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ブチルフタリルブチルグリコラート

Butyl phthalyl butyl glycolate

HCID 6819
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
85-70-1
標準SMILES
CCCCOC(=O)COC(=O)c1ccccc1C(=O)OCCCC
InChIKey
GOJCZVPJCKEBQV-UHFFFAOYSA-N
分子式
C18H24O6
平均分子量
336.4 g/mol
単同位体質量
336.15728848

概要

Butyl phthalyl butylglycolate is a benzoate ester.

名称と識別子

優先名称
Butyl phthalyl butyl glycolate
IUPAC
2-O-(2-butoxy-2-oxoethyl) 1-O-butyl benzene-1,2-dicarboxylate
現地名
ブチルフタリルブチルグリコラート
英語名
Butyl phthalyl butyl glycolate
分子式
C18H24O6
分子量
336.38

名称と別名

Butyl phthalyl butyl glycolate85-70-1Butoxycarbonylmethyl butyl phthalateReomol 4pgButyl carbobutoxymethyl phthalateButyl glycolyl butyl phthalateButyl phthalate butyl glycolate2-butoxy-2-oxoethyl butyl phthalateButylphthalyl butylglycolateDibutyl o-carboxybenzoyloxyacetateSanticizer B 16Morflex 190
名称をさらに表示
ブチルフタリルブチルグリコラートフタル酸1-(ブトキシカルボニル)メチル2-ブチルブチルフタリルグリコール酸ブチルレオモール4pGフタル酸1-ブチル2-(2-ブトキシ-2-オキソエチル)サンチサイザB-16ブチルカルボブトキシメチルフタラートブチルフタラートブチルグリコラートブチルグリコリルブチルフタラートブトキシカルボニルメチルブチルフタラートフタル酸1-(ブトキシカルボニルメチル)2-ブチルフタル酸1-ブトキシカルボニルメチル2-ブチルブチルフタリルブチルグリコレートブチルフタリルブチルグリコレ-トブチルフタリルブチルグリコレトフタル酸ブトキシカルボニルメチルブチルBPBG標準品MORFLEX® 190MorflexR 190ブチル 2-[(2-ブトキシ-2-オキソエトキシ)カルボニル]ベンゾアート

物性

構造計算による物性

XLogP
4.6
極性表面積
78.9 Ų
水素結合供与体数
0
水素結合受容体数
6
回転可能結合数
13
重原子数
24
形式電荷
0
複雑度
406

実験および物理化学的性質

PolymersPlastics & Rubber -> Phthalate Esters
CosmeticsFilm forming
SpringerMaterials PropertiesViscosity
PesticidesPesticide -> EPA IRIS
OdorODORLESS
TasteTASTELESS
Density1.097
Color/FormCOLORLESS LIQUID
SolubilityPhthalate esters are soluble to various extents in many common organic solvents and oils, but have a relatively low solubility in water. /Phthalate esters/
Flash Point390 °F (199 °C) (Open cup)
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point345 °C

物理化学的性質

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 3 件

H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 3 件

Chemical: 1,2-Benzenedicarboxylic acid, 2-butoxy-2-oxoethyl butyl ester

Regulation (EC) No 178/2002 (amended)

1,2-Benzenedicarboxylic acid, 2-butoxy-2-oxoethyl butyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Fire PotentialSLIGHT, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.
Hazards Summary · 1 件

Like dioctyl phthalate, it may cause CNS depression and mild liver toxicity after ingestion of large amounts; [HSDB] A mild eye irritant, based on animal studies; Targets kidneys, CNS, male reproductive system, and eyes; [MSDSonline] See PHTHALATE ESTERS.

FDA Requirements · 2 件

Butylphthalate butyl glycolate is an indirect food additive for use only as a component of adhesives.

Butylphthalyl butyl glycolate is classified as a plasticizer, when migrating from food-packaging material.

Special Reports · 3 件

Nat'l Research Council Canada; Phthalate Esters in the Aquatic Environment (1980) NRCC No. 17583

USEPA; Ambient Water Quality Criteria Doc: Phthalate Esters (1980) EPA 440/5-80-067

USEPA/ECAO; Atlas Document for: Phthalate Esters (1980)

TSCA Requirements · 1 件

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

BUTYLGLYCOLYLBUTYL PHTHALATE OR DIISOOCYTL PHTHALATE WAS ADMIN IN DIET TO MALE SPRAGUE DAWLEY RATS, BEAGLE DOGS & MINIATURE PIGS IN DOSE OF 50 MG/KG FOR 21-28 DAYS BEFORE ORAL ADMIN OF SINGLE DOSE OF SAME CMPD LABELED WITH (14)C IN CARBONYL GROUP. DIISOOCYTL PHTHALATE WAS LESS READILY METABOLIZED THAN BUTYLGLYCOLYL BUTYL PHTHALATE BY ALL SPECIES.

Absorption, Distribution and Excretion · 1 件

BUTYLGLYCOLYLBUTYL PHTHALATE WAS ADMIN IN DIET TO MALE SPRAGUE DAWLEY RATS, BEAGLE DOGS & MINIATURE PIGS IN DOSE OF 50 MG/KG FOR 21-28 DAYS BEFORE ORAL ADMIN OF SINGLE DOSE OF SAME CMPD LABELED WITH (14)C IN CARBONYL GROUP. IT WAS EXCRETED MAINLY IN THE URINE IN RATS (77-83%), DOGS (72-75%) AND PIGS (68-89%).

用途と製造

Uses · 3 件

Used as a plasticizer for polyvinyl chloride; [HSDB]

Plasticizer for polyvinyl chloride. FDA approved for use in vinyl food wrappings.

It is used for making a variety of packaging films.

U.S. ProductionProduction volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#978]
Use ClassificationCosmetics -> Film forming
General Manufacturing Information · 3 件

1,2-Benzenedicarboxylic acid, 1-(2-butoxy-2-oxoethyl) 2-butyl ester: ACTIVE

The first step, alcoholysis of phthalic anhydride (PA) to give the monoester, is rapid and goes to completion. The reaction generally starts at elevated temperatures and proceeds exothermically. The second step is the conversion of the monoester to a diester with the formation of water. This is a reversible reaction and proceeds more slowly than the first, thus determining the overall rate of reaction. To shift the equilibrium towards the diester, the water of reaction is removed by distillation. The rate of reaction can be influenced by the choice of catalyst and the reaction temperature. For fast conversion rates, high reaction temperatures are generally used. However, these are influenced by the boiling point of the alcohol and/or the type of catalyst. ... Currently, nearly all major phthalate producers use amphoteric catalysts for the esterification of high boiling alcohols. ... The reaction temperatures for the amphoteric catalysts are about 200 °C. At this temperature side reactions are minimized, and the alcohol can be recycled without purification. By using this type of catalyst, over 99.5 % conversion to diester can be achieved. /Phthalates/

関連反応

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
BPBG
Butyl phthalyl butyl glycollate
N-BUTYL PHTHALYL N-BUTYL GLYCOLATE
DIBUTYL O-(O-CARBOXYBENZOYL)GLYCOLATE
reomol4pg
BPBG STANDARD
santicizerb16
santicizerb-16
Glycolic acid, butyl ester, butyl phthalateButylcarbobutoxymethyl phthalatePhthalic acid, butyl ester, ester with butyl glycolateDTXSID7023938Glycolic acid, phthalate, dibutyl ester1,2-Benzenedicarboxylic acid, 2-butoxy-2-oxoethyl butyl esterPhthalic acid, butyl ester, butyl glycolateAI3-01793 (USDA)

データベース識別子

CAS
85-70-1
PubChem CID
6819
DTXSID
DTXSID7023938
ChEMBL
CHEMBL3182027
ChEBI
CHEBI:191079
UNII
I5LOD5H050
EC Number
201-624-8
Nikkaji
J4.378H
融点
25 °C · 25°C
沸点
220 °C · 220 °C (10 mmHg)
比重(密度)
1.1 · 1.1
屈折率
20 · n20/D 1.49(lit.)
闪点
199 °C · 199 °C
貯蔵温度
-20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
溶解性
クロロホルム(少量)、メタノール(少量)
外見
油
色
無色
比重
1.1 · 1.1
臭い (Odor)
100 %で。無臭 · 100.00%で。無臭
水溶解度
12 mg/L · 12mg/L(20℃)
Henry's Law Constant
4.7 · 4.7×102 mol/(m3Pa) at 25℃, HSDB (2015)
化粧品成分の機能
可塑剤フィルム形成
LogP
4.253 · 4.253 (est)
CAS データベース
85 · 85-70-1(CAS DataBase Reference)
EPAの化学物質情報
2 · 2-Butoxy-2-oxoethyl butyl phthalate (85-70-1)

化学的性質

化学的特性The empirical formula of butyl phthalyl butyl glycolate is C18H24O6. Its structural formula is 1-(COOC4H9)-2- (COOCH2COOC4H9)C6H4. It is relatively insoluble in water but is soluble in organic solvents.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2-Benzenedicarboxylic acid, 2-butoxy-2-oxyethyl butyl ester is included on this list. Effective date 10/04/82; Sunset date 1/13/86.

NFPA Hazard Classification · 3 件

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.

Hazard Classes and CategoriesAquatic Chronic 4 (100%)
State Drinking Water Guidelines · 2 件

(MN) MINNESOTA 7000 ug/L

(FL) FLORIDA 7,000

安全と保護具

Fire Fighting ProceduresWater or foam may cause frothing.
Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 1 件

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

毒性情報

Body BurdenButyl glycolyl butyl phthalate was identified, not quantified, in the adipose tissue in 6 of 46(1) and 8 of 46(2) humans sampled in the US.
InteractionsMICE INJECTED IP WITH 60 MG/KG HEXOBARBITAL, 30 MIN AFTER PRETREATMENT WITH 500 MG/KG BUTYLGLYCOLYL BUTYL PHTHALATE SHOWED AN INCR HEXOBARBITAL INDUCED SLEEPING TIME, WHILE MICE TREATED WITH 250 MG/KG BUTYLGLYCOLYL BUTYL PHTHALATE DID NOT.
Ecotoxicity Values · 3 件

LC50; Species: Oryzias latipes (Medaka, high-eyes); Conditions: freshwater, static, 10 °C; Concentration: 34000 ug/L for 24 or 48 hr

LC50; Species: Oryzias latipes (Medaka, high-eyes); Conditions: freshwater, static, 20 °C; Concentration: 17500 ug/L for 24 or 48 hr

LC50; Species: Oryzias latipes (Medaka, high-eyes); Conditions: freshwater, static, 30 °C; Concentration: 17500 ug/L for 24 or 48 hr

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1.5X10+4(SRC), determined from a structure estimation method(2), indicates that butyl glycolyl butyl phthalate is expected to be immobile in soil(SRC). Volatilization of butyl glycolyl butyl phthalate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.1X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Butyl glycolyl butyl phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 7.1X10-6 mm Hg(SRC), determined from a fragment constant method(4). Rates of 84.5 to >99% biodegradation in 24 hrs using a semi-continuous activated sludge test(5) suggests that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.5X10+4(SRC), determined from a structure estimation method(2), indicates that butyl glycolyl butyl phthalate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.1X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 300(SRC), from an estimated log Kow of 4.15(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high(SRC). However, bioconcentration studies on compounds which are structurally similar suggest that bioconcentration may be lower than that indicated by the regression-derived equations due to the ability of aquatic organisms to readily metabolize this class of compounds(8). Hydrolysis is expected to be an important process(SRC) based on estimated hydrolysis half-lives of 11 and 1 days at pHs 7 and 8, respectively(9). A 95% biodegradation in 2 days using the river die-away test(10) suggests that biodegradation may be an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), butyl glycolyl butyl phthalate, which has an estimated vapor pressure of 7.1X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase butyl glycolyl butyl phthalate 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 40 hours(SRC), calculated from its rate constant of 9.7X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase butyl glycolyl butyl phthalate may be removed from the air by wet or dry deposition(SRC). Butyl glycolyl butyl phthalate does contain chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(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.
Ecotoxicity Excerpts · 1 件

/AQUATIC SPECIES/ The study was conducted to determine the effects of treatment and seawater dilution of municipal wastewater on marine organisms. An experimental facility was built in southeast Florida that provided both unchlorinated and chlorinated effluent from three standard treatments: primary settling, chemical flocculation, and activated sludge secondary treatment. Exposure tests lasting longer than one month were conducted on the sheepshead minnow (Cyprinodon variegatus) and the pink shrimp (Penaeus duorarum), with each of these six effluent types at seawater dilution ratios of 30:1, 100:1, and 300:1. The shrimp showed a much more sensitive response than the minnow. Almost 100% mortality occurred for shrimp exposed to the unchlorinated 30:1 seawater dilutions of primary-settled wastewater, while mortality for the other two effluents were similar to controls. Mortality could not be attributed to any of the chemicals measured in the wastewater. For the 30:1 dilution experiments, chlorination usually resulted in much higher toxicity; increasing the dilution factor from 30:1 to 100:1 reduced the mortality observed (in both unchlorinated and chlorinated tests) essentially to control levels. Little bioaccumulation of metals or chlorinated organics in exposed specimens.

Effluent ConcentrationsButyl glycolyl butyl phthalate was identified in the fly ash from combined coal/refuse combustion(1).
EPA IRIS Information · 2 件

Butylphthalyl butylglycolate (BPBG)

1 mg/kg-day

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of butyl glycolyl butyl phthalate can be estimated to be 1.5X10+4(SRC). According to a classification scheme(2), this estimated Koc value suggests that butyl glycolyl butyl phthalate is expected to be immobile in soil.

Atmospheric ConcentrationsSOURCE DOMINATED: Butyl glycolyl butyl phthalate was detected in the air at a Hamilton, Ontario, water works plant located adjacent to a municipal incinerator, at a concentration of 750 ng/cu m(1).
Human Toxicity Excerpts · 1 件

/ALTERNATIVE and IN VITRO TESTS/ Comparative toxicity of phthalate esters to HeLa-S3 cells was studied by determining their effect on doubling time of the cells. The toxicity of the esters decreasing in order: diethyl phthalate, butylphthalyl butyl glycolate, di-iso-butyl phthalate, ethyl phthalyl ethyl glycolate, bis(2-ethylhexyl) phthalate, dimethyl isophthalate, dibutyl phthalate, methyl phthalyl ethyl glycolate, dimethyl phthalate, and dioctyl phthalate.

Artificial Pollution SourcesButyl glycolyl butyl phthalate's production and use as a plasticizer(1) may result in its release to the environment through various waste streams(SRC).

法規制情報

FDA Requirements · 2 件

Butylphthalate butyl glycolate is an indirect food additive for use only as a component of adhesives.

Butylphthalyl butyl glycolate is classified as a plasticizer, when migrating from food-packaging material.

TSCA Requirements · 1 件

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2-Benzenedicarboxylic acid, 2-butoxy-2-oxyethyl butyl ester is included on this list. Effective date 10/04/82; Sunset date 1/13/86.

State Drinking Water Guidelines · 2 件

(MN) MINNESOTA 7000 ug/L

(FL) FLORIDA 7,000

安全データ

tsca
TSCA listed
rtecs
TI0535000
hs_code
29173490
risk_code
62-61-51
化審法
(3)-1314
消防法
危-4-3-III
hazard_code
N-T
safety_code
61-53-45
有毒物質データの
85-70-1(Hazardous Substances Data)

IT IS COMPATIBLE WITH POLYVINYL CHLORIDE, POLYVINYL ACETATE, ETHYL CELLULOSE, & NITRILE RUBBER, & IS USED FOR MAKING A VARIETY OF PACKAGING FILMS, TO WHICH IT IMPARTS VERY GOOD STABILITY TO HEAT & LIGHT.

応用分野

用途環境試料中のフタル酸エステルの分析(HPLC)用標準品、GC-MS分析標準品。

使用Butyl phthalyl butyl glycolate is used as a plasticizer for polyvinylchloride. It isusedformaking avarietyofpackaging films because it imparts very good stability to heat and light.

上流・下流製品情報

上流原料

クロロ酢酸ブチル

サプライヤー36 社

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