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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 155
実験および物理化学的性質
Density
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
Solubility
less than 1 mg/mL at 77 °F (NTP, 1992)
Insoluble in water
Solubility in water: none
Flash Point
275 °F (NTP, 1992)
285 °F
140.6 °C
Boiling Point
627.8 °F at 760 mmHg (NTP, 1992)
328 °C
290-410 °C
Melting Point
19.4 °F (NTP, 1992)
3 °C
3 °C
Vapor Density
8.47 (NTP, 1992) - Heavier than air; will sink (Relative to Air)
8.47 (AIR= 1)
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
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- アセトニトリル(微量)、クロロホルム(微量)
- 酸解離定数(Pka)
- 50 · 50(at 25℃)
- 外見
- 液体
- 色
- 無色
- 水溶解度
- 水に不溶。
- BRN
- 1909107 · 1909107
- Henry's Law Constant
- 7.6 · 7.6×10-5 mol/(m3Pa) at 25℃, HSDB (2015)
- 安定性
- 安定。強力な酸化剤とは相容れない。可燃性。
- 主な用途
- 環境
- InChI
- 1S/C18H30/c1-2-3-4-5-6-7-8-9-10-12-15-18-16-13-11-14-17-18/h11,13-14,16-17H,2-10,12,15H2,1H3
- InChIKey
- KWKXNDCHNDYVRT-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCCCc1ccccc1
- 表面張力
- 30.7 mN/m · 30.7mN/m at 20°C
- CAS データベース
- 123 · 123-01-3(CAS DataBase Reference)
- EPAの化学物質情報
- Dodecylbenzene (123-01-3)
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
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
Chemical: Benzene, dodecyl-
Benzene, dodecyl-: Does not have an individual approval but may be used under an appropriate group standard
Fire Hazards
This chemical is combustible. (NTP, 1992)
Combustible.
Reactivity Profile
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.
NFPA Hazard Classification
1 - Materials that, under emergency conditions, can cause significant irritation.
1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.
0 - Materials that in themselves are normally stable, even under fire conditions.
安全と保護具
Fire Fighting
Fire Extinguishing Agents Not to Be Used: Water may be ineffective.
Use water spray, powder, foam, carbon dioxide.
First Aid Measures
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
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
To fight fire, use foam, carbon dioxide, dry chemical.
WATER OR FOAM MAY CAUSE FROTHING. /DODECYL BENZENE (CRUDE)/
Storage Conditions
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...
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Incineration: Liquids should be atomized into an incinerator and combustion may be improved by mixing with a more flammable solvent (acetone or benzene). Solids should be combined with paper or other flammable material. An alternate procedure is to dissolve the solid in a flammable solvent and spray the soln into the fire chamber.
Spillage Disposal
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in sealable metal containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
毒性情報
Interactions
...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
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).
Signs and Symptoms
Cough. Sore throat.
Redness.
Redness.
Nausea.
Effluent Concentrations
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).
Soil Adsorption/Mobility
The Koc of dodecylbenzene is estimated as 7.4X10+5(SRC), using a log Kow of 8.26(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that dodecylbenzene is expected to be immobile in soil.
TSCA Test Submissions
Dermal carcinogenicity was evaluated in groups of hr/hr Oslo mice receiving skin applications of 50 ul of 16% (28 male and 28 female) or 80% (24 male and 24 female) dodecylbenzene twice a week for 78 weeks. Six animals in the 80% dose group developed 6 lymphomas versus 2 for the control (acetone) group. Amyloidosis, hyperplasia and some ulcerations were observed in the 80% dose group animals; no significant increase in lung adenomas was seen. The total number of skin tumors (papillomas, carcinomas, and sarcomas)/number of tumor bearing animals was 6/6 and 14/9 for the 16% and 80% dose groups respectively versus 3/2 for the acetone control group. Dodecylbenzene was reported to have a weak skin tumorigenicity under the test conditions.
Environmental Biodegradation
Various pure cultures of bacteria were shown to degrade dodecylbenzene(1,2). An activated sludge compound was shown to oxidize dodecylbenzene during a 180 hour incubation period(3). River die-away tests have shown linear alkylbenzenes are readily biodegradable, with half-lives of 4.8 and 10.1 days for C-12 isomers in river water(4).
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
- risk_code
- 53
- 化審法
- (3)-21
- 消防法
- 危-4-3-III
- safety_code
- 24/25
- ストレージクラス
- 10 - Combustible liquids
- 有毒物質データの
- 123-01-3(Hazardous Substances Data)
化学と産業
用途と製造
Uses
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. Imports
(1972) NEGLIGIBLE
(1975) NEGLIGIBLE
U.S. Production
(1972) 2.4X10+11 G (LINEAR ALKYLBENZENES)
(1975) 2.25X10+11 GRAMS
Methods of Manufacturing
Alkylation of benzene with isomeric dodecenes, obtained by polymerization of propylene.
...BY ALKYLATION OF BENZENE WITH PROPYLENE TETRAMER...
応用分野
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.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
関連反応
関連ノート
読み込み中…