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メタクリル酸ヘキシル

Hexyl methacrylate

HCID 8872
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
142-09-6
標準SMILES
C=C(C)C(=O)OCCCCCC
InChIKey
LNCPIMCVTKXXOY-UHFFFAOYSA-N
分子式
C10H18O2
平均分子量
170.25 g/mol
単同位体質量
170.13067981

概要

N-hexyl methacrylate is a clear colorless liquid. (NTP, 1992)

名称と識別子

優先名称
Hexyl methacrylate
IUPAC
hexyl 2-methylprop-2-enoate
現地名
メタクリル酸ヘキシル
英語名
Hexyl methacrylate
分子式
C10H18O2
分子量
170.25

名称と別名

HEXYL METHACRYLATE142-09-6N-Hexyl methacrylateHexyl 2-methyl-2-propenoateMethacrylic acid, hexyl ester2-Propenoic acid, 2-methyl-, hexyl esterENT 25419DTXSID4025406NSC-24169538B2Q3HSVDTXCID705406RefChem:830078
名称をさらに表示
メタクリル酸ヘキシルヘキシル=メタクリラートn-ヘキシルメタクリレートヘキシルメタクリラートメタクリル酸N-ヘキシルメタクリル酸n-ヘキシル, 97%nHMAent25419HexylmethacrylatHexyl 2-methylacrylateMethacrylic acid hexylHexyl Methacrylate hexyl2-methyl-2-propenoate
205-521-9hexyl 2-methylprop-2-enoateMethacrylic Acid Hexyl EsterMFCD00015283UNII-538B2Q3HSVAI3-25419NSC24169Tox21_201680

データベース識別子

CAS
142-09-6
PubChem CID
8872
DTXSID
DTXSID4025406
ChEMBL
CHEMBL1422108

物性

構造計算による物性

XLogP
4
極性表面積
26.3 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
7
重原子数
12
形式電荷
0
複雑度
150

実験および物理化学的性質

PolymersPlastics & Rubber -> (Meth)acrylates
CosmeticsCosmetic ingredients (Hexyl methacrylate) -> CIR (Cosmetic Ingredient Review)
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Hexyl methacrylate) -> IFRA transparency List
Density · 2 件

0.88 (NTP, 1992) - Less dense than water; will float

0.880 at 25 °C

Color/FormLiquid
Solubility · 2 件

Slightly soluble (NTP, 1992)

Very soluble in acetone, benzene, ethyl ether, ethanol

Flash Point · 2 件

180 °F (NTP, 1992)

180 °F (82 °C) (open cup)

Boiling Point · 4 件

153 to 185 °F at 8 mmHg (NTP, 1992)

162 °C

BP: 67-85 °C at 8 mm Hg

BP: 86 °C at 17 mm Hg

Vapor Density · 2 件

5.9 (NTP, 1992) - Heavier than air; will sink (Relative to Air)

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 · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 269 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Chemical: 2-Propenoic acid, 2-methyl-, hexyl ester

REACH registered substance: Hexyl methacrylate (EC: 205-521-9)

2-Propenoic acid, 2-methyl-, hexyl 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.

DOT LabelClass 9
Fire HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Fire PotentialCombustible
Health HazardsACUTE/CHRONIC HAZARDS: Toxic. (NTP, 1992)
Hazards Summary · 1 件

May be sensitive to heat, light, and air; May polymerize or form peroxides; Toxic; [CAMEO] May polymerize; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline] See ACRYLIC RESINS (MONOMERS).

Reactive GroupAcrylates and Acrylic Acids
Reactivity Alerts

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

Acrylates and methacrylates are detoxified predominantly via conjugation with glutathione via the Michael addition reaction or glutathione-S-transferase. They are also likely to be hydrolyzed via carboxylesterases. The lower molecular weight esters are rapidly metabolized and eliminated, therefore, will not likely cause cumulative toxicity.

Small quantities of methacrylates may readily be metabolized by saponification into the alcohol and methacrylic acid. The latter may form an acetyl-coenzyme a derivative, which then enters the normal lipid metabolism. /Methacrylates/

用途と製造

Uses · 6 件

CIR ingredient: Hexyl methacrylate

Used as monomer (plastics, molding powder, solvent coatings, adhesives, acrylic resins, and oil additives) and in emulsions for textile, leather, and paper finishing; [HSDB]

Pulp and Paper Processing [Category: Industry]

Monomer for plastics, molding powder, solvent coatings, adhesives, oil additives; emulsions for textile, leather and paper finishing.

Comonomer for acrylic resins.

Comonomer for polymers for deformation recording media.

U.S. ProductionProduction volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5399]
Methods of Manufacturing · 2 件

The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol. /Methacrylic esters/

Esterification or transesterification of n-hexyl alcohol with either methacrylic acid or methyl methacrylate

Use ClassificationFragrance Ingredients
General Manufacturing Information · 3 件

2-Propenoic acid, 2-methyl-, hexyl ester: ACTIVE

関連反応

6 件
反応記録を作成
HRID 1150143 の反応式
HRID 1150143生成物として反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1704378 の反応式
HRID 1704378反応物としてuspto-grants-1978_11
HRID 1926554 の反応式
HRID 1926554反応物としてuspto-grants-2012_05
HRID 2099602 の反応式
HRID 2099602反応物としてuspto-grants-2009_08
HRID 2220039 の反応式
HRID 2220039反応物としてuspto-grants-2008_08
HRID 2222048 の反応式
HRID 2222048反応物としてuspto-grants-2008_05

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
UNII
538B2Q3HSV
EC Number
205-521-9
Nikkaji
J47.830J

5.9 (Air = 1)

Polymerization · 1 件

Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates. Nonetheless, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper. /Methacrylates/

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

物理化学的性質

融点
-59 · -59--55°C
沸点
88 · 88-89°C 14mm
比重(密度)
0.863 g/mL · 0.863 g/mL at 25 °C(lit.)
蒸気圧
24 Pa · 24Pa at 20℃
屈折率
1.431 · 1.4310
闪点
82 °C · 82°C
貯蔵温度
Keep in dark place,Sealed in dry,Room Temperature
溶解性
soluble in Benzene,Acetone,Ether,Ethanol
外見
clear liquid
色
Colorless to Almost colorless
水溶解度
29.9 mg/L · 29.9mg/L at 20℃
BRN
1754703 · 1754703
化粧品成分の機能
香料
InChI
1S/C10H18O2/c1-4-5-6-7-8-12-10(11)9(2)3/h2,4-8H2,1,3H3
InChIKey
LNCPIMCVTKXXOY-UHFFFAOYSA-N
SMILES
CCCCCCOC(=O)C(C)=C
LogP
4.34 at · 4.34 at 20℃
CAS データベース
142 · 142-09-6(CAS DataBase Reference)
NISTの化学物質情報
2 · 2-Propenoic acid, 2-methyl-, hexyl ester(142-09-6)
EPAの化学物質情報
Hexyl methacrylate (142-09-6)

化学的性質

化学的特性Clear colorless liquid

Polymerizable
Reactivity ProfileN-HEXYL METHACRYLATE may be sensitive to heat, light, and air. Combustible, polymerizes. (NTP, 1992)
Air and Water ReactionsThis compound may be sensitive to heat, light, and air. May form peroxides. Slightly water soluble (NTP, 1992).
NFPA Hazard Classification · 3 件

0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全と保護具

Fire Fighting · 1 件

This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)

First Aid · 1 件

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.

Storage Conditions · 1 件

Temp during storage must be kept low to minimize formation of peroxides and other oxidation products. ... Storage temp below 30 °C are recommended for the polyfunctional methacrylates. ... The methacrylate monomers should not be stored for longer than one year. Shorter storage times are recommended for the aminomethacrylates, ie, three months, and the polyfunctional methacrylates, ie, six months. Many of these cmpd are sensitive to UV light and should, therefore, be stored in the dark. The methacrylic esters may be stored in mild steel, stainless steel, or aluminum. /Methacrylic acid & derivatives/

Cleanup Methods · 1 件

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.

Nonfire Spill Response · 1 件

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 · 1 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.

Preventive Measures · 3 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 that results in no direct personal contact by personnel who handle, dispose of, or clean the clothing. Quality assurance procedures to confirm the efficacy of the cleaning procedures should be implemented prior to the decontaminated protective clothing being returned for reuse by the workers. Contaminated clothing (including shoes/socks) should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

... Hazard is the generation of considerable exothermic heat in some of the reactions, so that high pressures & temp may develop. This danger ... should be borne in mind when designing plant. Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Personal Protective Equipment (PPE) · 2 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Suitable protective clothing and self-contained respiratory protective apparatus should be available for use of those who may have to rescue persons overcome by fumes. /Acrylic acid and derivatives/

毒性情報

Adverse EffectsDermatotoxin - Skin burns.
Human Toxicity Excerpts · 1 件

/OTHER TOXICITY INFORMATION/ Biologically, methacrylates resemble acrylates, except for lower reactivity and thus decreased toxicity. This is probably due to steric hindrance by its methyl group and in turn decreased rates of membrane transport and systemic translocation. /Methacrylic esters/

Non-Human Toxicity Excerpts/GENOTOXICITY/ Ames assay (preincubation) in S. typhimurium TA98, TA100, TA1535, and TA1537 with and without rat and hamster liver S-9: negative.
Antidote and Emergency Treatment · 3 件

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Esters and related compounds/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Provide a low-stimulus environment. Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Treat frostbite by rapid rewarming ... . /Esters and related compounds/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Esters and related compounds/

安全データ

wgk
2
tsca
TSCA listed
ridadr
3082
hs_code
29161400
risk_code
36/37/38-51/53-43
化審法
(2)-1039
消防法
危-4-3-III
hazard_code
Xi
safety_code
26-36-36/37-24/25
packing_group
III
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
ストレージクラス
10 - Combustible liquids
有毒物質データの
142-09-6(Hazardous Substances Data)

Alkyl mercury compounds have been used as seed disinfectants and for fungicides. They have also been used in organic synthesis. /Mercury alkyl compounds/

Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates. Nonetheless, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper. /Methacrylates/

応用分野

使用Hexyl Methacrylate can be used as a method for producing embedded or hybrid hydrogel contact lenses.

一般的な説明Clear colorless liquid.

調製方法

純化方法Purify as for methyl methacrylate. [IR: Hughes & Walton J Am Chem Soc 79 3985 1957, Beilstein 2 III 1288, 2 IV 1527.]

上流・下流製品情報

下流製品

イソ酪酸ヘキシル

サプライヤー100 社

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