Dodecylbenzene

HCID 31237CAS 123-01-3

基本情報

標準SMILES
CCCCCCCCCCCCc1ccccc1
InChIKey
KWKXNDCHNDYVRT-UHFFFAOYSA-N
分子式
C18H30
平均分子量
246.4 g/mol
単同位体質量
246.23475096

概要

Dodecylbenzene is a colorless liquid with a weak oily odor. Floats on water. (USCG, 1999)

名称と識別子

優先名称
Dodecylbenzene
IUPAC
dodecylbenzene
現地名
ドデシルベンゼン
英語名
Dodecylbenzene
分子式
C18H30
分子量
246.43

名称と別名

DODECYLBENZENE123-01-31-Phenyldodecanen-DodecylbenzeneBenzene, dodecyl-LaurylbenzeneMarlicanDodecane, 1-phenyl-PhenyldodecanDodecylbenzene, crudeDTXSID7026994DTXCID706994
名称をさらに表示
ドデシルベンゼン1-ドデシルベンゼンナルキレン5001-フェニルドデカンラウリルベンゼンアルキラートP1N-ドデシルベンゼンN-ラウリルベンゼンN‐ドデシルベンゼンN-ドデシルベンゼン, IN ISOOCTANE (1000ΜG/ML)アルカンAlkaneALKYLBENZENEAlkylate P 1alkylatep1nalkylene500Nalkylene 500
RefChem:135513204-591-8PhenyldodecaneDodecane, phenyl-1-dodecylbenzene29986-57-0MFCD00008974NSC 102805

データベース識別子

CAS
123-01-3、29986-57-0、68442-69-3
PubChem CID
31237
DTXSID
DTXSID7026994
ChEMBL
CHEMBL3187866
UNII
A2AX003680
EC Number
204-591-8
Nikkaji
J5.538G

物性

構造計算による物性

XLogP
8.8
極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
0
回転可能結合数
11
重原子数
18

実験および物理化学的性質

Chemical ClassesOther Classes -> Aromatic Hydrocarbons
SpringerMaterials PropertiesBoiling point
LogPlog Kow= 8.26
OdorWEAK OILY ODOR
Density · 3 件

0.86 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8851 @ 20 °C/4 °C

Relative density (water = 1): 0.86

Color/FormCOLORLESS LIQUID

物理化学的性質

融点
3 °C · 3 °C (lit.)
沸点
185 · 185-188 °C/15 mmHg (lit.) 331 °C (lit.)
比重(密度)
0.856 g/mL · 0.856 g/mL at 25 °C (lit.)
蒸気圧
0.1 hPa · 0.1 hPa (50 °C)
屈折率
20 · n20/D 1.482(lit.)
闪点
230 °F · >230 °F

化学的性質

化学的特性Colorless, odorless liquid. Insoluble in water, soluble in organic solvents.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 46.9% (53 of 113) of reports.

Warning

H315 (17.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P273, P280, P302+P352, P321, P332+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 113 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: Benzene, dodecyl-

Benzene, dodecyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzene, dodecyl-: Human health tier I assessment
Fire Hazards · 2 件

This chemical is combustible. (NTP, 1992)

Combustible.

Fire PotentialCOMBUSTIBLE WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.
Health HazardsLiquid causes mild irritation of eyes and may cause allergenic responses on repeated contact with skin. Ingestion causes nausea. (USCG, 1999)
Hazards SummaryA skin and eye irritant; [ICSC] Linear alkylbenzenes are not acutely toxic. [Reference #1] Oral LDLo (mouse) = 20,000 mg/kg; Effects in lethal dose studies include liver changes and EEG changes; [RTECS] A mild eye irritant; [MSDSonline]

安全と保護具

Fire Fighting · 2 件

Fire Extinguishing Agents Not to Be Used: Water may be ineffective.

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink.

First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Fire Fighting Procedures · 2 件

To fight fire, use foam, carbon dioxide, dry chemical.

WATER OR FOAM MAY CAUSE FROTHING. /DODECYL BENZENE (CRUDE)/

Storage Conditions · 1 件

IN GENERAL, MATERIALS...TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS...SHOULD BE STORED IN COOL...VENTILATED PLACE, OUT OF...SUN, AWAY FROM...FIRE HAZARD...BE PERIODICALLY INSPECTED & MONITORED. INCOMPATIBLE MATERIAL SHOULD BE ISOLATED...

Cleanup Methods...IT CAN BE SULFONATED IN WASTES & RECYCLED.

毒性情報

Interactions · 3 件

...OWING TO ITS SOLVENCY CHARACTERISTICS, IT MAY PROMOTE TUMORIGENIC & PROCARCINOGENIC POTENTIAL OF MATERIALS SUCH AS DIMETHYLBENZANTHRACENE.

ADULT RHESUS MONKEYS GIVEN 2 ML OF 1% 7,12-DMBA IN ACETONE PLUS 100% DDB 3 TIMES/WK FOR 6.5 YR & UV IRRADIATED FOR 5 MIN 3 TIMES/WK FOR 6.5 MO BEGINNING 1 MO AFTER DMBA & DDB SKIN TREATMENT. MULTIPLE SINGLE PAPILLOMAS, DERMAL MELANOSIS & BASAL CELL EPITHELIOMAS FOUND.

IN GALAGOS GIVEN 0.2 ML OF 7,12-DMBA (2.5% SOLN IN ACETONE) IMMEDIATELY FOLLOWED BY 0.5 ML DDB APPLIED TO SAME AREA OF SKIN 3 TIMES/WK FOR 9 WK FOLLOWED BY DMBA & 100% DDB 2 TIMES/WK FOR 4 YR, BENIGN TUMORS (KERATOACANTHOMAS & PIGMENTED PAPILLOMA) WERE OBSERVED.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 7.4X10+5(SRC), determined from a log Kow of 8.26(2) and a regression-derived equation(3), indicates that dodecylbenzene is expected to be immobile in soil(SRC). Volatilization of dodecylbenzene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.13 atm-cu m/mole(SRC), using a fragment constant estimation method(4), but adsorption may severely attenuate this process. Dodecylbenzene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.1X10-5 mm Hg(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 7.4X10+5(SRC), determined from a log Kow of 8.26(2) and a regression-derived equation(3), indicates that dodecylbenzene is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.13 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4), but adsorption may severely attenuate this process(SRC). Volatilization half-lives for a model river and model lake are 4.5 hours and 6 days, respectively(SRC), using an estimation method(3) if adsorption is neglected. The estimated volatilization half-life from a model pond is 21 years if adsorption is considered(5). According to a classification scheme(6), a measured BCF value of 35(7) suggests that bioconcentration in aquatic organisms is moderate. River die-away tests have shown linear alkylbenzenes are readily biodegradable, with half-lives of 4.8 and 10.1 days for C-12 alkyl chain isomers in river water(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dodecylbenzene, which has a vapor pressure of 5.1X10-5 mm Hg at 25 °C(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dodecylbenzene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 19 hours(SRC) from its estimated rate constant of 2X10-11 cu cm/molecule-sec at 25 °C(3). Particulate-phase dodecylbenzene may be removed from the air by wet and dry deposition(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by ingestion.
Signs and Symptoms · 4 件

Cough. Sore throat.

Redness.

Redness.

Nausea.

Effluent Concentrations · 1 件

Dodecylbenzene was detected in wastewater effluents in Tokyo, Japan at concns of 0.39-2.76 ng/l(1). Dodecylbenzene was detected in leachate from a surfactant manufacturing plant in Barcelona, Spain at concns of less than 0.5 ppm to 5 ppm(2).

安全データ

wgk
1
tsca
TSCA listed
rtecs
CZ9540000
ridadr
UN 3082 9/PG 3
毒性
rat,LD,oral,> 10mL/kg (10mL/kg),LIVER: OTHER CHANGES,AMA Archives of Industrial Health. Vol. 19, Pg. 403, 1959.
hs_code
29029030

化学と産業

用途と製造

Uses · 6 件

Used to make linear alkylbenzenesulfonate surfactants, dodecylnitrobenzene, dodecylaniline, and dodecylbenzyl chloride; as vehicle and solvent for polynuclear aromatics in carcinogenesis studies; as solvent for organophosphorus insecticides; to make arylalkyl sulfonates in soap and detergent industry; [HSDB] Not produced in commercial quantity as pure substance, rather as mixtures of long-chain linear alkylbenzenes with alkyl group containing from 10 to 16 carbon atoms; The detergent surfactant LAS uses more than 98% of all linear alkylbenzenes; [eChemPortal: SIDSUNEP]

Farming (Pesticides) [Category: Industry]

CHEM INT FOR LINEAR ALKYLBENZENESULFONATE SURFACTANTS, DODECYLNITROBENZENE, DODECYLANILINE, DODECYLBENZYL CHLORIDE

AS VEHICLE & SOLVENT FOR POLYNUCLEAR AROMATICS IN CARCINOGENESIS STUDIES

SOLVENT FOR ORGANOPHOSPHORUS INSECTICIDES

USED TO PRODUCE ARYLALKYL SULFONATES IN SOAP & DETERGENT INDUSTRY; HAS BEEN APPLIED AS SOLVENT & CHEM VEHICLE

U.S. Exports(1975) 8.62X10+10 GRAMS
U.S. Imports · 2 件

(1972) NEGLIGIBLE

(1975) NEGLIGIBLE

U.S. Production · 2 件

(1972) 2.4X10+11 G (LINEAR ALKYLBENZENES)

(1975) 2.25X10+11 GRAMS

Consumption PatternsUSES OTHER THAN AS A CHEM INT FOR SULFONATES ARE BELIEVED TO CONSUME ONLY SMALL QUANTITIES (1975)
Methods of Manufacturing · 2 件

Alkylation of benzene with isomeric dodecenes, obtained by polymerization of propylene.

...BY ALKYLATION OF BENZENE WITH PROPYLENE TETRAMER...

応用分野 · 3 件

解説脂肪族飽和炭化水素CnH2n+2の一般名.

使用n-Dodecylbenzene, is a precursor to sodium dodecylbenzenesulfonate, a surfactant that is a key ingredient of household laundry detergents, such as Tide. It is a widely used cleaner, dyeing assistant in textile industrial, degrease agent in electroplate, leather, de- inking agent in papering, rubber and plastic, break emulsion agent in oil industry, artesian well foaming agent in oil well.

一般的な説明Dodecylbenzene is a colorless liquid with a weak oily odor. Floats on water. (USCG, 1999)

調製方法

製造方法n-Dodecylbenzene was prepared by lauroyl chloridation, Friedel-Crafts acylation and Huang Minglong deoxidization, followed by purification with vacuum distillation and recrystallization procedures.

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関連反応

17 件

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