13175-44-5

Basic information

• Product Name: 7-OCTEN-1-OL
• Synonyms: 7-OCTEN-1-OL;oct-7-en-1-ol;7-Octene-1-ol;7-OCTEN-1-OL 96+%;Einecs 236-122-8
• CAS NO: 13175-44-5
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• EINECS: 236-122-8
• Product Categories: omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;omega-Unsaturated Alkanols
• Mol File: 13175-44-5.mol
• Article Data: 26

Chemical Properties

• Melting Point: -31.5°C (estimate)
• Boiling Point: 66 °C / 7mmHg
• Flash Point: 74.3°C
• Appearance: /
• Density: 0,85 g/cm3
• Vapor Pressure: 0.168mmHg at 25°C
• Refractive Index: 1.4420 to 1.4450
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 15.19±0.10(Predicted)
• Water Solubility: 2.488g/L at 20℃
• CAS DataBase Reference: 7-OCTEN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 7-OCTEN-1-OL(13175-44-5)
• EPA Substance Registry System: 7-OCTEN-1-OL(13175-44-5)

Safety Data

• Safety Statements: 23
• Hazardous Substances Data: 13175-44-5(Hazardous Substances Data)

Usage

General Description

7-Octen-1-ol, also known as oct-1-en-3-ol, is a chemical compound that belongs to the family of organic compounds known as unsaturated alcohols. It is a colorless liquid with a mushroom-like odor and a taste similar to green grass. 7-Octen-1-ol is commonly found in essential oils of various plants, including mushrooms, oranges, and lemons. It is often used in the production of fragrances and flavors due to its pleasant aroma. Additionally, 7-Octen-1-ol has been found to possess antimicrobial properties, making it suitable for use as a preservative in cosmetic and personal care products. 7-Octen-1-ol is also used in the production of perfumes, as it contributes to the fresh and woody scent of certain fragrances. Overall, 7-Octen-1-ol has a wide range of applications in the fragrance, flavor, and personal care industries.

InChI:InChI=1/C8H16O/c1-2-3-4-5-6-7-8-9/h2,9H,1,3-8H2

Synthetic route

oct-7-yn-1-ol (871-91-0) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With hydrogen; Lindlar's catalyst In methanol for 0.75h;	94%

oct-7-enal (21573-31-9) → octanol (111-87-5) + oct-7-en-1-ol (13175-44-5)

Conditions	Yield
	A 92% B n/a

tert-butyl dimethyl(oct-7-en-1-yloxy)silane (868756-15-4) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With tetrabutyl ammonium fluoride In methanol at 30℃; for 1h;	91%

1,2,8-octanetriol → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With rhenium(VII) oxide; triphenylphosphine at 165℃; for 1h;	90%

1,7-Octadiene (3710-30-3) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Stage #1: 1,7-Octadiene With zirconium(IV) chloride; diisobutylaluminium hydride In hexane; toluene at 20℃; for 7h; Stage #2: With oxygen In hexane; toluene at 20 - 40℃; for 4h; Stage #3: With sulfuric acid In hexane; toluene at 0 - 20℃; Further stages.;	74%
Stage #1: 1,7-Octadiene With zirconium(IV) chloride; diisobutylaluminium hydride In hexane; toluene at 25℃; for 7h; Inert atmosphere; Stage #2: With sulfuric acid; oxygen In hexane; toluene at 25℃; for 1h;	60%
Stage #1: 1,7-Octadiene With borane-THF In tetrahydrofuran at 0℃; for 0.333333h; Inert atmosphere; Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran at -20 - 20℃; Inert atmosphere;	32%

1-iodohexan-6-ol (40145-10-6) + vinyl magnesium bromide (1826-67-1) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Stage #1: vinyl magnesium bromide With copper(l) iodide In tetrahydrofuran; hexane at -40℃; for 0.25h; Inert atmosphere; Stage #2: 1-iodohexan-6-ol With N,N,N,N,N,N-hexamethylphosphoric triamide; triethyl phosphite In tetrahydrofuran; hexane at -40 - 20℃; for 3h; Inert atmosphere;	71%

1-(2-tetrahydropyranyloxy)-7-octene (13175-40-1) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With phosphoric acid

8-hydroxy-octan-2-one (25368-54-1) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
aluminum oxide Heating;

oct-7-en-1-yl acetate (5048-35-1) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With lithium aluminium tetrahydride

oct-1-ene (111-66-0) → Octanal (124-13-0) + oct-7-en-1-ol (13175-44-5) + 1,2-Epoxyoctane (2984-50-1)

Conditions	Yield
With D-glucose 6-phosphate; spinach ferredoxin reductase; Pseudomonas oleovorans monooxygenase; Pseudomonas oleovorans rubredoxin; NADPH In acetone at 25℃; for 0.166667h; Product distribution; Mechanism; withouth NADPH, other products;

oct-7-enal (21573-31-9) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With sodium tetrahydroborate In methanol for 0.666667h; Ambient temperature;	14 mg

C10H23NO2 (95650-48-9) → oct-7-en-1-ol (13175-44-5) + dimethylamino-8 octanol-1 (29823-87-8)

Conditions	Yield
In water at 130 - 140℃; Heating; Yield given;

C10H23NO2 (95650-48-9) → oct-7-en-1-ol (13175-44-5) + dimethylamino-8 octanol-1 (29823-87-8) + 6-(2-Methyl-isoxazolidin-5-yl)-hexan-1-ol

Conditions	Yield
In water at 130 - 140℃; Product distribution; Heating;

(8-Hydroxy-octyl)-trimethyl-ammonium; hydroxide (58390-13-9) → 8-methoxyoct-1-ene (5048-37-3) + oct-7-en-1-ol (13175-44-5) + dimethylamino-8 octanol-1 (29823-87-8) + dimethylamino-1 methoxy-8 octane (58390-20-8)

Conditions	Yield
at 110 - 120℃; Product distribution;

5-(tetrahydro-2H-pyran-2-yloxy)pentylmagnesium bromide (71233-40-4) + allyl bromide (106-95-6) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With [2,2]bipyridinyl; copper(l) iodide 1.) THF, 2 deg C, 10 min, 2.) THF, a) 2 deg C, 4 h, b) 20 deg C, 15 h; Yield given. Multistep reaction;

1,7-Octadiene (3710-30-3) → 1,8-Octanediol (629-41-4) + octanol (111-87-5) + 6-octen-1-ol (63768-12-7) + oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Stage #1: 1,7-Octadiene With triisobutylaluminum; bis-triphenylphosphine-palladium(II) chloride In dichloromethane at 25℃; for 12h; Stage #2: With sodium hydroxide; oxygen In dichloromethane	A 14 % Spectr. B 21 % Spectr. C 23 % Spectr. D 20 % Spectr.

oct-7-enoic acid methyl ester (15766-90-2) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether

azelaic monomethyl ester (2104-19-0) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: lead tetraacetate 2: LiAlH4 / diethyl ether View Scheme

Tetrahydrofurfuryl chloride (3003-84-7) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: 80 percent / LiNH2 / liquid ammonia / 3 h 2: 90 percent / NaNH2, H2N(CH2)3NH2 / 2.5 h / 80 °C 3: 94 percent / H2 / Pd-CaCO3 / methanol / 0.75 h View Scheme

4-octyne-1-ol (34126-19-7) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / NaNH2, H2N(CH2)3NH2 / 2.5 h / 80 °C 2: 94 percent / H2 / Pd-CaCO3 / methanol / 0.75 h View Scheme

nona-1,8-diene (4900-30-5) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: 220 mg / N-methylmorpholine-N-oxide / OsO4 / acetone; 2-methyl-propan-2-ol; H2O / 12 h / Ambient temperature 2: 19 mg / NaIO4 / tetrahydrofuran; H2O / 0.5 h / Ambient temperature 3: 14 mg / NaBH4 / methanol / 0.67 h / Ambient temperature View Scheme

8-nonen-1,2-diol (139035-30-6) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 19 mg / NaIO4 / tetrahydrofuran; H2O / 0.5 h / Ambient temperature 2: 14 mg / NaBH4 / methanol / 0.67 h / Ambient temperature View Scheme

(Z)-Cyclooctene (931-88-4, 931-87-3) + <(η5-C5H5)Fe(CO)2(CH2OSi(CH3)3)> → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 550 °C 2: (i) iBu2AlH, heptane, Et2O, (ii) (oxidation) View Scheme

1,8-Octanediol (629-41-4) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
With scandium(III) oxide In ethanol at 350℃; for 5h; Inert atmosphere;
Heating;

2,7-octadiene-1-ol (62179-18-4, 79972-62-6, 23578-51-0) → oct-7-en-1-ol (13175-44-5) + oct-7-enal (21573-31-9) + 2,7-octadienal (106226-17-9)

Conditions	Yield
With hydrogen In 1,4-dioxane at 180℃; under 760.051 Torr; for 7h; Temperature; Autoclave; Inert atmosphere;

1-bromo-6-hexanol (4286-55-9) → oct-7-en-1-ol (13175-44-5)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: acetone; sodium iodide / 16 h / Inert atmosphere; Reflux 2.1: copper(l) iodide / hexane; tetrahydrofuran / 0.25 h / -40 °C / Inert atmosphere 2.2: 3 h / -40 - 20 °C / Inert atmosphere View Scheme

oct-7-en-1-ol (13175-44-5) + tert-butyldimethylsilyl chloride (18162-48-6) → tert-butyl dimethyl(oct-7-en-1-yloxy)silane (868756-15-4)

Conditions	Yield
With 1H-imidazole; dmap In dichloromethane at 0℃; for 3h;	100%
With 1H-imidazole In dichloromethane at 20℃;	55.2%

oct-7-en-1-ol (13175-44-5) + 2,2'-bipyridine-5-carbonyl chloride (140447-00-3) → oct-7-enyl-2,2'-bipyridine-5-carboxylate (1402616-38-9)

Conditions	Yield
With triethylamine In chloroform-d1; dichloromethane at -10 - 20℃; for 48h; Inert atmosphere;	100%

oct-7-en-1-ol (13175-44-5) → 8-Bromo-1-octene (2695-48-9)

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0℃; for 1h;	99%
With phosphorus tribromide In benzene at 80℃; for 2h;	80%
With phosphorus tribromide In dichloromethane at 0 - 20℃; for 2h;	16.6%

oct-7-en-1-ol (13175-44-5) → oct-7-enal (21573-31-9)

Conditions	Yield
With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide In dichloromethane at 20℃; for 2.5h;	98%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 20℃; Inert atmosphere;	97%
With potassium peroxymonosulfate; sodium ortho-iodobenzenesulfonate; sodium sulfate In nitromethane at 70℃; for 2h;	92%

oct-7-en-1-ol (13175-44-5) → 7-hydroxyheptanoic acid (3710-42-7)

Conditions	Yield
Stage #1: oct-7-en-1-ol With ozone In water; acetonitrile at 0℃; Inert atmosphere; Stage #2: With sodium chlorite In water; acetonitrile at 15 - 20℃; under 760.051 Torr; Inert atmosphere; Stage #3: With sodium hydrogen sulfate In water; acetonitrile at 35℃; for 0.166667h; Inert atmosphere;	98%

1-methyl-2(1H)-quinoxalinone (6479-18-1) + 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane (423-39-2) + oct-7-en-1-ol (13175-44-5) → C21H23F9N2O2

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1-methyl-pyrrolidin-2-one at 25℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	98%

oct-7-en-1-ol (13175-44-5) + sodium acetate (127-09-3) → oct-7-en-1-yl acetate (5048-35-1)

Conditions	Yield
With acetic anhydride at 55 - 60℃; for 2h; Inert atmosphere;	98%

oct-7-en-1-ol (13175-44-5) → 8-iodo-oct-1-ene (38380-55-1)

Conditions	Yield
With 2,6-dimethylpyridine; iodine; triphenylphosphine In dichloromethane at 0℃; for 1h;	96%
With 1H-imidazole; iodine; triphenylphosphine In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Darkness;	70%

oct-7-en-1-ol (13175-44-5) + 9-decenoic acid chloride (116902-88-6) → dec-9-enoate oct-7-en-1-yl

Conditions	Yield
With pyridine In dichloromethane at -78 - 20℃; for 1.08333h; Inert atmosphere; Schlenk technique; Cooling with acetone-dry ice;	95%
With pyridine In dichloromethane at -78℃; Inert atmosphere;

oct-7-en-1-ol (13175-44-5) + C10H17ClO → oct-7-en-1-yl dec-8-enoate

Conditions	Yield
With pyridine In dichloromethane at -78 - 20℃; for 1.08333h; Inert atmosphere; Schlenk technique; Cooling with acetone-dry ice;	94%

5-decyne (1942-46-7) + oct-7-en-1-ol (13175-44-5) → C18H34O

Conditions	Yield
With [(η-cyclopentadienyl)(η-benzene)ruthenium] hexafluorophosphate In acetone for 1h; Inert atmosphere; Photolysis;	93%

oct-7-en-1-ol (13175-44-5) → Octanal (124-13-0)

Conditions	Yield
With potassium hydroxide; PS-resin; potassium hexacyanoferrate(III); 4-(benzyloxycarbonyl)-2,2,6,6-tetramethylpiperidine-1-oxyl In water; toluene at 20℃; for 24h;	92%

oct-7-en-1-ol (13175-44-5) + ethyl vinyl ether (109-92-2) → oct-7-enyl vinyl ether

Conditions	Yield
With 1,10-Phenanthroline; palladium(II) trifluoroacetate; triethylamine at 20℃; for 48h; Inert atmosphere; Schlenk technique;	92%

oct-7-en-1-ol (13175-44-5) → (E)-5-octene-1-ol (64275-74-7) + (E)-2-octenyl alcohol (63768-12-7, 67133-87-3)

Conditions	Yield
With acetonitrile(cyclopentadienyl)[2-(di-i-propylphosphino)-4-(t-butyl)-1-methyl-1H-imidazole]ruthenium(II) hexafluorophosphate In [(2)H6]acetone at 20℃; Inert atmosphere; Schlenk technique; Glovebox;	A n/a B 92%

oct-7-en-1-ol (13175-44-5) + C35H54FN3O8Si (1333331-55-7) → C43H69N3O9Si (1333239-47-6)

Conditions	Yield
Stage #1: oct-7-en-1-ol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.333333h; Inert atmosphere; Stage #2: C35H54FN3O8Si In tetrahydrofuran; mineral oil at 0 - 23℃; for 2.03333h; Inert atmosphere;	91%

triisopropylsilyl chloride (13154-24-0) + oct-7-en-1-ol (13175-44-5) → triisopropyl(oct-7-en-1-yloxy)silane

Conditions	Yield
With 1H-imidazole In dichloromethane at 0 - 20℃; Inert atmosphere;	91%

oct-7-en-1-ol (13175-44-5) + tetraphenyldiphosphine disulfide (1054-60-0) → (8-hydroxyoctane-1,2-diyl)bis(diphenylphosphine sulfide)

Conditions	Yield
In dichloromethane for 6h; Sealed tube; Inert atmosphere; Irradiation;	91%

oct-7-en-1-ol (13175-44-5) + pivaloyl chloride (3282-30-2) → oct-7-en-1-yl 2,2-dimethylpropanoate

Conditions	Yield
With pyridine at 25℃; for 48h;	90%
With triethylamine In dichloromethane at 20℃;	29.3%

oct-7-en-1-ol (13175-44-5) → 7-octenyl chloride (871-90-9)

Conditions	Yield
With pyridine; thionyl chloride In toluene at 5 - 15℃; for 10h; Temperature; Reagent/catalyst;	90%
With 5-ethyl-2-methyl-pyridine; hydrogenchloride In cyclohexane at 55 - 65℃; for 10h;

oct-7-en-1-ol (13175-44-5) + 2-methyl-2-((((2,2,2-trichloroethoxy)carbonyl)amino)oxy)propanoic acid → 2,2,2-trichloroethyl (2-fluoro-8-hydroxyoctyl)carbamate

Conditions	Yield
With disodium hydrogenphosphate; Selectfluor; 9-(2-mesityl)-10-methylacridinium perchlorate In water; acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	90%

oct-7-en-1-ol (13175-44-5) + 4-iodobenzoic acid ethyl ester (51934-41-9) → ethyl 4-(8-oxooctyl)benzoate (1150670-25-9)

Conditions	Yield
With lithium acetate; tetrabutyl-ammonium chloride; palladium diacetate; lithium chloride In N,N-dimethyl-formamide at 70℃; for 24h;	88.3%
With lithium acetate; tetrabutyl-ammonium chloride; palladium diacetate; lithium chloride In N,N-dimethyl-formamide at 70℃; for 3h; Heck Reaction;	87%

tetrachloromethane (56-23-5) + oct-7-en-1-ol (13175-44-5) → 7,9,9,9-tetrachlorononan-1-ol

Conditions	Yield
With sodium hydrogencarbonate; dibenzoyl peroxide for 24h; Heating;	88%

4-bromo-phenol (106-41-2) + oct-7-en-1-ol (13175-44-5) → 1-bromo-4-(oct-7-enyloxy)benzene

Conditions	Yield
Stage #1: 4-bromo-phenol; oct-7-en-1-ol With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h; Mitsunobu reaction; Inert atmosphere; Stage #2: With sodium hydroxide; water In tetrahydrofuran	87%

oct-7-en-1-ol (13175-44-5) + phenyl 3-O-benzyl-4,6-O-benzyliden-2-(2'-naphthylmethyl)-1-thio-α-D-mannopyranoside (1430812-71-7) → 7'-octenyl 2-O-benzyl-4,6-O-benzyliden-β-D-mannopyranoside (1620018-48-5)

Conditions

Yield

Stage #1: phenyl 3-O-benzyl-4,6-O-benzyliden-2-(2'-naphthylmethyl)-1-thio-α-D-mannopyranoside With 1-hexene; 1-benzenesulfinyl piperidine; 2,4,6-tri-tert-butylpyrimidine In dichloromethane at -78℃; for 0.25h; Molecular sieve; Stage #2: With trifluoromethylsulfonic anhydride In dichloromethane at -78℃; for 0.166667h; Molecular sieve; Stage #3: oct-7-en-1-ol In dichloromethane at -78 - 20℃; for 2.5h; Molecular sieve;

86%

oct-7-en-1-ol (13175-44-5) + Hexamethylphosphorous triamide (1608-26-0) → P(O(CH2)6CHCH2)3

Conditions	Yield
at 100℃;	85%

L-rhamnose (6014-42-2) + oct-7-en-1-ol (13175-44-5) → oct-7-enyl-α-L-rhamnopyranoside

Conditions	Yield
With toluene-4-sulfonic acid In neat (no solvent) at 80℃; for 5h; Solvent; Green chemistry;	85%

Upstream product

• 13175-40-1 1-(2-tetrahydropyranyloxy)-7-octene 
• 111-66-0 oct-1-ene 
• 21573-31-9 oct-7-enal 
• 15766-90-2 oct-7-enoic acid methyl ester 
• 871-91-0 oct-7-yn-1-ol 
• 5048-35-1 oct-7-en-1-yl acetate 
• 25368-54-1 8-hydroxy-octan-2-one 
• 868756-15-4 tert-butyl dimethyl(oct-7-en-1-yloxy)silane 
• 382631-43-8 1,2,8-octanetriol 
• 4286-55-9 1-bromo-6-hexanol 
• 40145-10-6 1-iodohexan-6-ol 
• 1826-67-1 vinyl magnesium bromide 
• 62179-18-4 2,7-octadiene-1-ol 
• 629-41-4 1,8-Octanediol 

Downstream Products

• 21573-31-9 oct-7-enal 
• 2695-48-9 8-Bromo-1-octene 
• 35897-55-3 2-But-3-enyl-tetrahydro-furan 
• 889882-46-6 oct-7-en-1-yl 4-methylbenzenesulfonate 
• 124-13-0 Octanal 
• 882053-73-8 C₅₃H₆₀O₈ 
• 110683-61-9 4-(7-octenyloxy)benzoic acid 
• 142580-78-7 ethyl 4-(n-oct-7'-enyloxy)benzoate 
• 136067-19-1 (2R,4S,5R,6R)-5-Acetylamino-2-(6-benzylcarbamoyl-hexyloxy)-4-hydroxy-6-((1S,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid 
• 912935-54-7 1-[4-(5-hydroxyoct-1-en-2-yl)phenyl]ethanone 
• 1511357-17-7 (Z)-(2-bromo-1-chlorodeca-1,9-dien-1-yl)benzene 
• 1459246-73-1 7-octen-1-yl 2,6-di-O-benzyl-β-D-galactopyranosyl(1→4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 871-90-9 8-chloro-oct-1-ene 
• 22370-55-4 10-methylundec-1-ene 

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