2 - エチル -1,3- ヘキサンジオール

2-Ethyl-1,3-Hexanediol

HCID 7211CAS 94-96-2

基本情報

標準SMILES
CCCC(O)C(CC)CO
InChIKey
RWLALWYNXFYRGW-UHFFFAOYSA-N
分子式
C8H18O2
平均分子量
146.23 g/mol
単同位体質量
146.13067982

概要

2-Ethyl-1,3-hexanediol is an aliphatic alcohol.

名称と識別子

優先名称
2-Ethyl-1,3-Hexanediol
IUPAC
2-ethylhexane-1,3-diol
現地名
2 - エチル -1,3- ヘキサンジオール
英語名
2-Ethyl-1,3-hexanediol
分子式
C8H18O2
分子量
146.23

名称と別名

2-ETHYL-1,3-HEXANEDIOL94-96-2Ethohexadiol1,3-Hexanediol, 2-ethyl-Repellent 612Rutgers 612Carbide 6-126-12 insect repellent2-Ethyl-1,3-hexylene glycol2-Ethyl-3-propyl-1,3-propanediol3-Hydroxymethyl-n-heptan-4-olENT 375
名称をさらに表示
2-エチル-1,3-ヘキサンジオール (ジアステレオ異性体混合物)2-エチル-1,3-ヘキサンジオール2-エチルヘキサン-1,3-ジオールエトヘキサジオール2-エチル-1,3-ヘキサジオールルトガーズ6-121,3-オクタンジオール2-エチル-1,3-ヘキサンジオ-ルオクタンジオール2‐エチルヘキサン‐1,3‐ジオール2‐エチル‐1,3‐ヘキサンジオール2-エチル-1,3-ヘキサンジオール(異性体混合物)エチルヘキサンジオール (MIXED ISOMERS)エチルヘキサンジオール (MIXED ISOMERS) STANDARD2 - エチル -1,3- ヘキサンジオールエチルヘキサンジオール (Mixed Isomers) Standard, 100 µg/mL in MeOH2-エチル-1,3-ヘキサンジオール (異性体混合物)2-エチル-3-プロピル-1,3-プロパンジオール2-エチル-3-プロピル-1,3-プロパンジオール (異性体混合物)1,3-オクタンジオール(エチルヘキシレングリコール)EHDETHYL HEXANEDIOL6-12Etohexadiol2-ethyl-3-hexanediol2-ETHYL-1,3-HEXANDIOL2-ETHYLHEXANE-1,3-DIOLent375
DTXSID4025292Latka 612NSC-3881M9JGK7U88VEPA Pesticide Chemical Code 041001DTXCID405292NSC3881RefChem:138417

データベース識別子

CAS
94-96-2
PubChem CID
7211
DTXSID
DTXSID4025292
ChEMBL
CHEMBL1451179
ChEBI
CHEBI:34273
UNII
M9JGK7U88V
EC Number
202-377-9
Nikkaji
J4.705H

物性

構造計算による物性

XLogP
1.3
極性表面積
40.5 Ų
水素結合供与体数
2
水素結合受容体数
2
回転可能結合数
5
重原子数
10

実験および物理化学的性質

PolymersOther Classes -> Alcohols and Polyols, Other
Cosmetics · 2 件

Cosmetic ingredients (Ethyl Hexanediol) -> CIR (Cosmetic Ingredient Review)

Solvent

SpringerMaterials PropertiesBoiling point
OdorODORLESS
Density · 3 件

0.9325 @ 22 °C/4 °C

FAINT ODOR OF WITCH HAZEL; DISTILLATION RANGE 241-249 °C; DENSITY: 0.939-0.943 @ 20 °C/20 °C /CRUDE/

0.9422 @ 20°C

Viscosity323 CENTIPOISES @ 20 °C

物理化学的性質

融点
-40 °C · -40 °C (lit.)
沸点
241 · 241-249 °C (lit.)
比重(密度)
0.933 g/mL · 0.933 g/mL at 25 °C (lit.)
蒸気密度
5 · 5 (vs air)
蒸気圧
0.01 hPa · <0.01 hPa (20 °C)
屈折率
20 · n20/D 1.451(lit.)

化学的性質

化学的特性2-Ethyl-1,3-hexanediol is an oily, colorless, slightly viscous liquid, that is soluble in alcohol and ether but poorly soluble in water (4.2% at 20°C).

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]

P264+P265, P280, P305+P354+P338, and P317 (click each P-code to see the statement)

Danger

H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P264+P265, P280, P305+P354+P338, and P317 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 4 件

Chemical: 1,3-Hexanediol, 2-ethyl-

1,3-Hexanediol, 2-ethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Hexanediol, 2-ethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13598

Octylene glycol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,3-Hexanediol, 2-ethyl-: Environment tier I assessment
Hazards Summary · 1 件

A moderate eye and mucous membrane irritant; Skin absorption may cause CNS depression; [HSDB] Produces birth defects when given to rats in high doses; No data on human exposure; [REPROTOX] Effects in high-dose animal studies include ataxia, somnolence, and liver changes; [RTECS] An irritant; May cause serious injury to eyes; May be absorbed through skin; [MSDSonline]

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 Categories · 4 件

Eye Dam. 1 (100%)

Eye damage - category 1

Serious eye damage/eye irritation - Category 2A

Eye Dam. 1

Skin, Eye, and Respiratory Irritations... MODERATELY IRRITATING TO EYES, MUCOUS MEMBRANES, BUT NOT TO SKIN.

安全と保護具

Fire Fighting ProceduresWATER OR FOAM MAY CAUSE FROTHING. "ALCOHOL" FOAM.
Preventive Measures · 1 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Protective Action Criteria (PAC) · 3 件

4.2 [mg/m3]

46 [mg/m3]

280 [mg/m3]

毒性情報

InteractionsSUCKER CONTROL IN TOBACCO WAS EXHIBITED BY 5% 2-ETHYL-1,3-HEXANEDIOL BY ITSELF, & ESPECIALLY WHEN COMBINED WITH MALEIC HYDRAZIDE.
Adverse EffectsNeurotoxin - Acute solvent syndrome
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Human Toxicity Excerpts · 5 件

... MODERATELY IRRITATING TO EYES, MUCOUS MEMBRANES, BUT NOT TO SKIN. INGESTION CAUSES CNS DEPRESSION.

ONCE ABSORBED /THROUGH SKIN/ IT CAUSES /CNS DEPRESSION/ BUT LITTLE ORGANIC INJURY.

TWO HUNDRED TWENTY-THREE HUMAN VOLUNTEERS WERE PATCH TESTED FOR SENSITIZATION WITH THE UNDILUTED PRODUCT. THREE ... DEVELOPED MILD SKIN REDDENING; OTHERWISE NO SIGNIFICANT SIGNS OF SENSITIZATION OCCURRED.

WHEN TESTED AS A REPELLENT IN STICK FORMULATIONS CONTAINING SODIUM STEARATE, NONE SHOWED SIGNS OF IRRITATION, SENSITIZATION, OR FATIGUING OF THE SKIN. /REPELLENT FORMULATION CONTAINING SODIUM STEARATE/

ITS WIDESPREAD USE CONFIRMS ITS LACK OF HAZARD & IRRITANT PROPERTIES IN MAN.

Non-Human Toxicity Excerpts · 5 件

... WHEN RABBITS WERE INUNCTED DAILY FOR 90 DAYS, 2 ML/KG (1.88 G/KG) CAUSED ABOUT 50% MORTALITY, & SOMEWHAT GREATER MORTALITY RESULTED @ ... 4 ML/KG (3.76 G/KG). CONTINUED CONTACT CAUSED...IRRITATION TO SKIN ... & ANIMALS THAT DIED EXHIBITED MODERATE LIVER & KIDNEY INJURY. LEUKOCYTOSIS WAS OBSERVED IN ONLY 1 ANIMAL TREATED AT THE 4 ML/KG ... LEVEL.

... RATS WERE FED UP TO 2 YR ON DIETS CONTAINING 2.0, 4.0, & 8.0% OF 2-ETHYL-1,3-HEXANEDIOL. GROWTH WAS DEPRESSED @ ALL LEVELS. AT 8% LEVEL, ALL ANIMALS WERE DEAD WITHIN 18 WK ... DUE TO INANITION. THOSE @ 4.0 & 2.0% LEVELS SURVIVED, & AUTOPSY REVEALED NO ORGANIC INJURY ATTRIBUTABLE TO THE GLYCOL.

... RATS FED FOR 90 DAYS ON DIET THAT PROVIDED DAILY INTAKE OF 0.70 G/KG ... DID NOT GROW AS WELL AS CONTROLS, BUT ... SUFFERED NO ORGANIC INJURY. WHEN ... MAINTAINED ON ... DAILY INTAKE OF 0.48 G/KG, GROWTH WAS NORMAL & NO DETECTABLE ADVERSE EFFECTS ... NOTED.

RATS EXPOSED TO ESSENTIALLY SATURATED VAPORS GENERATED AT ROOM TEMPERATURE FOR 2 HR SURVIVED; THOSE EXPOSED FOR 8 HR DIED. THE RATS EXPOSED TO A MIST GENERATED @ 170 °C FOR 2 HR ALSO SURVIVED WHEREAS THOSE EXPOSED FOR 8 HR DIED. THOSE EXPOSED TO A FOG GENERATED AT 70 °C WITH A NEBULIZER AT A CONCN ESTIMATED TO BE 4800 PPM FOR 8 HR ALL SURVIVED.

For more Non-Human Toxicity Excerpts (Complete) data for 2-ETHYL-1,3-HEXANEDIOL (10 total), please visit the HSDB record page.

Toxicity DataLC (rat) > 4,800 ppm/8h

安全データ

wgk
1
tsca
TSCA listed
rtecs
MO2625000
毒性
LD50 in male, female rats (ml/kg): 9.85, 4.92 orally (Ballantyne)
hs_code
29053980
risk_code
41

化学と産業

薬理情報

ATC Code · 2 件

P - Antiparasitic products, insecticides and repellents

QP - Antiparasitic products, insecticides and repellents

Metabolism/Metabolites... UNABLE TO DETECT ANY METABOLITES ... WHEN ... FED TO RABBITS.
Absorption, Distribution and Excretion · 3 件

TOPICAL & IV APPLICATIONS OF (14)C LABELED 2-ETHYL-1,3-HEXANEDIOL WERE MADE TO HAIRLESS DOGS. AFTER TOPICAL ADMIN, EXCRETION WAS NEARLY COMPLETE AFTER 4-5 DAYS. RADIOACTIVITY LEVELS IN BLOOD SAMPLES WERE TOO LOW TO BE ACCURATELY MEASURED. WITHIN 48-96 HR AFTER APPLICATION ONLY SMALL AMT OF RADIOACTIVITY WAS RECOVERED FROM SKIN. RATE OF URINARY EXCRETION AFTER IV ADMIN WAS COMPARABLE TO THAT RECORDED IN HUMANS. IT IS SUGGESTED THAT PERMEABILITY OF HAIRLESS DOG'S SKIN MAY BE QUITE SIMILAR TO THAT OF HUMAN SKIN.

AN IN VITRO APPARATUS WAS USED TO STUDY SKIN EVAPORATION & PENETRATION OF MOSQUITO REPELLENTS. IN VITRO REPELLENT DURATION, CALCULATED FROM REPELLENT EVAPORATION RATES, WAS COMPARED TO IN VIVO DURATION AT THE SAME DOSE (0.3 MG/SQ CM) TO ASSESS VALIDITY OF THE MODEL. IN VITRO DURATIONS FOR 2-ETHYL-1,3-HEXANEDIOL CORRELATED WITH IN VIVO DURATIONS, ALTHOUGH IN VITRO DURATION WAS LONGER THAN IN VIVO DURATION.

PERCENTAGE PENETRATION OF 2-ETHYL-1,3-HEXANEDIOL WAS DETERMINED ON HAIRLESS DOGS AT 4 UG/SQ CM. MEAN PERCENTAGE PENETRATION INCREASED SLIGHTLY WITH INCREASED DOSE OF 2-ETHYL-1,3-HEXANEDIOL, BUT NONE OF THESE CHANGES DIFFERED SIGNIFICANTLY AT THE 95% CONFIDENCE LEVEL.

用途と製造

Uses · 5 件

CIR ingredient: Ethyl Hexanediol

Used as a solvent for resins; as a plasticizer; as a chemical intermediate in the production of polyurethane resins; as an insect repellent; in cosmetics; as a vehicle and solvent in printing inks; in medicines; as a chelating agent for boric acid; [HSDB]

Except for cosmetics, voluntarily removed from US and Canadian markets in 1991 after high-dose animal experiment showed poor lung expansion in offspring; [REPROTOX]

SOLVENT FOR RESINS & INKS; PLASTICIZER; CHEM INTERMEDIATE IN PRODN OF POLYURETHANE RESINS

INSECT REPELLENT, COSMETICS; VEHICLE AND SOLVENT IN PRINTING INKS, MEDICINE, CHELATING AGENT FOR BORIC ACID

U.S. Production2023: 75,000 - <500,000 lb
Industry UsesIntermediate
Methods of Manufacturing · 2 件

PREPD BY CATALYTIC TRIMOLECULAR CONDENSATION OF BUTYRALDEHYDE WITH MAGNESIUM ALUMINUM ETHOXIDE YIELDING THE MONOBUTYRATE OF 2-ETHYL-1,3-HEXANEDIOL, FOLLOWED BY HYDROLYSIS OF THE ESTER.

... PRODUCED COMMERCIALLY BY HYDROGENATION OF BUTYRALDOL (2-ETHYL-3-HYDROXYCAPROALDEHYDE).

Formulations/Preparations · 2 件

WIDELY USED IN MIXTURE (2 PARTS) WITH DIMETHYL PHTHALATE (6 PARTS) & INDALONE (2 PARTS).

GRADES: USP (AS ETHOHEXADIOL); INDUSTRIAL

Household ProductsInformation on 1 consumer products that contain Ethohexadiol in the following categories is provided:
応用分野 · 4 件

用途ポリエステル樹脂、可塑剤

用途樹脂やインキの溶剤、可塑剤、ポリウレタン樹脂の合成原料(HSDB (2003))

用途ポリウレタン樹脂、ポリエステル樹脂用中間原料、樹脂・インキ用溶剤、可塑剤原料、化粧品原料、蚊・アブなどの忌避剤、各種添加剤。

使用2-Ethyl-1,3-hexanediol is produced commercially by hydrogenating butyraldol (2-ethyl-3-hydroxycaproaldehyde). It is used largely as an insect repellent but also as a solvent for resins and inks, a plasticizer, and a chemical intermediate in the production of polyurethane resins .

上流・下流製品情報

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

補足説明

定義本品は、次の化学式で表される脂肪族ジオールである。

関連反応

14 件

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