55CNY

  • Detail
  • Aldrich

  • (225584)  Vinylmagnesiumbromidesolution  1.0 M in THF

  • 1826-67-1

  • 225584-800ML

  • 1,458.99CNY

  • Detail
  • Aldrich

  • (257257)  Vinylmagnesiumbromidesolution  1.0 M in THF

  • 1826-67-1

  • 257257-200ML

  • 1,806.48CNY

  • Detail
  • Aldrich

  • (257257)  Vinylmagnesiumbromidesolution  1.0 M in THF

  • 1826-67-1

  • 257257-1.8L

  • 5,744.70CNY

  • Detail

1826-67-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Vinylmagnesium bromide

1.2 Other means of identification

Product number -
Other names bromoethenyl-magn

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:1826-67-1 SDS

1826-67-1Synthetic route

Vinyl bromide
593-60-2

Vinyl bromide

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; diethyl ether at 0℃;
With iodine; magnesium In tetrahydrofuran for 0.5h; Ambient temperature;
With magnesium In tetrahydrofuran
Vinyl bromide
593-60-2

Vinyl bromide

Mg

Mg

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

Conditions
ConditionsYield
In tetrahydrofuran
4-methyl-pent-3-en-2-one
141-79-7

4-methyl-pent-3-en-2-one

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

3,5-dimethyl-hexa-1,4-dien-3-ol
38552-68-0

3,5-dimethyl-hexa-1,4-dien-3-ol

Conditions
ConditionsYield
In tetrahydrofuran100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

1-(4-methoxylphenyl)-2-propen-1-ol
51410-44-7

1-(4-methoxylphenyl)-2-propen-1-ol

Conditions
ConditionsYield
In tetrahydrofuran; hexane at 0℃; for 2h; Inert atmosphere;100%
In tetrahydrofuran at 0℃; for 4h;96%
In tetrahydrofuran; diethyl ether at 0 - 20℃;95%
furfural
98-01-1

furfural

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

1-(furan-2-yl)-2-propen-1-ol
119619-38-4

1-(furan-2-yl)-2-propen-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;100%
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;98%
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;92%
Benzyloxymethyl-oxiran
2930-05-4

Benzyloxymethyl-oxiran

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

1-(benzyloxy)-4-penten-2-ol
58931-16-1

1-(benzyloxy)-4-penten-2-ol

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -20℃; for 0.333333h;100%
With copper(l) iodide In tetrahydrofuran at -78 - -40℃;95%
With copper(l) iodide In tetrahydrofuran93%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

(E)-3-Methoxy-2-(4-oxo-cyclopent-2-enyl)-acrylic acid methyl ester
121220-80-2

(E)-3-Methoxy-2-(4-oxo-cyclopent-2-enyl)-acrylic acid methyl ester

(E)-3-Methoxy-2-((1R,2S)-4-trimethylsilanyloxy-2-vinyl-cyclopent-3-enyl)-acrylic acid methyl ester
121220-81-3

(E)-3-Methoxy-2-((1R,2S)-4-trimethylsilanyloxy-2-vinyl-cyclopent-3-enyl)-acrylic acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; chloro-trimethyl-silane; copper(l) iodide In tetrahydrofuran 1.) -75 deg C, 10 h; 2.) -75 deg C to -40 deg C;100%
With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; copper(l) iodide In tetrahydrofuran at -78℃;0.62 g
heptanal
111-71-7

heptanal

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

non-1-en-3-ol
21964-44-3

non-1-en-3-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0 - 20℃; Inert atmosphere;100%
85%
In tetrahydrofuran for 1h;82%
hept-6-enal
17206-61-0

hept-6-enal

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

3-hydroxy-1,8-nonadiene
159010-02-3

3-hydroxy-1,8-nonadiene

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Grignard reaction;100%
Stage #1: hept-6-enal; vinyl magnesium bromide In tetrahydrofuran; diethyl ether at -78 - 20℃;
Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether at 20℃;
90%
In tetrahydrofuran; diethyl ether for 3h; Ambient temperature; Yield given;
In tetrahydrofuran
para-iodoanisole
696-62-8

para-iodoanisole

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

4-Methoxystyrene
637-69-4

4-Methoxystyrene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 0.0833333h;100%
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 5h; further catalysts;73%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; zinc(II) chloride 1.) THF, RT, 20 min, 2.) RT, 1 h; Yield given. Multistep reaction;
(-)-Verbenone
80-57-9, 1196-01-6

(-)-Verbenone

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

(1S,4R,5R)-4,6,6-trimethyl-4-vinylbicyclo[3.1.1]heptan-2-one
134655-24-6

(1S,4R,5R)-4,6,6-trimethyl-4-vinylbicyclo[3.1.1]heptan-2-one

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -78℃; for 3h;100%
With copper(l) iodide In tetrahydrofuran -50 deg C to room temp., 2 h;85%
With copper(l) iodide In tetrahydrofuran Yield given;
(E)-β-ionone
79-77-6

(E)-β-ionone

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

(1E)-1-(2,6,6-trimethylcyclohex-1-enyl)-3-methyl-1,4-pentadien-3-ol
59057-30-6

(1E)-1-(2,6,6-trimethylcyclohex-1-enyl)-3-methyl-1,4-pentadien-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 20h;100%
In tetrahydrofuran for 14h; Ambient temperature;94%
5-methoxy-2-nitro-benzaldehyde
20357-24-8

5-methoxy-2-nitro-benzaldehyde

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

1-(5-Methoxy-2-nitro-phenyl)-prop-2-en-1-ol
162927-72-2

1-(5-Methoxy-2-nitro-phenyl)-prop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran for 3.5h;100%
In tetrahydrofuran at -70℃;
In tetrahydrofuran at -70℃; for 3.5h;
In tetrahydrofuran at -10 - 20℃; Inert atmosphere;
2-amino-4'-methylbenzophenone
36192-63-9

2-amino-4'-methylbenzophenone

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

1-(2'-aminophenyl)-1-(4''-methylphenyl)prop-2-en-1-ol
131470-28-5

1-(2'-aminophenyl)-1-(4''-methylphenyl)prop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 2h;100%
benzyloxyacetoaldehyde
60656-87-3

benzyloxyacetoaldehyde

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

1-(benzyloxy)but-3-en-2-ol
93553-66-3

1-(benzyloxy)but-3-en-2-ol

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h; Heating;100%
In tetrahydrofuran at -78 - 20℃; Inert atmosphere;91%
In tetrahydrofuran at 0℃; for 0.166667h;88%
3-phenylpropionyltrimethylsilane
61157-31-1

3-phenylpropionyltrimethylsilane

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

5-phenyl-3-(trimethylsilyl)-1-penten-3-ol
72551-26-9

5-phenyl-3-(trimethylsilyl)-1-penten-3-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0℃; for 0.5h;100%
Stage #1: vinyl magnesium bromide With cerium(III) chloride In tetrahydrofuran at -78℃; for 2h; Metallation;
Stage #2: 3-phenylpropionyltrimethylsilane In tetrahydrofuran at -78℃; for 2h; Addition;
98%
3-isobutoxy-2-methyl-2-cyclohexen-1-one
37457-15-1

3-isobutoxy-2-methyl-2-cyclohexen-1-one

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

2-methyl-3-vinyl-cyclohex-2-enone
98954-18-8

2-methyl-3-vinyl-cyclohex-2-enone

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 3h;100%
In tetrahydrofuran at -78 - 20℃;49%
4-(2',2'-Dimethyl-6'-methylidenecyclohexyl)butan-2-one
13720-12-2

4-(2',2'-Dimethyl-6'-methylidenecyclohexyl)butan-2-one

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

5-(6',6'-dimethyl-2'-methylenecyclohexyl)-3-hydroxy-3-methyl-pent-1-ene
67656-40-0, 68538-72-7, 83920-95-0

5-(6',6'-dimethyl-2'-methylenecyclohexyl)-3-hydroxy-3-methyl-pent-1-ene

Conditions
ConditionsYield
100%
In tetrahydrofuran 1.) room temp. 2 h 2.) overnight 3.) 3 hr reflux;75%
In tetrahydrofuran for 3h; Heating;123 mg
In tetrahydrofuran
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose
217309-46-1

5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose

(4R,5S)-(+)-1-[4-[2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-5-yl]-(S)-propen-1-ol
138127-55-6

(4R,5S)-(+)-1-[4-[2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-5-yl]-(S)-propen-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 1h;100%
In tetrahydrofuran at -78 - 20℃; for 1h; Grignard reaction;96%
In tetrahydrofuran for 24h; Ambient temperature;79%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

9-Butoxy-bicyclo[3.2.2]non-6-en-2-one
83586-67-8, 83648-07-1

9-Butoxy-bicyclo[3.2.2]non-6-en-2-one

9-Butoxy-2-vinyl-bicyclo[3.2.2]non-6-en-2-ol
83586-71-4, 83648-11-7, 83648-12-8, 83648-13-9

9-Butoxy-2-vinyl-bicyclo[3.2.2]non-6-en-2-ol

Conditions
ConditionsYield
at 0℃;100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

9-Butylsulfanyl-bicyclo[3.2.2]non-6-en-2-one
83586-68-9, 83648-08-2

9-Butylsulfanyl-bicyclo[3.2.2]non-6-en-2-one

9-Butylsulfanyl-2-vinyl-bicyclo[3.2.2]non-6-en-2-ol
83586-72-5, 83648-14-0, 83648-15-1, 83648-16-2

9-Butylsulfanyl-2-vinyl-bicyclo[3.2.2]non-6-en-2-ol

Conditions
ConditionsYield
at 0℃;100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

9-Phenylsulfanyl-bicyclo[3.2.2]non-6-en-2-one
83586-69-0, 83648-09-3

9-Phenylsulfanyl-bicyclo[3.2.2]non-6-en-2-one

9-Phenylsulfanyl-2-vinyl-bicyclo[3.2.2]non-6-en-2-ol
83586-73-6, 83648-17-3, 83648-18-4, 83648-85-5

9-Phenylsulfanyl-2-vinyl-bicyclo[3.2.2]non-6-en-2-ol

Conditions
ConditionsYield
at 0℃;100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

3β-t-butyldimethylsilyloxy-pregn-5-en-20-one
58701-45-4

3β-t-butyldimethylsilyloxy-pregn-5-en-20-one

(20R,S)-20-vinylpregn-5-ene-3β,20-diol 3β-tert-butyldimethylsilyl ether
99602-17-2, 99630-80-5

(20R,S)-20-vinylpregn-5-ene-3β,20-diol 3β-tert-butyldimethylsilyl ether

Conditions
ConditionsYield
100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

syn-4-(tert-butyldimethylsilyloxy)cyclopentene oxide
91661-16-4

syn-4-(tert-butyldimethylsilyloxy)cyclopentene oxide

(1RS,2SR,4RS)-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-ethenylcyclopentanol
91661-17-5

(1RS,2SR,4RS)-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-ethenylcyclopentanol

Conditions
ConditionsYield
Stage #1: vinyl magnesium bromide; syn-4-(tert-butyldimethylsilyloxy)cyclopentene oxide; copper(l) iodide In tetrahydrofuran at -30 - 0℃; for 2.75h; Inert atmosphere;
Stage #2: With ammonium chloride In tetrahydrofuran
100%
copper(l) iodide In tetrahydrofuran -30 gradC for 15 min then 0 gradC for 2 h.;79%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

(3R,6S)-3,6-Dimethyl-1-oxo-3,6-dihydro-1H-1λ4-[1,2]thiazine-2-carboxylic acid benzyl ester
86120-35-6, 86161-73-1, 93379-68-1, 93379-69-2

(3R,6S)-3,6-Dimethyl-1-oxo-3,6-dihydro-1H-1λ4-[1,2]thiazine-2-carboxylic acid benzyl ester

C16H21NO3S
107972-85-0

C16H21NO3S

Conditions
ConditionsYield
In tetrahydrofuran at -60℃; for 0.5h;100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

benzyl 5-formyl-8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate
80371-01-3

benzyl 5-formyl-8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

5-(1-Hydroxy-allyl)-8-methoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid benzyl ester
80371-12-6

5-(1-Hydroxy-allyl)-8-methoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid benzyl ester

Conditions
ConditionsYield
In tetrahydrofuran 1.) 0 deg C, 1 h, 2.) RT, 1 h;100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

4,8,12-trioxa-4,8,12,12c-tetrahydrodibenzopyrenylium tetrafluoroborate

4,8,12-trioxa-4,8,12,12c-tetrahydrodibenzopyrenylium tetrafluoroborate

12c-ethenyl-4,8,12-trioxatricornan
138259-52-6

12c-ethenyl-4,8,12-trioxatricornan

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;100%
In tetrahydrofuran for 7h;68%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

tert-Butyl-dimethyl-[2-(tetrahydro-pyran-2-yloxymethyl)-oxiranylmethoxy]-silane

tert-Butyl-dimethyl-[2-(tetrahydro-pyran-2-yloxymethyl)-oxiranylmethoxy]-silane

1-(tert-Butyl-dimethyl-silanyloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-pent-4-en-2-ol

1-(tert-Butyl-dimethyl-silanyloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-pent-4-en-2-ol

Conditions
ConditionsYield
With copper(l) iodide; dimethylsulfide In tetrahydrofuran at -15℃;100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

cycloheptanone
502-42-1

cycloheptanone

1-vinylcycloheptanol
6244-47-9

1-vinylcycloheptanol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 23℃; for 18h; Inert atmosphere;100%
In tetrahydrofuran; diethyl ether at -5 - 20℃;86%
In tetrahydrofuran at -78℃; Grignard reaction;66%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

(3R)-3-hydroxy-β-ionone
50281-38-4

(3R)-3-hydroxy-β-ionone

(1-E)-1-<(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enyl>-3-methyl-1,4-pentadien-3-ol

(1-E)-1-<(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enyl>-3-methyl-1,4-pentadien-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 20h;100%
In tetrahydrofuran; toluene at -20℃; for 1.5h; Inert atmosphere;
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

(R)-benzyl glycidol
14618-80-5

(R)-benzyl glycidol

(R)-1-benzyloxypent-4-en-2-ol
58931-16-1, 88981-35-5, 110339-28-1

(R)-1-benzyloxypent-4-en-2-ol

Conditions
ConditionsYield
Stage #1: (R)-benzyl glycidol With copper(l) iodide In tetrahydrofuran at -78℃; for 0.0833333h;
Stage #2: vinyl magnesium bromide In tetrahydrofuran at 20 - 70℃; for 2h;
100%
Stage #1: (R)-benzyl glycidol With copper(l) iodide In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: vinyl magnesium bromide In tetrahydrofuran at -78 - 20℃; for 2h;
100%
Stage #1: (R)-benzyl glycidol With copper(l) iodide In tetrahydrofuran at -78 - 20℃; for 0.0833333h;
Stage #2: vinyl magnesium bromide In tetrahydrofuran at -70 - 20℃; for 2h;
100%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

(1R,2R,6S)-6-Benzyloxy-2-(3-isopropenyl-4-methyl-pent-3-enyl)-2-methyl-cyclohexanecarbaldehyde

(1R,2R,6S)-6-Benzyloxy-2-(3-isopropenyl-4-methyl-pent-3-enyl)-2-methyl-cyclohexanecarbaldehyde

1-[(1S,2R,6S)-6-Benzyloxy-2-(3-isopropenyl-4-methyl-pent-3-enyl)-2-methyl-cyclohexyl]-prop-2-en-1-ol

1-[(1S,2R,6S)-6-Benzyloxy-2-(3-isopropenyl-4-methyl-pent-3-enyl)-2-methyl-cyclohexyl]-prop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 1h;100%

1826-67-1Upstream product

1826-67-1Relevant articles and documents

Formal synthesis of dysiherbaine

Rao, Maddimsetti Venkateswara,Naresh, Annavareddi,Saketh, Gudipati,Rao, Batchu Venkateswara

supporting information, p. 6931 - 6933 (2019/04/10)

A formal synthesis of dysiherbaine was achieved from D-mannitol using Grignard addition on chiral imine, RCM and Michael addition as key steps.

PYRIDOPYRIMIDINE OR NAPHTHYRIDINE DERIVATIVE

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Page/Page column 33, (2010/02/07)

A pyridopyrimidine or a naphthyridine derivative of the formula (I): wherein R1 is an optionally substituted nitrogen-containing heterocyclic group, etc.; R2 is H or a lower alkyl group; R3 is H or an optionally substitute

Synthesis of coenzyme Q10, ubiquinone

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, (2008/06/13)

Processes for the stereospecific synthesis of coenzyme Q10, ubiquinone, are disclosed; a semi synthetic procedure using solanesol derived from tobacco waste as the starting material. The process of the invention results in high yields of isometrically use

Novel Synthesis of (-)-(R)-Cembrene A, Synthesis of (+)-(R)-Cembrenene and (+)-(S)-Cembrene

Farkas, Imre,Pfander, Hanspeter

, p. 1980 - 1985 (2007/10/02)

A novel synthesis of (-)-(R)-cembrene A ((-)-3) was developed using the Sharpless epoxidation for the introduction of the chiral center.Furthermore, the synthesis of (+)-(R)-cembrenene ((+)-4) showed that this cembranoid must have the (R)-configuration and not, as previously reported, the (S)-confguration.Selective hydrogebation of (+)-4 afforded (+)-(S)-cembrene ((+)-5).

Diphenyl ether derivatives and their use as insecticides

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, (2008/06/13)

A compound of formula: STR1 wherein W represents one or more substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy or W represents a bidentate group linking adjacent carbon atoms selected from alkylene and alkylenedioxy; Y is a group of formula STR2 wherein X is a group of formula --(CF2)n R3, where R3 is selected from hydrogen, chloro and fluoro, and n is one or two, R1 is selected from hydrogen, chloro, fluoro and hydroxy and R2 is selected from methyl, cyano, ethynyl and hydrogen; Q is selected from carbon bearing a hydrogen atom and nitrogen; and Z represents one or more substituents selected from fluoro, benzyl, phenoxy, chlorophenoxy, fluorophenoxy and bromophenoxy, or any isomer thereof. Processes for preparing these compounds and intermediates for use therein, insecticidal compositions containing these compounds and the use thereof are also disclosed.

SYNTHESIS OF all-(E)-DECAPRENOL AND ITS 2Z ISOMER

Kozlova, I. V.,Obol'nikova, E. A.,Kogan, L. M.,Filippova, T. M.,Kharchevnikov, A. P.,Samokhvalov, G. I.

, p. 1055 - 1061 (2007/10/02)

C5-chain growth in the structure of natural solanesol, isolated from tobacco, was realized by a C3 + C2 scheme.Decaprenol was separated into isomers with respect to the newly formed double bond by column chromatography on silica gel.The isomeric compositi

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