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Cas Database |
| Name |
Dodecylbenzene |
EINECS | 204-591-8 |
| CAS No. | 123-01-3 | Density | 0.856 g/mL at 25 °C |
| PSA | 0.00000 | LogP | 6.15000 |
| Solubility | <0.1 g/100 mL at 25 C | Melting Point |
-7 °C |
| Formula | C18H30 | Boiling Point | 331.4 °C at 760 mmHg |
| Molecular Weight | 246.436 | Flash Point | 144.8 °C |
| Transport Information | UN 3082 9/PG 3 | Appearance | colourless liquid |
| Safety | 24/25 | Risk Codes | 53 |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Dodecane,1-phenyl- (8CI);1-Dodecylbenzene;1-Phenyl-n-dodecane;1-Phenyldodecane;Alkylate P 1;Detergent Alkylate No. 2;Laurylbenzene;NSC102805;NSC 4584;Nalkylene 500;n-Dodecylbenzene; |
Article Data | 65 |
Dodecylbenzene Synthetic route
| Conditions | Yield |
|---|---|
| With palladium diacetate; potassium tert-butylate; 1,3,5,7-tetramethyl-6-(2,4-dimethoxyphenyl)-2,4,8-trioxa-6-phosphaadamantane In 1,4-dioxane at 20℃; for 26h; Suzuki coupling; | 97% |
| Conditions | Yield |
|---|---|
| With di-tert-butyl(methyl)phosphonium tetrafluoroborate salt; tetrabutyl ammonium fluoride; palladium(II) bromide In tetrahydrofuran at 20℃; for 14h; Product distribution; Further Variations:; Reagents; Reaction partners; Hiyama coupling; | 88% |
| With di-tert-butyl(methyl)phosphonium tetrafluoroborate salt; tetrabutyl ammonium fluoride; palladium(II) bromide In tetrahydrofuran at 20℃; for 14h; Hiyama coupling; | 88% |
| Conditions | Yield |
|---|---|
| Stage #1: n-Dodec-4-en With Schwartz's reagent In tetrahydrofuran at 50℃; for 5h; Inert atmosphere; Sealed tube; Stage #2: iodobenzene With [nickel(II) (4,4'-di-tert-butyl-2,2'-bipyridine)(bromide)2]; triphenylphosphine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Irradiation; Sealed tube; | 88% |
- 10157-76-3
dodecyl 4-methylbenzenesulphonate
- 5123-13-7
5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane
- 123-01-3
1-dodecylbenzene
| Conditions | Yield |
|---|---|
| With copper(l) iodide; lithium tert-butoxide In N,N-dimethyl-formamide at 60℃; for 12h; Suzuki-Miyauri coupling; Inert atmosphere; | 87% |
- 143-15-7
1-dodecylbromide
- 603-35-0
triphenylphosphine
A
- 123-01-3
1-dodecylbenzene
B
- 38854-58-9
1-(diphenylphosphino)dodecane
| Conditions | Yield |
|---|---|
| Stage #1: triphenylphosphine With lithium In 1,4-dioxane at 20℃; for 3h; Inert atmosphere; Stage #2: 1-dodecylbromide In 1,4-dioxane at 10 - 80℃; for 6.25h; | A 85.6% B 78.1% |
| Conditions | Yield |
|---|---|
| With nickel(II) bromide dimethoxyethane; 5,5'-bis(tris(3,5-diisopropylphenyl)methyl)-2,2'-bipyridine; zinc In N,N-dimethyl acetamide at 60℃; for 14h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube; | A 6% B 85% |
| Conditions | Yield |
|---|---|
| Stage #1: bromoundecane With magnesium In tetrahydrofuran Stage #2: benzaldehyde at 0 - 20℃; Inert atmosphere; Stage #3: With hydrogenchloride; palladium 10% on activated carbon; hydrogen In diethyl ether; water under 760.051 Torr; | 84% |
| Conditions | Yield |
|---|---|
| In diethyl ether at -25℃; | 82% |
| In diethyl ether at -25℃; for 1h; Addition; | 82% |
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[2.2.2.]octane; (1,2,3,4,5-pentamethyl-cyclopenta-2,4-dienylmethyl)PPh2*BH3; nickel dichloride In tetrahydrofuran; diethyl ether; toluene at 25℃; for 3h; | 80% |
| Conditions | Yield |
|---|---|
| Stage #1: 1-dodecene With tetrabutylammonium borohydride; ethyl iodide In tetrahydrofuran at 25℃; for 20h; Stage #2: iodobenzene With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide In water at 80℃; for 16h; Solvent; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere; | 75% |
Dodecylbenzene Chemical Properties
Molecular Structure of Dodecylbenzene (CAS No.123-01-3):
Molecular Formula: C18H30
Molecular Weight: 246.4308
IUPAC Name: Dodecylbenzene
CAS No: 123-01-3
EINECS: 204-591-8
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 11
Polar Surface Area: 0 Å2
Index of Refraction: 1.483
Molar Refractivity: 82.13 cm3
Molar Volume: 287.3 cm3
Surface Tension: 31.6 dyne/cm
Density: 0.857 g/cm3
Flash Point: 144.8 °C
Melting Point: -7 °C
Enthalpy of Vaporization: 55.13 kJ/mol
Boiling Point: 331.4 °C at 760 mmHg
Vapour Pressure: 0.0003 mmHg at 25°C
Solubility: Insoluble in water
Stability of Dodecylbenzene (CAS No.123-01-3): Stable. Incompatible with strong oxidizing agents. Combustible.
Dodecylbenzene History
1-Phenyldodecane (CAS No.123-01-3) was brought to market after SRI (Stanford Research Institute) did scientific and business consulting work on it in 1948 for Chevron. Dodecyl benzene was the basis for the first successful household detergent, Tide.
Dodecylbenzene Production
As a liquid aromatic compound, Dodecylbenzene (CAS No.123-01-3) is used to prepare an anionic detergent dodecylbenzene sodium sulfonate. It is a petrochemical-derived substitute for the tallow and coconut oil used in making soap.
Dodecylbenzene Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD | oral | > 10mL/kg (10mL/kg) | LIVER: OTHER CHANGES | AMA Archives of Industrial Health. Vol. 19, Pg. 403, 1959. |
Dodecylbenzene Consensus Reports
1-Phenyldodecane (CAS No.123-01-3) is reported in EPA TSCA Inventory.
Dodecylbenzene Safety Profile
Safety Information of Dodecylbenzene (CAS No.123-01-3):
RIDADR: UN 3082 9/PG 3
WGK Germany: 1
RTECS: CZ9540000
Dodecylbenzene Specification
Dodecylbenzene (CAS No.123-01-3), it also can be called Tetrapropylenebenzene ; Benzene, dodecyl- ; Dodecane, 1-phenyl- ; Dodecane, 1-phenyl- (8CI) ; Dodecane, phenyl- .It is colorless liquid with a weak oily odor, and it can floats on water.It will causes mild irritation of eyes and may cause allergenic responses on repeated contact with skin, and if Ingestion will causes nausea. Dodecylbenzene (CAS No.123-01-3) can cause vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as Dodecylbenzene , and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction.
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