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2-メチルペンタン-2,4-ジオール

Hexylene Glycol

HCID 7870
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印刷プレビュー
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
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基本情報

CAS
107-41-5
標準SMILES
CC(O)CC(C)(C)O
InChIKey
SVTBMSDMJJWYQN-UHFFFAOYSA-N
分子式
C6H14O2
平均分子量
118.17 g/mol
単同位体質量
118.09937969

概要

Hexylene glycol is an oily colorless liquid with a mild sweet odor. Floats and mixes slowly with water. (USCG, 1999)

名称と識別子

優先名称
Hexylene Glycol
IUPAC
2-methylpentane-2,4-diol
現地名
2-メチルペンタン-2,4-ジオール
英語名
2-Methyl-2,4-pentanediol
分子式
C6H14O2
分子量
118.17

名称と別名

Hexylene glycol2-METHYL-2,4-PENTANEDIOL107-41-52-Methylpentane-2,4-diolPinakonDiolane2,4-Dihydroxy-2-methylpentaneIsol2,4-Pentanediol, 2-methyl-4-Methyl-2,4-pentanediol1,1,3-Trimethyltrimethylenediol2-Methyl-2,4-pentandiol
名称をさらに表示
2-メチルペンタン-2,4-ジオール1,1,3-トリメチル-1,3-プロパンジオールジオランヘキシレングリコールα,α,α'-トリメチルトリメチレングリコール4-メチルペンタン-2,4-ジオールイソール2-メチル-2,4-ペンタンジオールピナコン2,4-ジヒドロキシ-2-メチルペンタン1,1,3-トリメチルトリメチレンジオール2-メチル-2,4ペンタンジオ-ル2メチル2,4ペンタンジオルヘキシレングリコール(2-メチルペンタン-2,4-ジオール)2‐メチル‐2,4‐ペンタンジオール2-メチルペンタン-2,4-ジオール ヘキシレングリコールヘキシレングリコール 2-メチルペンタン-2,4-ジオール2 - メチル- 2 , 4 - ペンタンジオールヘキシレングリコール( 2 - メチル- 2 , 4 - ペンタンジオール)2-メチル-2,4-ジヒドロキシペンタンMPD4-MPD3-METHYL-2,4-PENTANEDIOL2-Methyl-2,4-pentadiolHexalene glycol
2-Methyl pentane-2,4-diolDTXSID5021885NSC-8098KEH0A3F75Jalpha,alpha,alpha'-Trimethyltrimethylene glycol1,3-dimethyl-3-hydroxybutanol1,3,3-trimethyl-1,3-propanediolDTXCID101885

データベース識別子

CAS
107-41-5、12220-29-0
PubChem CID
7870
DTXSID
DTXSID5021885
ChEMBL
CHEMBL2104293
ChEBI
CHEBI:62995
UNII
KEH0A3F75J
EC Number
203-489-0
Nikkaji
J3.614E

物性

構造計算による物性

XLogP
0.3
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
2
重原子数
8
形式電荷
0
複雑度
68.9

実験および物理化学的性質

Chemical ClassesFlammable agents - 2nd degree
PolymersOther Classes -> Alcohols and Polyols, Other
Cosmetics · 2 件

Cosmetic ingredients (Hexylene Glycol) -> CIR (Cosmetic Ingredient Review)

Surfactant; Solvent; Emulsifying; Skin conditioning

FragrancesFragrance Ingredient (2-Methyl-2,4-pentandiol) -> IFRA transparency List
LogP0.58
Odor · 3 件

Mild sweetish

ATMOSPHERES ESSENTIALLY SATURATED AT ROOM TEMP ARE DETECTABLE BY ODOR...

Mild, sweetish odor

Density · 6 件

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

0.923 g/cu cm at 15 °C

Bulk density 7.69 lb/gal

Density = 0.92109 at 20 °C; 0.9181 at 25 °C

Relative density (water = 1): 0.92

0.923

Viscosity34 cP at 20 °C
Color/Form · 2 件

Liquid

Colorless liquid

Solubility · 6 件

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 · 6 件

Warning

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 5235) of reports.

Warning

H315 (97.4%): Causes skin irritation [Warning Skin corrosion/irritation]

危険有害性情報

Regulatory Information · 6 件

Chemical: 2,4-Pentanediol, 2-methyl-

Chemical: C.I. Acid Red 299

2,4-Pentanediol, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,4-Pentanediol, 2-methyl- 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)

REACH registered substance: 2-methylpentane-2,4-diol (EC: 203-489-0)

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

C.I. Acid Red 299: 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 HazardsCombustible. Above 96 °C explosive vapour/air mixtures may be formed.
Fire Potential · 2 件

Combustible.

Combustile when exposed to heat or flame.

Health HazardsIrritation of eyes, nose and throat; headache, dizziness, and nausea. (USCG, 1999)
Hazards Summary · 1 件

At 1000 ppm for 5 minutes, human subjects complain of eye, throat, and respiratory irritation. Oral dosing causes central nervous system depression in experimental animals. Limited animal and human data suggesting a potential for skin sensitization were insufficient to support a DSEN notation. [ACGIH] Allergic contact dermatitis may occur; [Reference #1] A skin, eye, and respiratory tract irritant; [ICSC]

化学と産業

薬理情報

Mechanism of Action · 1 件

Some effects of gravity on early morphogenesis are correlated with microtubule locations within cells. During first cleavage in Ilyanassa obsoleta embryos, a transitory polar lobe constriction forms and then relaxes, allowing the polar lobe to merge with one daughter cell. If the polar lobe is equally divided or removed, morphogenesis is severely disrupted. To examine microtuble locations during early Ilyanassa development, eggs were fixed and stained for polymerized alpha-tubulin during first cleavage. The mitotic apparatus assembles at the animal pole. The cleavage furrow forms between the asters, constricting to a stabilized intercellular bridge encircling midbody-bound microtubules, whereas the polar lobe constriction forms below and parallel to the spindle, constricting to a transitory intercellular bridge encircling no detectable microtubules. At metaphase an alpha-tubulin epitope is distributed throughout the spindle, whereas a beta-tubulin epitope is present predominantly in the asters. Incubation in hexylene glycol, a drug that increases microtubule polymerization, during mitosis causes the polar lobe constriction to tighten around polymerized alpha-tubulin and remain stably constricted. If hexylene glycol is removed, alpha-tubulin staining disappears from the polar lobe constriction, which relaxes, whereas microtubules remain in the cleavage furrow, which remains constricted. These observations suggest that asymmetric distribution of microtubules affects early Ilyanassa cleavage patterns, and that continued presence of microtubules extending through an intercellular bridge is important for stabilization of the bridge constriction prior to completion of cytokinesis. These data provide the basis for further analysis of the role of microtubules in possible microgravity disruptions of Ilyanassa development.

Biological Half-Life...after a single oral (gavage) administration of Hexylene glycol at the dose-level of 590 mg/kg to male Sprague-Dawley rats ...t1/2 21.2 hr
Metabolism/Metabolites · 4 件

...Five human subjects ... /had/ both free & conjugated hexylene glycol in the urine after single or repeated oral doses. ...

(14)C-hexylene glycol fed to rabbits... urine contained 7 metabolites incl glucuronide of hexylene glycol (46% of dose), unchanged hexylene glycol (2.5%), diacetone alcohol (1.4%) & an unidentified glucuronide which could be conjugate of diacetone alcohol. ...Converted into diacetone alc by incubation with rat liver slices.

関連反応

21 件
反応記録を作成
HRID 19423 の反応式
HRID 19423溶媒としてuspto-grants-2010_06
HRID 69524 の反応式
HRID 69524反応物としてuspto-grants-2014_09
HRID 132711 の反応式
HRID 132711反応物としてuspto-grants-2008_06
HRID 258951 の反応式
HRID 258951反応物としてuspto-grants-1977_07
HRID 355193 の反応式
HRID 355193反応物としてuspto-grants-1983_03
HRID 417822 の反応式
HRID 417822反応物としてuspto-grants-2012_01
HRID 417823 の反応式
HRID 417823反応物としてuspto-grants-2012_01
HRID 512132 の反応式
HRID 512132反応物としてuspto-grants-2015_08
1 / 3 ページ

化合物ノート

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Miscible (NIOSH, 2024)

Miscible with water

Soluble in alcohol, ether, lower aliphatic hydrocarbons

Soluble in ethanol, ethyl ether; slightly soluble in carbon tetrachloride

Miscible with fatty acids

Solubility in water: miscible

Flash Point · 6 件

200 °F (USCG, 1999)

93 °C, closed cup

93 degree C (closed cup)

205 °F (96 °C) (Open cup)

96 °C o.c.

209 °F

Boiling Point · 6 件

387 °F at 760 mmHg (USCG, 1999)

198 °C at 760 mm Hg

198 °C

388 °F

197.1 °C @760 [mm Hg]

388 °F

物理化学的性質

融点
-40 °C · -40 °C (lit.)
沸点
197 °C · 197 °C (lit.)
比重(密度)
0.925 g/mL · 0.925 g/mL at 25 °C (lit.)
蒸気密度
4.1 · 4.1 (vs air)
蒸気圧
0.02 mm · 0.02 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.427(lit.)
闪点
201 °F · 201 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
2 O: · H2O: 1M at20℃、透明、無色
外見
微粘液
酸解離定数(Pka)
15.1 · 15.10±0.29(Predicted)
色
クリア
PH
6 · 6-8 (25℃, 1M in H2O)
臭い (Odor)
アンモニア様。
由来生物
synthetic
爆発限界(explosive limit)
1 · 1-9.9%(V)
水溶解度
溶ける
比熱容量
2.84 J/ · Cp(liquid): 2.84 J/(g·K), at 25℃
Merck
14 · 14,4710
BRN
1098298 · 1098298
Henry's Law Constant
2.5 · 2.5×101 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
24.4 · 24.399999999999999
安定性
安定。強酸化剤、強酸、強還元剤とは相容れない。
化粧品成分の機能
界面活性剤 - 乳化剤溶媒スキンコンディショニング香料界面活性剤 - 洗浄
InChI
1S/C6H14O2/c1-5(7)4-6(2,3)8/h5,7-8H,4H2,1-3H3
InChIKey
SVTBMSDMJJWYQN-UHFFFAOYSA-N
SMILES
CC(O)CC(C)(C)O
LogP
0 at · 0 at 20℃
CAS データベース
107 · 107-41-5(CAS DataBase Reference)
NISTの化学物質情報
2 · 2,4-Pentanediol, 2-methyl-(107-41-5)
EPAの化学物質情報
Hexylene glycol (107-41-5)

化学的性質

化学的特性Hexylene Glycol is an oily colorless liquid with a mild sweet odor. It is an oxygenated solvent derived from acetone which has two alcohol functions. It has a low evaporation rate and it is completely miscible with water.

Reactive GroupAlcohols and Polyols
EC ClassificationSymbol: Xi; R: 36/38; S: (2)
Special Reports · 2 件

European Chemicals Agency (ECHA); REACH Registration for 2-methylpentane-2,4-diol (CAS 107-41-5); This is unique source of information on the chemicals manufactured and imported in Europe. It covers their hazardous properties, classification and information on how to use them safely. It is generated by industry in line with their responsibilities under the EU chemicals legislation. This information is a valuable resource for advancing the safe use of chemicals and for the replacement of the most hazardous ones by safer alternatives.[European Chemicals Agency (ECHA); REACH Registration for 2-methylpentane-2,4-diol (CAS 107-41-5); Available from, as of May 29, 2014: http://echa.europa.eu/]

Morel C et al; Hexylene glycol; Cahiers de notes documentaries - S'ecurit'e et hygi'ene du travail 2nd quarter 1982, No. 107, 313-316. Synonyms, uses, physical and chemical properties, methods of detection and determination in air, fire hazards, pathology and toxicology.

EPA Safer ChemicalChemical: 2-Methyl-2,4-pentanediol
FIFRA Requirements · 4 件

Residues of 2-methyl-2,4-pentanediol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: Growing crops and food animals. Limit: Without limitation.

Residues of 2-methyl-2,4-pentanediol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only. Use: Solvent for formulations used before crop emerges from soil. Limit: None.

Residues of 2-methyl-2,4-pentanediol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals. Use: Growing crops and food animals. Limit: Without limitation.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. 2-Methyl-2,4-pentanediol is found on List C. Case No: 3075; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): 2-Methyl-2,4-pentanediol; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Reactivity ProfileHEXYLENE GLYCOL is incompatible with the following: Strong oxidizers, strong acids [Note: Hygroscopic (i.e., absorbs moisture from the air).] (NIOSH, 2024).
Chemical DangersReacts with strong oxidants and strong acids.

安全と保護具

Fire Fighting · 2 件

Fire Extinguishing Agents Not to Be Used: Water or foam may cause frothing.

Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

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

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

First Aid · 2 件

Excerpt from NIOSH Pocket Guide for Hexylene glycol:

(General first aid procedures)

Safe StorageSeparated from strong oxidants and strong acids.
Exposure Control and Personal Protection10.0 [ppm]
Fire Fighting Procedures · 3 件

In case of fire: keep drums, etc., cool by spraying with water.

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

Use water spray, alcohol - resistant foam, dry chemical or carbon dioxide.

Storage Conditions · 2 件

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. hygroscopic

Separated from strong oxidants and strong acids.

Cleanup Methods · 2 件

Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.

Do not let product enter drains.

Disposal Methods · 5 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

DISPOSAL : Recover or recycle if possible. Otherwise : incineration

Personal protection: filter respirator for organic gases and vapors adapted to the airborne concentration of the substance. Ventilation. Collect leaking liquid in covered containers. Wash away remainder with plenty of water.

For more Disposal Methods (Complete) data for 2-METHYL-2,4-PENTANEDIOL (6 total), please visit the HSDB record page.

Spillage DisposalPersonal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Collect leaking liquid in covered containers. Wash away remainder with plenty of water.
Preventive Measures · 5 件

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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.

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

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

The worker should immediately wash the skin when it becomes contaminated.

For more Preventive Measures (Complete) data for 2-METHYL-2,4-PENTANEDIOL (11 total), please visit the HSDB record page.

Eye PreventionWear safety goggles.

毒性情報

Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity Values · 5 件

LC50; Species: Alburnus alburnus (bleak); Conditions: /saltwater, static, 10 °C, pH 7.8/; Concentration: 8000 mg/L for 96 hr

LC50; Species: /Oncorhynchus mykiss/ (Rainbow trout); Conditions: flow through, 11.4 °C, pH 7.99, dissolved oxygen 8.76 mg/L; Concentration: 9450 mg/L for 96 hr (95% confidence limit: 8820-10100 mg/L)

LC50; Species: Pimephales promelas (fathead minnow) weight 0.22 g; Conditions: flow through, 18.7 °C, pH mean 7.95, dissolved oxygen 6.27 mg/L; Concentration: 8690 mg/L for 96 hr

LC50; Species: Lepomis macrochirus (bluegill sunfish) mean weight 0.53 g; Conditions: flow through, 17.4 °C, pH 8.02, dissolved oxygen 6.47 mg/L; Concentration: 12,800 mg/L for 96 hr (95% confidence limits: 11,200-14,600 mg/L)

For more Ecotoxicity Values (Complete) data for 2-METHYL-2,4-PENTANEDIOL (21 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that 2-methyl-2,4-pentanediol is expected to have very high mobility in soil(SRC). Volatilization of 2-methyl-2,4-pentanediol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.1X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(3). 2-Methyl-2,4-pentanediol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 7.0X10-2 mm Hg at 25 °C(4). Utilizing the Japanese MITI test, 55.7% of the Theoretical BOD was reached in 2 weeks(5) indicating that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that 2-methyl-2,4-pentanediol is not 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 4.1X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(6), an estimated BCF of 3(SRC), from an estimated log Kow of 0.58(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 55.7% of the Theoretical BOD was reached in 2 weeks(6) indicating that biodegradation is 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), 2-methyl-2,4-pentanediol, which has a vapor pressure of 7.0X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-methyl-2,4-pentanediol 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 14 hrs(SRC), calculated from its rate constant of 2.77X10-11 cu cm/molecule-sec at 25 °C(3). 2-Methyl-2,4-pentanediol does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values2-Methyl-2,4-pentanediol has been detected as a volatile aroma and flavor component of Bisbee Delicious apples(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 件

The substance can be absorbed into the body by inhalation of its aerosol.

inhalation, ingestion, skin and/or eye contact

Toxicity Summary · 2 件

Safe 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

IDENTIFICATION AND USE: Hexylene glycol is a colorless liquid used as a chemical intermediate, a selective solvent in petroleum refining, a component of hydraulic fluids, a solvent for inks, a cement additive, and in cosmetics. HUMAN EXPOSURE AND TOXICITY: Five human subjects given oral doses of 37 g of hexylene glycol daily for 24 days (estimated daily dosage 14-28 mg/kg body weight) reported no subjective symptoms that could be attributed to the intake of hexylene glycol; no alterations in urine parameters were detected. In another study, most subjects exposed for 15 min to 50 ppm of hexylene glycol in the air were able to detect the odor and a few noted eye irritation. At a concentration of 100 ppm, the odor was plain and some noted nasal irritation and respiratory discomfort. At 1000 ppm (4840 mg/cu m), there was irritation of the eyes, nose, and throat, and respiratory discomfort. Additionally, a case of severe contact urticaria with systemic involvement resembling an anaphylactic reaction, following the application of a topical corticosteroid formulated with hexylene glycol as an excipient has been reported. Swelling and redness were seen in 23 out of 823 eczema patients who were treated with a 30% or 50% aqueous solution in a 48-hr covered patch test. ANIMAL TOXICITY STUDIES: The clinical signs observed in animals acutely intoxicated with hexylene glycol are predominately of central nervous system (CNS) depression and include decreased activity, muscle incoordination and flaccidity, palpebral closure, piloerection, narcosis and anesthesia. Mice were fed hexylene glycol orally 20 mg/day in 2 mL of whole milk for up to 81 days and only minor effects were found in the kidneys of a few animals. None of the rats that were fed hexylene glycol in milk for 4 months at the average rate of 98 and 150 mg/day showed adverse effects in growth nor were there histopathologic changes in the liver and testes, but there were minor changes in the kidneys. It was also shown that approximately 40% of the hexylene glycol was accounted for in the urine, but only 4% of the amount excreted was free glycol; the other 36% was conjugated with glycuronic acid. In another study, hexylene glycol was administered by oral gavage for 90 days to Sprague Dawley rats at dose levels of 50, 150 and 450 mg/kg/day. This study included a functional observational battery (FOB), which gave no evidence of neurotoxic effects. Hepatocellular hypertrophy coupled with increased liver weight was observed at 450 mg/kg/day in both sexes and in males only at 150 mg/kg/day. In the absence of degenerative or necrotic change this was considered an adaptive response to increased metabolic demand. At 150 and 450 mg/kg/day kidney histopathology (higher incidence and severity of acidophilic globules in the tubular epithelium) and increased kidney weights observed in male rats only are suggestive of male rat specific alpha-2-microglobulin nephropathy, which was subsequently confirmed. There were no adverse effects on other organs including the reproductive organs. The fertility of male rats given an average oral dose of 148 to 190 mg/day of hexylene glycol for 130 days was unchanged when compared to that of the control group. Developmental study in rats found increased pup mortality and reduced body weight gain at 1000 mg/kg/day. Hexylene glycol produced negative Ames test results for Salmonella Typhimurium TA 1535, TA 1537, TA 1538, TA 98, TA 100 with and without activation. ECOTOXICITY STUDIES: Aquatic toxicity was evaluated in the sea urchin embryo (Arbacia punctulata) by the inhibition of tritiated thymidine incorporation after a brief exposure to toxic chemicals. In preliminary trials, using compounds including hexylene glycol, results accurately predicted reduced survival and morphological delay after 48 hr exposures.

Ecotoxicity Excerpts · 2 件

/AQUATIC SPECIES/ In the mitotic sea urchin egg, the spindle microtubules were composed of different tubulin isotypes from those of astral microtubules using monoclonal antibodies. Three of the antibodies, D2D6, DM1B, and YL1/2, were specific for spindle microtubules, astral microtubules and reactive with both microtubules, respectively. The mitotic sea urchin egg was treated with microtubule depolymerizing (colcemid and nocodazole) and stabilizing (hexylene glycol) drugs and change in the heterogeneous distribution of the tubulin isotypes was investigated by the immunofluorescence procedure using these three monoclonal anti-tubulin antibodies. /It was/ observed that: the microtubule depolymerizing drugs caused quick depolymerization of most mitotic microtubules, and a small number of spindle microtubules remaining were stained with all three antibodies; hexylene glycol induced many microtubules in the mitotic apparatus, which was stained with D2D6 but was not stained with DM1B; hexylene glycol also induced a great number of miniasters in the cytoplasm, and they were stained with three antibodies. These results suggest that these drugs altered the distribution of tubulin isotypes in the mitotic microtubules during depolymerization or polymerization within a short time.

/AQUATIC SPECIES/ Aquatic toxicity was evaluated in the sea urchin embryo (Arbacia punctulata) by the 1nhibition of tritiated thymidine incorporation after a brief exposure to toxic chemicals. In preliminary trials, using 8 compounds including 2-methyl-2,4-pentanediol, results accurately predicted reduced survival and morphological delay after 48 hr exposures (r2 = 0.97). Excellent correlations also existed between these calculated median effective concentrations (EC50) and literature-derived acute LC50 values for 2 other aquatic species (Daphnia magna and Pimephales promelas).

Signs and Symptoms · 4 件

Sore throat. Cough.

Dry skin. Redness.

Redness. Pain.

irritation eyes, skin, respiratory system; headache, dizziness, nausea, incoordination, central nervous system depression; dermatitis, skin sensitization

Effluent Concentrations · 1 件

2-Methyl-2,4-pentanediol has been detected in wastewater effluents from metal manufacturing industries, paint and ink industries, and textile mills(1). 2-Methyl-2,4-pentanediol was qualitatively detected in water samples collected from an advanced waste treatment facility in Washington, DC on Sep 20, 1974(2). A 2-methyl-2,4-pentanediol concentration of 0.021 ug/L was detected in a secondary effluent sample collected from a sewage treatment plant in Fort Polk, LA during Nov 1980(3). 2-Methyl-2,4-pentanediol was qualitatively detected in landfill well water samples collected at landfill site in Norman, OK(4).

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2-methyl-2,4-pentanediol can be estimated to be 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-methyl-2,4-pentanediol is expected to have very high mobility in soil(SRC).

Natural Pollution Sources2-Methyl-2,4-pentanediol has been detected as a volatile aroma and flavor component of Bisbee Delicious apples(1).

法規制情報

FIFRA Requirements · 4 件

Residues of 2-methyl-2,4-pentanediol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: Growing crops and food animals. Limit: Without limitation.

Residues of 2-methyl-2,4-pentanediol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only. Use: Solvent for formulations used before crop emerges from soil. Limit: None.

Residues of 2-methyl-2,4-pentanediol are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals. Use: Growing crops and food animals. Limit: Without limitation.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. 2-Methyl-2,4-pentanediol is found on List C. Case No: 3075; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): 2-Methyl-2,4-pentanediol; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

安全データ

F
3-23
OEL
Ceiling: 25 ppm (125 mg/m3)
wgk
1
tsca
TSCA listed
rtecs
SA0810000
毒性
LD50 orally in rats: 4.70 g/kg (Smyth, Carpenter)
hs_code
29053910
risk_code
36/38
化審法
(2)-240
安衛法
57,57-2
消防法
危険物第4類第三石油類(水溶性)
hazard_code
Xi
safety_code
26-36
自然発火温度
425 °C DIN 51794
Hazard Classifications
Eye Irrit. 2Repr. 2Skin Irrit. 2
ストレージクラス
10 - Combustible liquids
有毒物質データの
107-41-5(Hazardous Substances Data)

... Oral administration of hexylene glycol to rats & rabbits resulted in a substantial increase in the amt of hexuronates in the plasma & in the urine.

It was also shown that approximately 40% of the hexylene glycol was accounted for in the urine, but only 4% of the amount excreted was free glycol; the other 36% was conjugated with glycuronic acid.

Absorption, Distribution and Excretion · 5 件

... Mice /were fed hexylene glycol/ orally 20 mg/day in 2 mL of whole milk for up to 81 days ... . approximately 40% of the hexylene glycol was accounted for in the urine, but only 4% of the amount excreted was free glycol; the other 36% was conjugated with glycuronic acid.

... Not readily absorbed through the skin ... .

Eliminated in urine, partly (20-25%) in conjugated forms.

... Oral administration of hexylene glycol to rats & rabbits resulted in a substantial increase in the amt of hexuronates in the plasma & in the urine.

For more Absorption, Distribution and Excretion (Complete) data for 2-METHYL-2,4-PENTANEDIOL (8 total), please visit the HSDB record page.

用途と製造

Uses · 6 件

CIR ingredient: Hexylene Glycol

Used as a solvent plasticizer in paints and lacquers; Also used in the chemical, petroleum refining, and cosmetic industries and as an additive to hydraulic fluids, inks, cement, leather, paper, and textiles; [ACGIH]

Petroleum Production and Refining [Category: Industry]

For 2-methyl-2,4-pentanediol (USEPA/OPP Pesticide Code: 068601) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

... Hydraulic brake fluids (as coupling agent to castor oil).

U.S. Production · 6 件

2023: 25,000,000 - <40,000,000 lb

(1975) Greater than 9.08x10+5 grams

2,4-Pentanediol, 2-methyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#2863]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2,4-Pentanediol, 2-methyl-. Aggregated National Production Volume: 10 to < 50 million pounds.

For more U.S. Production (Complete) data for 2-METHYL-2,4-PENTANEDIOL (6 total), please visit the HSDB record page.

Consumption PatternsSales quantity in 1992 = 9,379,000 kg
Consumer UsesSolvent
Industry UsesEtching agent
Methods of Manufacturing · 3 件

The condensation of acetone leads to the formation of diacetone alcohol (DAA) ... DAA can be hydrogenated to 2-methyl-2,4-pentanediol.

Preparation: ... Leopold, Germany patent 486767 (1925 to I. G. Farben), ... Arundale, Mikeska, United States of America patent 2367324 (1945 to Standard Oil.

Hydrogen of diacetone alcohol

Formulations/PreparationsLiquid grade
Household ProductsInformation on 188 consumer products that contain Hexylene glycol in the following categories is provided:
Use Classification · 4 件

EPA Safer Chemical Functional Use Classes -> Solvents

Safer Chemical Classes -> Green half-circle - The chemical is expected to be of low concern

Fragrance Ingredients

Cosmetics -> Surfactant; Solvent; Emulsifying; Skin conditioning

General Manufacturing Information · 2 件

Not Known or Reasonably Ascertainable

2,4-Pentanediol, 2-methyl-: ACTIVE

応用分野 · 3 件

用途ドライクリーニング用洗剤、油性オイル、工業用クリーニング剤、水圧流体などに混合してカップリング剤として使用 潤滑油、切削油用、均質剤、安定剤。木材などの殺菌剤又は防腐剤用の溶剤 コルク、カゼイン、皮革、紙、繊維などの浸透剤及び軟化剤 ブレーキオイル用溶剤、香料、感光紙、塗料用高沸点溶剤、化粧品原料

使用(^+)-2-Methyl-2,4-pentanediol is used to control the flow properties of industrial products such as paints, coatings, cleansers, solvents, and hydraulic fluids. It acts as a thickening agent in cosmetic products. It serves as a coupling agent and an additive to hydraulic fluids, inks and cement. It is also employed as a blood volume expander. Further, it is used as a solvent for cleaning and colorant products. In addition to this, it is used in laboratory studies as a precipitant and cryoprotectant in protein crystallography.

一般的な説明Oily colorless liquid with a mild sweet odor. Floats and mixes slowly with water.

調製方法 · 2 件

2-Methyl-2,4-pentanediol is prepared commercially by the catalytic hydrogenation of diacetone alcohol . It is used as a chemical intermediate, a selective solvent in petroleum refining, a component of hydraulic fluids, a solvent for inks, and as an additive for cement . Industrial exposure is likely to be from direct contact or from inhalation, particularly if the material is heated.

純化方法Dry the diol with Na2SO4, then CaH2 and fractionally distil it under reduced pressure through a packed column, taking precautions to avoid absorption of water. [Beilstein 1 IV 2565.]

上流・下流製品情報

下流製品

2,5-ジメチルー2,5-ビス(t-ブチルパーオキシ)ヘキサン6-クロロ-1-ヘキサノール1,6-ジアミノヘキサン1,6-ジブロモヘキサン1-アミノ-2-(6-ヒドロキシヘキシルオキシ)-4-ヒドロキシアントラセン-9,10-ジオン2-イソプロポキシ-4,4,6-トリメチル-1,3,2-ジオキサボリナン4-メチル1,3-ペンタジエン2-メチル-1-ペンテン-4-オール3-(3-ヒドロキシ-1,3-ジメチルブトキシ)プロパンニトリル4,4,6-トリメチル-2-フェニル-1,3-ジオキサン3,4-ジヒドロ-2,2,4-トリメチル-7-(1,1,3,3-テトラメチルブチル)-2H-1-ベンゾピラン-6-オール2-エテニル-5,6-ジヒドロ-4,4,6-トリメチル-4H-1,3-オキサジン2-(2-メトキシフェニル)-4,4,6-トリメチル-1,3,2-ジオキサボリナン

補足説明

定義本品は、次の化学式で表される二価アルコールである。

定義ChEBI: A glycol in which the two hydroxy groups are at positions 2 and 4 of 2-methylpentane (isopentane).