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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 73.7
実験および物理化学的性質
Cosmetics
Cosmetic ingredients (Ethyl Hexanediol) -> CIR (Cosmetic Ingredient Review)
Solvent
Density
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
Color/Form
SLIGHTLY OILY LIQ
COLORLESS LIQUID
Solubility
SOL IN WATER 0.6% WT/WT; SOLUBILITY OF WATER IN ETHOHEXADIOL 10.8% WT/WT; SOL IN ETHANOL, ISOPROPANOL, PROPYLENE GLYCOL, CASTOR OIL
MISCIBLE WITH CHLOROFORM, DIETHYL ETHER
Flash Point
127 °C
260 °F (127 °C) (OPEN CUP)
Boiling Point
244.2 °C @ 760 MM HG
243.1 °C @760 [mm Hg]
Melting Point
-40 °C
-40 °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.)
- 闪点
- 265 °F · 265 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 42 g/リットル · 42g/リットル
- 外見
- 液体
- 酸解離定数(Pka)
- 14.85 · 14.85±0.10(Predicted)
- 色
- クリア
- 臭い (Odor)
- 100 %で。無臭 · 100.00%で。無臭
- 水溶解度
- 42 g/L · 42g/L(20℃)
- Merck
- 14 · 14,3744
- BRN
- 1735324 · 1735324
- Henry's Law Constant
- 7.2 · 7.2×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Dielectric constant
- 15.24 · 15.24
- 化粧品成分の機能
- 溶媒
- InChI
- 1S/C8H18O2/c1-3-5-8(10)7(4-2)6-9/h7-10H,3-6H2,1-2H3
- InChIKey
- RWLALWYNXFYRGW-UHFFFAOYSA-N
- SMILES
- CCCC(O)C(CC)CO
- LogP
- 3.63 at · 3.63 at 20℃
- CAS データベース
- 94 · 94-96-2(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · 1,3-Hexanediol, 2-ethyl-(94-96-2)
- EPAの化学物質情報
- 2 · 2-Ethyl-1,3-hexanediol (94-96-2)
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
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
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
Hazards Summary
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
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
Eye Dam. 1 (100%)
Eye damage - category 1
Serious eye damage/eye irritation - Category 2A
Eye Dam. 1
安全と保護具
Preventive Measures
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)
4.2 [mg/m3]
46 [mg/m3]
280 [mg/m3]
毒性情報
Human Toxicity Excerpts
... 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
... 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.
Non-Human Toxicity Values
LD50 Rat oral 1400 mg/kg
LD50 Mouse oral 1900 mg/kg
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
- 化審法
- (2)-240
- 消防法
- 危-4-3-III
- hazard_code
- Xi
- safety_code
- 25-26-39-46
- 自然発火温度
- 340 °C DIN 51794
- Hazard Classifications
- Eye Dam. 1
- ストレージクラス
- 10 - Combustible liquids
- 有毒物質データの
- 94-96-2(Hazardous Substances Data)
化学と産業
薬理情報
ATC Code
P - Antiparasitic products, insecticides and repellents
QP - Antiparasitic products, insecticides and repellents
Absorption, Distribution and Excretion
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
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
Methods of Manufacturing
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
WIDELY USED IN MIXTURE (2 PARTS) WITH DIMETHYL PHTHALATE (6 PARTS) & INDALONE (2 PARTS).
GRADES: USP (AS ETHOHEXADIOL); INDUSTRIAL
General Manufacturing Information
Mining (except Oil and Gas) and support activities
1,3-Hexanediol, 2-ethyl-: ACTIVE
FORMULATED PRODUCT DISCONTINUED BY UNION CARBIDE AGRICULTURAL PRODUCTS CO, INC.
... EXTENSIVE MILITARY USE HAS INDICATED ITS SAFETY & LACK OF IRRITANT PROPERTIES.
A COMPOSITION WAS PREPARED CONTAINING P-TOLUENESULFONAMIDE 75%, 2-ETHYL-1,3-HEXANEDIOL 20%, & PARAPLEX G25 5%.
応用分野
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
上流原料
サプライヤー50 社
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
関連ノート
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