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1,9-Nonanediol
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Name

1,9-Nonanediol

 EINECS 223-517-5
CAS No. 3937-56-2 Density 0.931 g/cm3
PSA 40.46000 LogP 1.70170
Solubility 5.7g/L at 20℃ Melting Point 45-47 °C
Formula C9H20O2 Boiling Point 292.4 °C at 760 mmHg
Molecular Weight 160.257 Flash Point 137 °C
Transport Information N/A Appearance white fused crystalline solid
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 3937-56-2 (1,9-Nonanediol) Hazard Symbols N/A
Synonyms

a,w-Nonanediol;NSC 5416;1,9-Dihydroxynonane;

Article Data 58

1,9-Nonanediol Synthetic route

82777-72-8

9-hydroxynonyl-1-triphenylmethylether

3937-56-2

1,9-Nonanediol

Conditions
ConditionsYield
Stage #1: 9-hydroxynonyl-1-triphenylmethylether With n-butyllithium In hexane at 0℃;
Stage #2: With naphthalene; lithium In tetrahydrofuran; hexane at 0 - 20℃; for 20h;		99%
634902-05-9

1,9-di(trityloxy)nonane

3937-56-2

1,9-Nonanediol

Conditions
ConditionsYield
With naphthalene; lithium In tetrahydrofuran at -30℃; for 3.5h;99%
109027-55-6

9-(triphenylsilyloxy)-1-nonanol

3937-56-2

1,9-Nonanediol

Conditions
ConditionsYield
With naphthalene; lithium In tetrahydrofuran; methanol at 20℃; for 1h;98%
98847-00-8

9-<(2H-tetrahydropyran-2-yl)oxy>nonan-1-ol

3937-56-2

1,9-Nonanediol

Conditions
ConditionsYield
With copper dichloride In methanol at 20℃; Hydrolysis;95%
With CuCl2*2H2O In methanol at 20℃; for 1.25h;95%

1,3-Dioxa-cyclododecane-4,12-dione

A

123-99-9

azelaic acid

B

3937-56-2

1,9-Nonanediol

C

3788-56-5

9-hydroxynonanoic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran at 23℃; for 120h;A n/a
B 2%
C 92%
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 6h;A n/a
B 6%
C 87%
123-99-9

azelaic acid

3937-56-2

1,9-Nonanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 4h; Reflux;91%
With zirconium(IV) borohydride In tetrahydrofuran at 25℃; for 1h; Reduction;90%
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;88%
862249-29-4

1-[dimethyl(phenyl)silyloxy]-9-(triphenylsilyloxy)nonane

3937-56-2

1,9-Nonanediol

Conditions
ConditionsYield
With naphthalene; lithium In tetrahydrofuran; methanol at 20℃; for 3h;79%
112-62-9

octadec-9-enoic acid methyl ester

A

3937-56-2

1,9-Nonanediol

B

143-08-8

nonyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride multistep reaction, other substrates;A 74%
B 64%
With lithium aluminium tetrahydride 1) CH2Cl2; Yield given. Multistep reaction. Yields of byproduct given;
With lithium aluminium tetrahydride Yield given. Multistep reaction. Yields of byproduct given;
With lithium aluminium tetrahydride Yield given. Multistep reaction. Yields of byproduct given;
4900-30-5

nona-1,8-diene

A

13686-96-9

nonane-1,5-diol

B

3937-56-2

1,9-Nonanediol

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer; dimethylsulfide borane complex Product distribution;A 71%
B 15%
61801-07-8

9-benzylsulfonyloxynonyl benzylsulfonate

3937-56-2

1,9-Nonanediol

Conditions
ConditionsYield
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at 0℃; for 2.5h;67%

1,9-Nonanediol Specification

The IUPAC name of 1,9-Nonanediol is nonane-1,9-diol. With the CAS registry number 3937-56-2 and EINECS 223-517-5, it is also named as alpha,omega-Nonanediol. The product's categories are alpha,omega-Alkanediols; alpha,omega-Bifunctional Alkanes; Monofunctional & alpha,omega-Bifunctional Alkanes; Linear Hydrocarbon Series. It is white fused crystalline solid which is easily soluble in alcohol, ether, soluble in hot benzene and slightly soluble in water. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.53; (4)ACD/LogD (pH 7.4): 1.53; (5)ACD/BCF (pH 5.5): 8.51; (6)ACD/BCF (pH 7.4): 8.51; (7)ACD/KOC (pH 5.5): 161.18; (8)ACD/KOC (pH 7.4): 161.18; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.456; (14)Molar Refractivity: 46.81 cm3; (15)Molar Volume: 172.1 cm3; (16)Surface Tension: 36.7 dyne/cm; (17)Enthalpy of Vaporization: 61.71 kJ/mol; (18)Vapour Pressure: 0.000196 mmHg at 25°C; (19)Rotatable Bond Count: 8; (20)Exact Mass: 160.14633; (21)MonoIsotopic Mass: 160.14633; (22)Topological Polar Surface Area: 40.5; (23)Heavy Atom Count: 11; (24)Complexity: 56.6.

Preparation of 1,9-Nonanediol: It can be obtained by nonanedioic acid. This reaction which is a kind of Reduction needs reagent Zr(BH4)4 and solvent tetrahydrofuran at temperature of 25 °C. The reaction time is 1 hours. The yield is 90%.

Uses of 1,9-Nonanediol: It is in organic synthesis. It also can react with 3,4-dihydro-2H-pyran and 9-(tetrahydropyrane-2-yloxy)nonan-1-ol. This reaction needs reagent p-toluenesulfonic acid and solvent CH2Cl2. The reaction time is 1.5 hours. The yield is 60%.

People can use the following data to convert to the molecule structure. 
1. SMILES:OCCCCCCCCCO
2. InChI:InChI=1/C9H20O2/c10-8-6-4-2-1-3-5-7-9-11/h10-11H,1-9H2
3. InChIKey:ALVZNPYWJMLXKV-UHFFFAOYAQ

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