2-(Diethylamino)ethyl acrylate 分子结构式
HCID17050

2-(Diethylamino)ethyl acrylate

2-(diethylamino)ethyl prop-2-enoate

C9H17NO2171.24 g/molCAS 2426-54-2

IDENTITY

结构与身份

标准SMILES
C=CC(=O)OCCN(CC)CC
InChIKey
QHVBLSNVXDSMEB-UHFFFAOYSA-N
分子式
C9H17NO2
平均分子量
171.24 g/mol
单同位素质量
171.12592879

COMPUTED

结构计算性质

已同步
XLogP
1.2
极性表面积
29.5 Ų
氢键供体
0
氢键受体
3
可旋转键
7
重原子
12
形式电荷
0
复杂度
141

PROPERTIES

实验与物化性质

来源:PubChem
Density

1.4425 @ 20 °C/4 °C

Flash Point

195 °F (91 °C) (open cup)

Boiling Point

70 °C @ 0.67 kPa (5 mm Hg)

Decomposition

When heated to decomposition it emits toxic fumes of nitroxides.

Melting Point

< -60 °C

Vapor Density

5.9 (AIR= 1)

Vapor Pressure

0.23 [mmHg]

Refractive Index

Index of refraction: 0.9251 @ 20 °C/D

Physical Description

Clear light yellow liquid; [MSDSonline]

Other Experimental Properties

DECOMPOSES @ BP; DECOMPOSED BY WATER

React readily with electrophilic, free-radical, and nucleophilic agents /Acrylic acid & esters/

GHS

GHS分类

来源:PubChem
GHS Classification

Danger

H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral];H310 (95.2%): Fatal in contact with skin [Danger Acute toxicity, dermal];H314 (97.6%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H317 (95.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P260, P261, P262, P264, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P333+P317, P361+P364, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

HAZARDS

危害信息

来源:PubChem
Regulatory Information

Chemical: 2-Propenoic acid, 2-(diethylamino)ethyl ester

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Hazards Summary

Severely irritating to skin and eyes; [SAX] External application to rabbit eyes scored 9 on a scale of 1-10 (10 being most severe) for degree of injury after 24 hours; [HSDB] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; May cause immediate skin blistering; Inhalation may cause chemical pneumonitis and pulmonary edema; May cause skin sensitization; Can be absorbed through skin; [MSDSonline] See ACRYLIC RESINS (MONOMERS).

NFPA Hazard Classification

2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.

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.

1 - Materials that in themselves are normally stable but that can become unstable at elevated temperatures and pressures.

Hazard Classes and Categories

Acute Tox. 4 (97.6%);Acute Tox. 2 (95.2%);Skin Corr. 1B (97.6%);Skin Sens. 1 (95.2%)

Flammable agents - 2nd degree, Reactive agents - 2nd degree

Skin, Eye, and Respiratory Irritations

THE LOWER-MOL-WT ESTERS OF ACRYLIC ACIDS ARE IRRITANTS TO SKIN, EYES & MUCOUS MEMBRANES. /ACRYLIC ACID ESTERS/

A severe skin and eye irritant.

SAFETY

安全与防护

来源:PubChem
Storage Conditions

The effectiveness of phenolic inhibitors is dependent on the presence of oxygen and the monomers must be stored under air rather than an inert atmosphere. Temp must be kept low to minimize formation of peroxides and other products. ... The acrylic esters may be stored in mild or stainless steel, or aluminum. /Acrylic acid & derivatives/

Disposal Methods

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures

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/

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.

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.

Personal Protective Equipment (PPE)

SUITABLE PROTECTIVE CLOTHING & SELF-CONTAINED RESP PROTECTIVE APPARATUS SHOULD BE AVAILABLE FOR USE OF THOSE WHO MAY HAVE TO RESCUE PERSONS OVERCOME BY FUMES. /ACRYLIC ACID & DERIVATIVES/

Protection required for safe handling of acrylic acid and esters commonly includes use of impervious gloves, shoe soles, and clothing; splash-proof goggles ... /Acrylic acid & derivatives/

TOXICITY

毒理信息

来源:PubChem
Adverse Effects

Dermatotoxin - Skin burns.;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

Human Toxicity Excerpts

THE ACUTE TOXICITY OF THE ACRYLATES DECREASES WITH INCREASING MOLECULAR WEIGHT. ... HUMAN SIGNS & SYMPTOMS FOLLOWING INGESTION OF ACRYLIC MONOMERS INCL COLLAPSE, SEVERE RESPIRATORY DIFFICULTIES, & CNS STIMULATION. ACUTE INHALATION OF HIGHER CONCN MAY CAUSE MARKED IRRITATION, SALIVATION, CONJUNCTIVAL IRRITATION, & PRONOUNCED PULMONARY IRRITATION OR EDEMA. PROLONGED SKIN OR EYE CONTACT MAY RESULT IN SEVERE TISSUE DAMAGE. THE PATHOLOGY FROM SINGLE EXPOSURE IS NONSPECIFIC, CONTRARY TO REPEATED EXPOSURE EFFECTS, WHICH INCL PULMONARY CONGESTION OR HEMORRHAGE & CLOUDY SWELLING OF LIVER & KIDNEY. /ACRYLATES/

Non-Human Toxicity Excerpts

Acrylic acid N,N-diethylaminoethyl ester has been tested externally on the eyes of rabbits & ... rated 9 on scale of 1 to 10 according to the degree of injury observed after 24 hr. The most severely injurious substances have been rated 10.

Contact sensitivity was produced in guinea pigs with mono-, di-, and tri- acrylate compounds. /Mono-, di-, and tri- acrylate compounds/

Antidote and Emergency Treatment

Basic treatment: Establish a patent airway. Suction if necessary. Encourage patient to take deep breaths. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . 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 normal saline 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 ... . /Irritating materials/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Early intubation at the first sign of upper airway obstruction may be necessary. Positive-pressure ventilation techniques with a bag-valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Irritating materials/

Non-Human Toxicity Values

LD50 Rat oral 770 mg/kg

LD50 Rabbit skin 200 mg/kg

REGULATORY

法规信息

来源:PubChem
Regulatory Information

Chemical: 2-Propenoic acid, 2-(diethylamino)ethyl ester

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

USES

用途与制造

来源:PubChem
Uses

Used to make polymeric quaternaries for water treatment and as monomer for polymers used in inks and surface coatings; [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint];Plastic Composites Manufacturing [Category: Industry];Textiles (Printing, Dyeing, or Finishing) [Category: Industry];Silk-Screen Printing [Category: Other]

CHEM INT FOR POLYMERIC QUATERNARIES FOR WATER TREATMENT

MONOMER FOR POLYMERS USED IN INKS & SURFACE COATINGS

U.S. Imports

(1983) 1.36x10+9 g /Acrylates & Acrylic Acid/

U.S. Production

(1979) PROBABLY GREATER THAN 4.54X10+6 G

(1981) PROBABLY GREATER THAN 4.54X10+6 G

Methods of Manufacturing

Acrylates can be prepared by ... Dehydration of the corresponding hydroxyalkanoic acid, saponification of the alkene nitrile, catalytic hydration of acetylene and carbon monoxide, or the reaction of acetone with hydrocyanic acid. /Acrylates/

TRANSESTERIFICATION OR ESTERIFICATION OF DIETHYLAMINOETHANOL WITH EITHER METHYL ACRYLATE OR ACRYLIC ACID

In ... propylene oxidation process acrolein is first formed by the catalytic oxidation of propylene vapor at high temp in the presence of steam. The acrolein is then oxidized to acrylic acid. ... The acrylic acid is esterified with alcohol to the ... acrylic ester in a separate process. /Acrylic ester monomers/

Formulations/Preparations

... Hydroquinone or monomethyl ether hydroquinone is added to acrylic monomers to stabilize them ... . /Acrylic ester monomers/

General Manufacturing Information

2-Propenoic acid, 2-(diethylamino)ethyl ester: ACTIVE

ALIASES

名称与别名

共 64 条
2-(DIETHYLAMINO)ETHYL ACRYLATE2426-54-2Diethylaminoethyl acrylateAgeflex FA-2N,N-Diethylaminoethyl acrylateNSC 3118Acrylic acid, 2-(diethylamino)ethyl esterHSDB 5460UNII-J4T0T1RP9Z2-Propenoic acid, 2-(diethylamino)ethyl esterJ4T0T1RP9ZEINECS 219-378-5DTXSID4051900BRN 10990612-Diethylaminoethylester kyseliny akryloveAcrylic acid, N,N-diethylaminoethyl esterAI3-038402-Diethylaminoethylester kyseliny akrylove [Czech]NSC-3118.beta.-(Diethylamino)ethyl acrylate

REACTIONS

参与反应

5
HRID 224763 反应方程式

uspto-grants-1980_11 · 10.6084/m9.figshare.5104873.v1 · US04234565

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HRID 424324 反应方程式

uspto-grants-2012_01 · 10.6084/m9.figshare.5104873.v1 · US08105744B2

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HRID 838689 反应方程式

Test data from https://doi.org/10.1039/C8SC04228D · 10.1039/C8SC04228D

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HRID 1447554 反应方程式

uspto-grants-1979_12 · 10.6084/m9.figshare.5104873.v1 · US04177255

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HRID 1906593 反应方程式

uspto-grants-1987_03 · 10.6084/m9.figshare.5104873.v1 · US04652669

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