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D(+)-2-Octanol

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Name

D(+)-2-Octanol

EINECS 228-213-6
CAS No. 6169-06-8 Density 0.822 g/mL at 25 °C(lit.)
PSA 20.23000 LogP 2.33760
Solubility 1 g/L (20 °C) in water Melting Point -38oC
Formula C8H18O Boiling Point 175 °C(lit.)
Molecular Weight 130.23 Flash Point 160 °F
Transport Information N/A Appearance Colorless to light yellow liquid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 6169-06-8 (D(+)-2-Octanol) Hazard Symbols IrritantXi
Synonyms

d-Octan-2-ol;octan-2-ol;2-Octanol, (S)-;2-Octanol, (2S)-;(S)-(+)-2-Octanol;D-2-Octanol;

Article Data 215

D(+)-2-Octanol Synthetic route

74403-68-2

(R)-2-octyl sulfate

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
With His-tagged Pseudomonas sp. metallo-β-lactamase-type alkylsulfatase Pisa1; water; tris hydrochloride at 30℃; for 6h; pH=8.2; Enzymatic reaction; optical yield given as %ee; stereoselective reaction;100%
4128-31-8

rac-octan-2-ol

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
With alcohol dehydrogenase from Lactobacillus kefir; alcohol dehydrogenase from Rhodococcus ruber DSM 44541; YcnD-oxidoreductase at 30℃; for 3h; pH=7.5; aq. buffer; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantiospecific reaction;99%
With phosphate buffer; tributyrin for 140h; Ambient temperature;77%
111-13-7

hexyl-methyl-ketone

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
With NAD; Co2+immobilized acetophenone reductase from Geotrichum candidum In aq. phosphate buffer; isopropyl alcohol at 30℃; for 3h; pH=7.2; Green chemistry; Enzymatic reaction; enantioselective reaction;99%
With glucose dehydrogenase; D-Glucose; alcohol dehydrogenase from Thermoanaerobacter sp.; NADPH In aq. buffer at 30℃; for 24h; pH=7.5; Concentration; Time; Ionic liquid; Green chemistry; Enzymatic reaction; enantioselective reaction;85%
With acetophenone reductase from Geotrichum candidum NBRC 4597; NAD In isopropyl alcohol at 30℃; for 3h; pH=7.2; Enzymatic reaction; enantioselective reaction;85%
74403-68-2

(R)-2-octyl sulfate

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
With His-tagged Pseudomonas sp. metallo-β-lactamase-type alkylsulfatase Pisa1; water; tris hydrochloride at 30℃; for 6h; pH=8.2; Enzymatic reaction; optical yield given as %ee; stereoselective reaction;100%
4128-31-8

rac-octan-2-ol

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
With alcohol dehydrogenase from Lactobacillus kefir; alcohol dehydrogenase from Rhodococcus ruber DSM 44541; YcnD-oxidoreductase at 30℃; for 3h; pH=7.5; aq. buffer; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantiospecific reaction;99%
With phosphate buffer; tributyrin for 140h; Ambient temperature;77%
111-13-7

hexyl-methyl-ketone

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
With NAD; Co2+immobilized acetophenone reductase from Geotrichum candidum In aq. phosphate buffer; isopropyl alcohol at 30℃; for 3h; pH=7.2; Green chemistry; Enzymatic reaction; enantioselective reaction;99%
With glucose dehydrogenase; D-Glucose; alcohol dehydrogenase from Thermoanaerobacter sp.; NADPH In aq. buffer at 30℃; for 24h; pH=7.5; Concentration; Time; Ionic liquid; Green chemistry; Enzymatic reaction; enantioselective reaction;85%
With acetophenone reductase from Geotrichum candidum NBRC 4597; NAD In isopropyl alcohol at 30℃; for 3h; pH=7.2; Enzymatic reaction; enantioselective reaction;85%
4128-31-8

rac-octan-2-ol

A

6169-06-8

(S)-2-Octanol

B

5978-70-1

(R)-Octan-2-ol

C

111-13-7

hexyl-methyl-ketone

Conditions
ConditionsYield
With Arthrobacter atrocyaneus In N,N-dimethyl-formamide at 32℃; for 48h; Microbiological reaction; enantioselective reaction;A 94%
B n/a
C n/a
With lyophilised cells of Escherichia coli overexpressing the solvent-tolerant alcohol dehydrogenase from Rhodococcus ruber DSM44541 In aq. buffer at 30℃; for 24h; pH=7.5; Reagent/catalyst; Resolution of racemate; Enzymatic reaction;A n/a
B n/a
C n/a
With NADP In acetone at 50℃; for 22h; pH=8; Resolution of racemate;
111221-79-5

(R)-(+)-2-hydroxyoctyl tosylate

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran93%
6114-64-3

2-{[(S)-octan-7-yloxy]carbonyl}benzoic acid

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
With water; sodium hydroxide In methanol for 6h; Reflux; Inert atmosphere;87%
With potassium hydroxide Heating;3.4 g
34760-88-8

rac-2-octyl sulfate

6169-06-8

(S)-2-Octanol

Conditions
ConditionsYield
Stage #1: rac-2-octyl sulfate With His-tagged Pseudomonas sp. metallo-β-lactamase-type alkylsulfatase Pisa1; water; tris hydrochloride at 30℃; for 24h; pH=8.2; Resolution of racemate; Enzymatic reaction;
Stage #2: With water; toluene-4-sulfonic acid In 1,4-dioxane; tert-butyl methyl ether at 40℃; for 5h; optical yield given as %ee; stereoselective reaction;
87%
Multi-step reaction with 2 steps
1: His-tagged Pseudomonas sp. metallo-β-lactamase-type alkylsulfatase Pisa1; water; tris hydrochloride / 6 h / 30 °C / pH 8.2 / Resolution of racemate; Enzymatic reaction
2: water; toluene-4-sulfonic acid / 1,4-dioxane; tert-butyl methyl ether / 2 h / 40 °C
View Scheme

D(+)-2-Octanol Chemical Properties

IUPAC Name: (2S)-octan-2-ol
The MF of (S)-(+)-2-Octanol(6169-06-8): C8H18O
The MW of (S)-(+)-2-Octanol(6169-06-8): 130.23
EINECS: 228-213-6
bp: 175 °C(lit.)
alpha: 9.5 °(neat)
density: 0.822 g/mL at 25 °C(lit.)
refractive index: n20/D 1.426(lit.)
Fp: 160 °F
Water Solubility: 1 g/L (20 °C)
Vapour Pressure: 0.306 mmHg at 25°C 
Appearance: Colorless to light yellow liquid
Stability: Stable. Combustible. Incompatible with strong oxidizing agents
Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;chiral;Building Blocks for Liquid Crystals;Chiral Building Blocks;Chiral Compounds (Building Blocks for Liquid Crystals);Functional Materials;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Compound;AlcoholsDerivatization Reagents;Chiral GC Derivatization Reagents;Chiral Building Blocks;Chiral Derivatization;ChiralDerivatization Reagents;Derivatization Reagents HPLC;Organic Building Blocks
Synonyms: D(+)-2-OCTANOL;D-2-OCTANOL;(s)-2-octano;(S)-octan-2-ol;(S)-(+)-2-HYDROXYOCTANE;(S)-2-HYDROXYOCTANE;(S)-(+)-2-OCTANOL;(S)-2-OCTANOL
The Structure of (S)-(+)-2-Octanol(6169-06-8):

D(+)-2-Octanol Safety Profile

Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements: 26-36-37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
37/39:  Wear suitable gloves and eye/face protection 
WGK Germany: 3
HS Code: 29051620

D(+)-2-Octanol Specification

1. First Aid Measures
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
Remove from exposure to fresh air immediately. Get medical aid if cough or other symptoms appear.
Skin:
Get medical aid if irritation develops or persists. Flush skin with plenty of soap and water.
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
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