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112-53-8

Basic Information
CAS No.: 112-53-8
Name: 1-Dodecanol
Article Data: 331
Molecular Structure:
Molecular Structure of 112-53-8 (1-Dodecanol)
Formula: C12H26O
Molecular Weight: 186.338
Synonyms: Dodecyl alcohol;Lauryl Alcohol;Dodecyl Alcohol;1-Dodecanol;Alcohol C12,Dodecyl alcohol,Lauryl alcohol;
EINECS: 203-982-0
Density: 0.831 g/cm3
Melting Point: 22-27 °C
Boiling Point: 258 °C at 760 mmHg
Flash Point: 115.4 °C
Solubility: insoluble in water
Appearance: white low melting crystalline solid
Hazard Symbols: IrritantXi,DangerousN
Risk Codes: 38-50-50/53-36/38-36/37/38
Safety: 61-37/39-29-26-60-36
Transport Information: UN 3077 9/PG 3
PSA: 20.23000
LogP: 3.89960
Synthetic route
63588-79-4

2-(dodecyloxy)tetrahydro-2H-pyran

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 3.5h; Reagent/catalyst;100%
With tris-(4-bromophenyl)aminium hexachloroantimonate In methanol at 20℃; for 2h;99%
bis(trimethylsilyl)sulphate In methanol; 1,2-dichloro-ethane for 1.5h; Ambient temperature;98%
145800-64-2

Dodecanol triethylsilyl ether

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With 7,7',8,8'-tetracyanoquinodimethane In water; acetonitrile for 5h; Ambient temperature;100%
With MCM-41 In methanol for 2h; Ambient temperature;99%
With mesoporous silica MCM-41 In methanol at 20℃; for 2h;99%
114058-22-9

tert-butyldimethylsilyl ether of dodecan-1-ol

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With polymer-supported dicyanoketene acetal; water In acetonitrile at 20℃; for 24h; Hydrolysis;100%
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 1h; Reagent/catalyst;100%
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In methanol at 20℃; for 1h; Reagent/catalyst;100%
28303-42-6

1-dodecanyl formate

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With hydrogenchloride In acetone at 20℃; for 0.25h;100%
6221-88-1

dodecyl trimethylsilyl ether

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With MCM-41 In methanol for 2h; Ambient temperature;100%
With mesoporous silica MCM-41 In methanol at 20℃; for 2h;100%
With polymer-supported dicyanoketene acetal; water In acetonitrile at 20℃; for 1h; Hydrolysis;98%
69064-46-6

dodec-2-yn-1-ol

A

112-53-8

1-dodecyl alcohol

B

69064-36-4

(Z)-dodec-2-en-1-ol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A n/a
B 100%
910660-86-5

bis-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-nonyl)-thiocarbamic acid O-dodecyl ester

A

N,N-bis-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-nonyl)-hydroxylamine

B

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -78℃; for 1h;A n/a
B 100%

dodecyl 2-((2-methoxyphenyl)ethynyl)benzoate

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate In ethanol; benzene at 20℃; for 1h;100%
111-82-0

methyl n-dodecanoate

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen In neat (no solvent) at 120℃; under 38002.6 Torr; for 20h; Autoclave; Green chemistry;99%
With hydrogen In hexane at 200℃; under 15001.5 Torr; for 8h; Reagent/catalyst;99.8%
Stage #1: methyl n-dodecanoate With phenylsilane; fac-[Mn-(xantphos)(CO)3Br] at 120℃; for 12h; Inert atmosphere;
Stage #2: With water; sodium hydroxide In methanol at 20℃; Inert atmosphere;
97%
106-33-2

ethyl laurate

112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; Bouveault-Blanc reduction; Inert atmosphere;99.5%
With potassium borohydride; hafnium tetrachloride In tetrahydrofuran at 40℃; for 9.6h; Inert atmosphere; Cooling with ice;95%
With ethandithiol; sodium tetrahydroborate In tetrahydrofuran for 24h; Heating;94%
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    112-53-8

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  • TIANFUCHEM--High purity 112-53-8 1-Dodecanol

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of Dodecyl alcohol is dodecan-1-ol. With the CAS registry number 112-53-8, it is also named as 1-Hydroxydodecane. The product's categories are Industrial / Fine Chemicals; 1-Alkanols; Biochemistry; Higher Fatty Acids & Higher Alcohols; Monofunctional & alpha, Omega-Bifunctional Alkanes; Monofunctional Alkanes; Saturated Higher Alcohols, and the other registry numbers are 1322-35-6; 68855-55-0; 8014-32-2; 8032-08-4; 8032-09-5; 8032-10-8. Besides, it is white low melting crystalline solid, which reacts with oxoacids and carboxylic acids to form esters plus water. In addition, its molecular formula is C12H26O and molecular weight is 186.33.

The other characteristics of 1-Dodecanol can be summarized as:
(1)EINECS: 203-982-0; (2)ACD/LogP: 5.13; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): 5.13; (5)ACD/LogD (pH 7.4): 5.13; (6)ACD/BCF (pH 5.5): 4631.99; (7)ACD/BCF (pH 7.4): 4631.99; (8)ACD/KOC (pH 5.5): 14640.28; (9)ACD/KOC (pH 7.4): 14640.28; (10)#H bond acceptors: 1; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 11; (13)Index of Refraction: 1.44; (14)Molar Refractivity: 59.17 cm3; (15)Molar Volume: 224.1 cm3; (16)Surface Tension: 30.4 dyne/cm; (17)Density: 0.831 g/cm3; (18)Flash Point: 115.4 °C; (19)Melting point: 22-27 °C; (20)Enthalpy of Vaporization: 57.56 kJ/mol; (21)Boiling Point: 258 °C at 760 mmHg; (22)Vapour Pressure: 0.00209 mmHg at 25 °C.

Preparation of 1-Dodecanol:
This chemical can be obtained from palm kernel or coconut oil fatty acids and methyl esters by reduction. Furthermore, it is produced by dodecanoic acid.

This reaction needs NaBH4, CF3COOH, catechol and tetrahydrofuran at the temperature of 25 °C for 4 hours. The yield is 91 %.

Uses of 1-Dodecanol:
This chemical can be used to make surfactants, lubricating oils, and pharmaceuticals. It is also used as an emollient in cosmetics. Besides, it can react with formaldehyde to get 1-chloromethoxy-dodecane.

This reaction needs Me3SiCl. The yield is 98 %.

Safety information of 1-Dodecanol:
When you are using 1-Dodecanol, please be cautious about it as the following: it irritates to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection. Moreover, please do not empty into drains. It is also very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. This material and its container must be disposed of as hazardous waste. Additionally, please avoid release to the environment, and refer to special instructions / safety data sheets. 
 
People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CCCCCCCCCCCCO
(2)InChI: InChI=1S/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3
(3)InChIKey: LQZZUXJYWNFBMV-UHFFFAOYSA-N

The toxicity data of 1-Dodecanol is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin > 10mL/kg (10mL/kg)   Food and Cosmetics Toxicology. Vol. 11, Pg. 95, 1973.
rat LD50 oral > 12800mg/kg (12800mg/kg)   Medizin und Ernaehrung. Vol. 8, Pg. 244, 1967.