Product Name

  • Name

    2,6-Octadien-1-ol,3,7-dimethyl-, (2Z)-

  • EINECS 203-378-7
  • CAS No. 106-25-2
  • Article Data188
  • CAS DataBase
  • Density 0.866 g/cm3
  • Solubility 1.311g/L(25 oC)
  • Melting Point < -10oC
  • Formula C10H18O
  • Boiling Point 229.5 °C at 760 mmHg
  • Molecular Weight 154.252
  • Flash Point 76.7 °C
  • Transport Information
  • Appearance Clear colorless to almost colorless liquid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 106-25-2 (2,6-Octadien-1-ol,3,7-dimethyl-, (2Z)-)
  • Hazard Symbols IrritantXi
  • Synonyms cis-Geraniol;b-Nerol;2,6-Octadien-1-ol,3,7-dimethyl-, (Z)- (8CI);Nerol (6CI);(2Z)-3,7-Dimethyl-2,6-octadien-1-ol;(Z)-3,7-Dimethyl-2,6-octadien-1-ol;(Z)-Geraniol;(Z)-Nerol;2-cis-3,7-Dimethyl-2,6-octadien-1-ol;3,7-Dimethyl-cis-2,6-octadien-1-ol;Nerol900;Neryl alcohol;cis-3,7-Dimethyl-2,6-octadien-1-ol;
  • PSA 20.23000
  • LogP 2.67140

Synthetic route

Carbonic acid allyl ester (Z)-3,7-dimethyl-octa-2,6-dienyl ester

Carbonic acid allyl ester (Z)-3,7-dimethyl-octa-2,6-dienyl ester

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With palladium diacetate; sodium azide; trisodium tris(3-sulfophenyl)phosphine In water; acetonitrile at 25℃; for 1h;98%
(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With isopropyl alcohol; zirconium(IV) oxide for 6h; Rate constant; Heating;97%
With isopropyl alcohol; zirconium(IV) oxide for 6h; Heating;97%
With sodium formate; RuCl2(m-SPPh2)2 In water at 80℃; for 7h;95%
1-(tert-butyldimethylsiloxy)-3,7-dimethyl-2,6-octadiene
80873-76-3

1-(tert-butyldimethylsiloxy)-3,7-dimethyl-2,6-octadiene

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With acetonyltriphenylphosphonium bromide In methanol; dichloromethane at 20℃; for 0.0833333h;95%
In methanol; dichloromethane for 3.66667h; Irradiation;
In methanol; dichloromethane for 3.66667h; Product distribution; Irradiation; other silyl ethers; phenanthrene, var. time;
2-((Z)-3,7-Dimethyl-octa-2,6-dienyloxymethyl)-1,3-dimethyl-benzene

2-((Z)-3,7-Dimethyl-octa-2,6-dienyloxymethyl)-1,3-dimethyl-benzene

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With lithium; ethylenediamine In tetrahydrofuran at -10℃; for 2h;93%
(Z)-1-(allyloxy)-3,7-dimethylocta-2,6-diene
52537-25-4

(Z)-1-(allyloxy)-3,7-dimethylocta-2,6-diene

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With samarium diiodide; water; isopropylamine In tetrahydrofuran at 20℃; for 0.0333333h;88%
cis-3,7-dimethyl-2,6-octadienal
106-26-3

cis-3,7-dimethyl-2,6-octadienal

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With indium tri-isopropoxide supported on mesoporous SBA-15 In isopropyl alcohol at 80℃; for 7h; Reagent/catalyst; Meerwein-Ponndorf-Verley Reduction; Inert atmosphere; Schlenk technique; chemoselective reaction;87.6%
With potassium hydroxide; isopropyl alcohol; dichlorotetrakis(dimethylsulfoxide)ruthenium at 20℃; for 3h;86.8%
With Triisopropyl borate; isopropyl alcohol at 27℃; for 20h; Kinetics; Reagent/catalyst; Meerwein-Ponndorf-Verley reduction; Inert atmosphere; chemoselective reaction;83.1%
neryl 2-tetrahydropyranyl ether
70473-31-3

neryl 2-tetrahydropyranyl ether

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
ammonium cerium(IV) nitrate In alkaline aq. solution; acetonitrile at 70℃; for 2h; pH=8; Decomposition;86%
With tin(ll) chloride In methanol Substitution;80%
With boron trifluoride diethyl etherate; dimethylthio-dimethyl-tin In toluene at -20 - 0℃; for 12h;82 % Chromat.
ethyl 3,7-dimethyl-2,6-octadienoate
13058-12-3

ethyl 3,7-dimethyl-2,6-octadienoate

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With lithium aluminium tetrahydride81%
With diisobutylaluminium hydride In diethyl ether; hexane at -78 - 20℃; for 12.5h;0.9 g
morpholide of 1-hydroxy-3,7-dimethylocta-2Z,6-diene-4-sulfonic acid
74323-42-5

morpholide of 1-hydroxy-3,7-dimethylocta-2Z,6-diene-4-sulfonic acid

A

Nerol
106-25-2

Nerol

B

2,6-dimethyl-2,5-octadien-8-ol
16750-94-0

2,6-dimethyl-2,5-octadien-8-ol

Conditions
ConditionsYield
With dibenzo-18-crown-6; sodium In tetrahydrofuran; benzene-d6 at -70℃; for 0.0333333h;A 75%
B 4%
With dibenzo-18-crown-6; sodium In ammonia at -70℃; for 2h;A 75%
B 4%
With sodium; tert-butyl alcohol In benzene-d6 at -70℃; Yield given. Yields of byproduct given;
With lithium; tert-butyl alcohol In ammonia at -70℃; Product distribution; also Na, (DB18C6) or Na, tBuOH in NH3;
With lithium In diethyl ether; ammonia at -65℃; Product distribution; other reagent, solvent, temperature;
neryl acetate
141-12-8

neryl acetate

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With tris(2,4,6-trimethoxyphenyl)phosphine In methanol at 50℃; for 24h;73%
Geraniol
106-24-1

Geraniol

A

3,7-dimethylocta-1,6-dien-3-ol
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

B

Nerol
106-25-2

Nerol

C

terpineol
98-55-5

terpineol

Conditions
ConditionsYield
With bis-trimethylsilanyl peroxide; bis(acetylacetonate)oxovanadium In dichloromethane at 25℃; for 7h;A 68%
B 8%
C 2%
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 7h;A 68 % Chromat.
B 8 % Chromat.
C 2 % Chromat.
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 7h; Product distribution;A 68 % Chromat.
B 8 % Chromat.
C 2 % Chromat.
(2R*,3R*)-2,3-epoxy-3,7-dimethyl-6-octenyl acetate
50727-95-2

(2R*,3R*)-2,3-epoxy-3,7-dimethyl-6-octenyl acetate

A

3,7-dimethylocta-1,6-dien-3-ol
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

B

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With tellurium; lithium triethylborohydride In tetrahydrofuran for 0.25h; Ambient temperature;A 62%
B 5.5%
With tellurium; lithium triethylborohydride In tetrahydrofuran for 0.25h; Product distribution; Mechanism; Ambient temperature; other reducing Te agent; various time; also in the presence of fluoride ion;A 62%
B 5.5%
2-methyl-3-buten-2-ol
115-18-4

2-methyl-3-buten-2-ol

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

C

(+/-)-lavandulol
58461-27-1

(+/-)-lavandulol

D

isoprene
78-79-5

isoprene

Conditions
ConditionsYield
With oxalic acid In water for 5h; Heating; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C n/a
D 46%
Geraniol
106-24-1

Geraniol

A

Citronellol
106-22-9

Citronellol

B

Nerol
106-25-2

Nerol

C

(E)-2,6-dimethyl-oct-2-ene-1,8-diol
23062-07-9

(E)-2,6-dimethyl-oct-2-ene-1,8-diol

D

(2E,6Z)-2,6-dimethylocta-2,6-diene-1,8-diol
26488-98-2

(2E,6Z)-2,6-dimethylocta-2,6-diene-1,8-diol

E

8-hydroxygeraniol
26488-97-1

8-hydroxygeraniol

Conditions
ConditionsYield
With 2,4-Dichlorophenoxyacetic acid; sucrose; cultured cells of Catharanthus roseus In water at 25℃; for 48h; Product distribution; other reaction time;A n/a
B n/a
C 32.9%
D 25.3%
E 41.8%
3,7-dimethylocta-1,6-dien-3-ol
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With hydrogen bromide Behandeln des erhaltenen Bromids mit Kaliumacetat in Dimethylformamid und Erwaermen des Reaktionsprodukts mit wss.Natronlauge;
pyridine; tungsten oxomethoxide at 200℃; for 3h;
pyridine; tungsten oxomethoxide at 200℃; for 3h; Product distribution; other catalysts and time;
aluminum isopropoxide
555-31-7

aluminum isopropoxide

(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

C

acetone
67-64-1

acetone

Conditions
ConditionsYield
analoge Reaktionen mit Aldehyden und Ketonen bei hoeherer Temperatur;
(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With sodium amalgam; ethanol
With aluminum isopropoxide; isopropyl alcohol
With hydrotalcite; isopropyl alcohol at 82℃; for 5h; Title compound not separated from byproducts;
Geraniol
106-24-1

Geraniol

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
beim Kochen der Natriumverbindung;
With hydrogen iodide; benzene und Erwaermen des Reaktionsproduktes mit alkoh.Natronlauge;
With hydrogen iodide; acetic acid und Erwaermen des Reaktionsproduktes mit alkoh.Natronlauge;
Geraniol
106-24-1

Geraniol

A

3,7-dimethylocta-1,6-dien-3-ol
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

B

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With hydrogen bromide; acetic acid und Abspaltung von HBr aus dem Reaktionsprodukts; isolinalool;
methyl nerate
1862-61-9

methyl nerate

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With lithium aluminium tetrahydride
magnesium ethylate
2414-98-4

magnesium ethylate

isopropyl alcohol
67-63-0

isopropyl alcohol

(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

aluminum isopropoxide
555-31-7

aluminum isopropoxide

isopropyl alcohol
67-63-0

isopropyl alcohol

(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

isopropyl alcohol
67-63-0

isopropyl alcohol

(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With magnesium ethylate
With magnesium ethylate
Geraniol
106-24-1

Geraniol

benzene
71-43-2

benzene

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
beim Erhitzen;
3,7-dimethylocta-1,6-dien-3-ol
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

C

terpineol
98-55-5

terpineol

Conditions
ConditionsYield
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 12h; Product distribution;A 5 % Chromat.
B 8 % Chromat.
C 2 % Chromat.
With dodecansulfonic acid; water at 25℃; Rate constant; other acids, other solvent and temperature;
2-(phenylthio)-3-methyl-3-buten-1-ol
70473-50-6

2-(phenylthio)-3-methyl-3-buten-1-ol

prenyl bromide
870-63-3

prenyl bromide

A

Nerol
106-25-2

Nerol

B

Geraniol
106-24-1

Geraniol

C

(+/-)-lavandulol
58461-27-1

(+/-)-lavandulol

Conditions
ConditionsYield
With hexamethyldistannane In benzene at 25℃; for 5h; Irradiation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
trans-geranyl bromide
6138-90-5

trans-geranyl bromide

A

3,7-dimethylocta-1,6-dien-3-ol
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

B

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With indium; oxygen 1.) DMF, 1 h, RT, 2.) room temperature, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

Citronellol
106-22-9

Citronellol

B

3,7-dimethyl-oct-6-enal
106-23-0, 26489-02-1

3,7-dimethyl-oct-6-enal

C

Nerol
106-25-2

Nerol

D

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With methanol; samarium diiodide In tetrahydrofuran for 24h; Ambient temperature; Yields of byproduct given. Title compound not separated from byproducts;A 18 % Chromat.
B 8 % Chromat.
C n/a
D n/a
With methanol; samarium diiodide In tetrahydrofuran for 24h; Ambient temperature; Yields of byproduct given. Title compound not separated from byproducts;
With hydrogen; MgCo6Ge6 In hexane at 174.84℃; under 56255.6 Torr; for 2.5h; Product distribution; Further Variations:; Catalysts; Pressures; time;
(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

Citronellol
106-22-9

Citronellol

B

Nerol
106-25-2

Nerol

Conditions
ConditionsYield
With aluminum oxide; borane pyridine complex In cyclohexane for 10h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With carbon monoxide; water; hexarhodium hexadecacarbonyl; N,N,N'N'-tetramethyl-1,3-propanediamine In 2-ethoxy-ethanol at 30℃; under 7600 Torr; for 48h;A 6 % Chromat.
B 94 % Chromat.
With formic acid In water; N,N-dimethyl-formamide Product distribution; the effect of the nature and concentration of the acid on the yield and ratio of the products of electrochemical hydrogenation, other reagent;
With sodium tetrahydroborate; ErCpCl2(THF)3 In methanol for 6h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

Citronellol
106-22-9

Citronellol

B

Nerol
106-25-2

Nerol

C

Geraniol
106-24-1

Geraniol

Nerol
106-25-2

Nerol

cis-3,7-dimethyl-2,6-octadienal
106-26-3

cis-3,7-dimethyl-2,6-octadienal

Conditions
ConditionsYield
With oxygen; Pd561phen60(OAc)180 In acetic acid; benzene at 60℃; for 24h;100%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In acetonitrile at 0℃; for 3h; pH=7; Inert atmosphere;100%
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane99%
Nerol
106-25-2

Nerol

acetic anhydride
108-24-7

acetic anhydride

neryl acetate
141-12-8

neryl acetate

Conditions
ConditionsYield
With pyridine; dmap100%
With pyridine; dmap for 18h;100%
With dmap; triethylamine In dichloromethane at 0℃; for 0.333333h; Inert atmosphere;98%
Nerol
106-25-2

Nerol

acetyl chloride
75-36-5

acetyl chloride

neryl acetate
141-12-8

neryl acetate

Conditions
ConditionsYield
With pyridine In dichloromethane for 0.666667h;100%
With pyridine In dichloromethane at 0℃; Inert atmosphere;100%
With dmap; triethylamine at 0℃; for 3h;95%
With N,N-dimethyl-aniline In diethyl ether for 2h; Heating;90%
Nerol
106-25-2

Nerol

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

(Z)-1-[(tert-butyldiphenylsilyl)oxy]-3,7-dimethyl-2,6-octadiene
139109-03-8

(Z)-1-[(tert-butyldiphenylsilyl)oxy]-3,7-dimethyl-2,6-octadiene

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 0.25h; Ambient temperature;100%
With 1H-imidazole In N,N-dimethyl-formamide99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;98%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;98%
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide for 3h; Ambient temperature;95%
Nerol
106-25-2

Nerol

[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol
50727-94-1

[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium In chlorobenzene at 80℃; for 5h;100%
With dihydrogen peroxide; Sucrose; molybdic acid In phosphate buffer at 2℃; for 48h; pH=7;92%
With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium In decane; dichloromethane at 20℃; for 1.5h; Inert atmosphere;75%
Nerol
106-25-2

Nerol

allyl bromide
106-95-6

allyl bromide

(Z)-1-(allyloxy)-3,7-dimethylocta-2,6-diene
52537-25-4

(Z)-1-(allyloxy)-3,7-dimethylocta-2,6-diene

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium hydroxide at 20℃; for 18h;100%
With sodium hydride In tetrahydrofuran
Nerol
106-25-2

Nerol

Citronellol
106-22-9

Citronellol

Conditions
ConditionsYield
With hydrogen; aluminum oxide; copper In isopropyl alcohol at 90℃; for 12h;100%
With dichloro(η3:η2:η3-dodeca-2,6,10-triene-1,12-diyl)ruthenium(IV); caesium carbonate; isopropyl alcohol at 82℃; for 23h; Inert atmosphere; chemoselective reaction;95 %Chromat.
Nerol
106-25-2

Nerol

thioacetic acid
507-09-5

thioacetic acid

thioacetic acid S-[(Z)-3,7-dimethylocta-2,6-dienyl] ester

thioacetic acid S-[(Z)-3,7-dimethylocta-2,6-dienyl] ester

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 0℃; for 1h; Inert atmosphere;100%
Nerol
106-25-2

Nerol

acetic acid
64-19-7

acetic acid

neryl acetate
141-12-8

neryl acetate

Conditions
ConditionsYield
With Candida antarctica lipase B at 50℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;99.9%
With N,N′,N′′,N′′′-hexadecyltrimethylammonium bis(trifluoromethylsulfonyl)imide; Novozym 435 (immobilized Candida antarctica lipase B) at 50℃; for 4h; Green chemistry; Enzymatic reaction;
at 59.84℃; for 3h;
With dmap; dicyclohexyl-carbodiimide In dichloromethane Steglich Esterification;
Nerol
106-25-2

Nerol

butyric acid
107-92-6

butyric acid

butyric acid β-neryl ester
999-40-6

butyric acid β-neryl ester

Conditions
ConditionsYield
With Candida antarctica lipase B at 50℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;99.9%
With dmap; dicyclohexyl-carbodiimide In dichloromethane Steglich Esterification;
Nerol
106-25-2

Nerol

neryl chloride
20536-36-1

neryl chloride

Conditions
ConditionsYield
With N-chloro-succinimide; dimethylsulfide In dichloromethane at -40 - 0℃; for 2h;99%
With chloro-trimethyl-silane; potassium carbonate In Petroleum ether at 0℃; for 2h;93%
With dimethylsulfide; methanesulfonyl chloride; lithium chloride In N,N-dimethyl-formamide at 0 - 20℃; for 0.75h; Inert atmosphere;90%
Nerol
106-25-2

Nerol

(Z)-neryl bromide
25996-10-5

(Z)-neryl bromide

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In benzene at 0℃; for 2h;99%
With carbon tetrabromide; triphenylphosphine In benzene at 0℃; for 2h;99%
With 1H-imidazole; iodine In dichloromethane at 20℃; for 2h;91%
diiodomethane
75-11-6

diiodomethane

Nerol
106-25-2

Nerol

<(1RS,2RS)-2-methyl-2-(4'-methyl-3'-pentenyl)cyclopropyl>methanol
97231-34-0, 98678-70-7, 109801-02-7, 109801-03-8

<(1RS,2RS)-2-methyl-2-(4'-methyl-3'-pentenyl)cyclopropyl>methanol

Conditions
ConditionsYield
With samarium In tetrahydrofuran at -78 - 20℃;99%
Nerol
106-25-2

Nerol

trimethylsilylazide
4648-54-8

trimethylsilylazide

O-(cis-3,7-dimethylocta-2,6-dien-1-yl)trimethylsilane
72237-31-1

O-(cis-3,7-dimethylocta-2,6-dien-1-yl)trimethylsilane

Conditions
ConditionsYield
tetrabutylammomium bromide at 30℃; for 0.00333333h;99%
Nerol
106-25-2

Nerol

propionic acid
802294-64-0

propionic acid

(Z)-3,7-dimethyl-2,6-octadien-1-yl propanoate
105-91-9

(Z)-3,7-dimethyl-2,6-octadien-1-yl propanoate

Conditions
ConditionsYield
With Candida antarctica lipase B at 50℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;98.7%
With dmap; dicyclohexyl-carbodiimide In dichloromethane Steglich Esterification;
Nerol
106-25-2

Nerol

(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

Conditions
ConditionsYield
With bis(pentafluorophenyl)borinic acid; magnesium sulfate; pivalaldehyde In toluene for 3h; Ambient temperature;98%
With Ba In dichloromethane for 48h;95%
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; toluene-4-sulfonic acid In dichloromethane 1) 0 deg C, 1 h, 2) r.t., 2 h;91%
Nerol
106-25-2

Nerol

(E)-3-Methyl-oct-2-en-6-yn-1-ol
102699-81-0, 103583-58-0

(E)-3-Methyl-oct-2-en-6-yn-1-ol

Conditions
ConditionsYield
With sodium nitrite In water; acetic acid 1.) 0 deg C 2.) 60 deg C, 0.5 h;98%
Nerol
106-25-2

Nerol

9-decenoic acid chloride
116902-88-6

9-decenoic acid chloride

dec-9-enoate cis-3,7-dimethyloct-2,6-dien-1-yl

dec-9-enoate cis-3,7-dimethyloct-2,6-dien-1-yl

Conditions
ConditionsYield
With pyridine In dichloromethane at -78 - 20℃; for 1.08333h; Inert atmosphere; Schlenk technique; Cooling with acetone-dry ice;98%
With pyridine In dichloromethane at -78℃; Inert atmosphere;
Nerol
106-25-2

Nerol

valeric acid
109-52-4

valeric acid

neryl valerate
10522-33-5

neryl valerate

Conditions
ConditionsYield
With Candida antarctica lipase B at 50℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;97.8%
Nerol
106-25-2

Nerol

diphenyldisulfane
882-33-7

diphenyldisulfane

(cis-3,7-Dimethyl-2,6-octadienyl) phenyl sulfide
31162-76-2, 35162-74-4, 35162-79-9

(cis-3,7-Dimethyl-2,6-octadienyl) phenyl sulfide

Conditions
ConditionsYield
With tributylphosphine In tetrahydrofuran for 2h; Ambient temperature;97.2%
Nerol
106-25-2

Nerol

Chloroiodomethane
593-71-5

Chloroiodomethane

cis-1-(hydroxymethyl)-2-methyl-2-(4-methyl-3-pentenyl)cyclopropane
499155-10-1

cis-1-(hydroxymethyl)-2-methyl-2-(4-methyl-3-pentenyl)cyclopropane

Conditions
ConditionsYield
With samarium; mercury dichloride In tetrahydrofuran at -78 - 20℃;97%
Nerol
106-25-2

Nerol

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

1-({[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}methyl)-4-methoxybenzene

1-({[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}methyl)-4-methoxybenzene

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 7h;97%
Stage #1: Nerol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 0 - 20℃; for 7h;
Indole-3-propionic acid
830-96-6

Indole-3-propionic acid

Nerol
106-25-2

Nerol

C21H27NO2

C21H27NO2

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 22℃; for 1h; Inert atmosphere;97%
Nerol
106-25-2

Nerol

propargyl bromide
106-96-7

propargyl bromide

(Z)-3,7-dimethyl-1-(prop-2-yn-1-yloxy)octa-2,6-diene
33470-50-7

(Z)-3,7-dimethyl-1-(prop-2-yn-1-yloxy)octa-2,6-diene

Conditions
ConditionsYield
Stage #1: Nerol With sodium hydride In tetrahydrofuran at 40℃; for 15h; Inert atmosphere;
Stage #2: propargyl bromide In tetrahydrofuran at 40℃; for 7h; Inert atmosphere;
97%
Nerol
106-25-2

Nerol

A

cis-3,7-dimethyl-2,6-octadienal
106-26-3

cis-3,7-dimethyl-2,6-octadienal

B

3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

Conditions
ConditionsYield
With sodium hydroxide; dipotassium peroxodisulfate; nickel(II) sulphate In dichloromethane; water for 24h; Ambient temperature; Yields of byproduct given;A 94%
B n/a
With 6C16H36N(1+)*2Zn(2+)*4Na(1+)*[Bi2Zn2(ZnW9O34)2](14-); urea hydrogen peroxide adduct In acetonitrile at 70℃; for 1h; Ene Reaction;A 89%
B 11%
With bis(cyclopentadienyl)dihydrozirconium; benzaldehyde In toluene at 110℃; for 8h;A 83%
B 12%
Nerol
106-25-2

Nerol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-(tert-butyldimethylsiloxy)-3,7-dimethyl-2,6-octadiene
80873-76-3

1-(tert-butyldimethylsiloxy)-3,7-dimethyl-2,6-octadiene

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 1h; Ambient temperature;94%
With diisopropylamine In dichloromethane at 20℃; for 5h; Inert atmosphere;64%
Nerol
106-25-2

Nerol

(+/-)-2,3-epoxygeraniol
62960-04-7

(+/-)-2,3-epoxygeraniol

Conditions
ConditionsYield
With sodium hydroxide; sodium tungstate; aluminium trichloride; dihydrogen peroxide; toluene-4-sulfonic acid; magnesium chloride In methanol Ambient temperature;94%

NEROL Chemical Properties

MF: C10H18O
Synonyms: (2Z)-3,7-Dimethyl-2,6-octadien-1-ol;(Z)-Geraniol;2,6-Octadien-1-ol,3,7-dimethyl-,(Z)-;2-cis-3,7-Dimethyl-2,6-octadien-1-ol;3,7-dimethyl-octa-2cis,6-dien-1-ol;6-Octadien-1-ol,3,7-dimethyl-,(Z)-2;7-dimethyl-6-octadien-1-o(z)-3;beta-nerol
MW: 154.25
EINECS: 203-378-7
bp : 103-105 °C9 mm Hg(lit.)
density : 0.876 g/mL at 25 °C(lit.)
refractive index : n20/D 1.474(lit.)
FEMA : 2770
Fp : 226 °F
Merck : 14,6475
BRN : 1722455

NEROL Uses

NEROL is used in perfumery.

NEROL Safety Profile

Hazard Codes : Xi
Risk Statements : 36/37/38
Safety Statements : 26-36
WGK Germany : 2
RTECS : RG5840000
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