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2-メチルプロペン酸2-(tert-ブチルアミノ)エチル

2-(tert-Butylamino)ethyl methacrylate

HCID 19601
ノート反応
基本情報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
3775-90-4
標準SMILES
C=C(C)C(=O)OCCNC(C)(C)C
InChIKey
BEWCNXNIQCLWHP-UHFFFAOYSA-N
分子式
C10H19NO2
平均分子量
185.26 g/mol
単同位体質量
185.14157885

名称と識別子

優先名称
2-(tert-Butylamino)ethyl methacrylate
IUPAC
2-(tert-butylamino)ethyl 2-methylprop-2-enoate
現地名
2-メチルプロペン酸2-(tert-ブチルアミノ)エチル
英語名
2-(tert-Butylamino)ethyl methacrylate
分子式
C10H19NO2
分子量
185.26

名称と別名

2-(TERT-BUTYLAMINO)ETHYL METHACRYLATE3775-90-42-(tert-butylamino)ethyl 2-methylprop-2-enoatetert-Butylaminoethyl methacrylateAgeflex FM-42-tert-Butylaminoethyl methacrylateN-tert-Butylaminoethyl methacrylate2-Propenoic acid, 2-methyl-, 2-[(1,1-dimethylethyl)amino]ethyl esterDTXSID6044931BRN 1761825HSDB 6111Methacrylic acid, 2-(tert-butylamino)ethyl ester
名称をさらに表示
2-メチルプロペン酸2-(tert-ブチルアミノ)エチル2-メチルプロペン酸2-[(1,1-ジメチルエチル)アミノ]エチルメタクリル酸2-(tert-ブチルアミノ)エチルメタクリル酸2-tert-ブチルアミノエチルtert-ブチルアミノエチルメタクリレートt-ブチルアミノエチルメタアクリレートターシヤリーブチルアミノエチルメタクリレートTBAEMAT-BUTYLAMINOETHYL METHACRYLATEEM44-Tageflexfm-4CHLUMICRYI TBAEMAbutylaminoethylmethacrylateTerbutylaminoethyl methacrylatetert-butylaminoethylmethacrylate
Tertiary-butylaminoethyl methacrylateEINECS 223-228-4UNII-5ZN7006T63AI3-61480Ethanol, 2-(tert-butylamino)-, methacrylate (ester)EC 223-228-45ZN7006T63BUTYLAMINOETHYL METHACRYLATE, TERT-

データベース識別子

CAS
3775-90-4
PubChem CID
19601
DTXSID
DTXSID6044931
ChEMBL
CHEMBL3182038
UNII
5ZN7006T63
EC Number
223-228-4
Nikkaji
J78.369B

物性

構造計算による物性

XLogP
1.7
極性表面積
38.3 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
6
重原子数
13
形式電荷
0
複雑度
192

実験および物理化学的性質

Chemical ClassesCorrosives
PolymersPlastics & Rubber -> (Meth)acrylates
Density0.914 @ 25 °C
Color/FormLIQUID
Solubility1.8 g/100 ml water at 25 °C
Flash Point · 2 件

96.1 °C (Cleveland open cup)

11 °C (Cleveland open cup)

Boiling Point100-105 °C @ 12 MM HG
DecompositionWhen heated to decomp it emits irritating fumes of NO(x).
Melting Point< -70 °C
Polymerization · 1 件

METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, 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

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]

P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Warning

H302 (30.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 5 件

Chemical: 2-Propenoic acid, 2-methyl-, 2-[(1,1-dimethylethyl)amino]ethyl ester

2-Propenoic acid, 2-methyl-, 2-[(1,1-dimethylethyl)amino]ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 2-[(1,1-dimethylethyl)amino]ethyl ester 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-tert-butylaminoethyl methacrylate (EC: 223-228-4)

2-(t-Butylamino)ethyl methacrylate: Does not have an individual approval but may be used under an appropriate group standard

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.)

Fire PotentialCombustible
Hazards SummaryA skin and eye irritant; May cause skin sensitization; [eChemPortal: ERMA; ESIS] May polymerize; Corrosive to skin and eyes; A respiratory tract irritant; May cause skin sensitization; [MSDSonline] See ACRYLIC RESINS (MONOMERS).
TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.

化学と産業

薬理情報

Metabolism/MetabolitesSMALL QUANTITIES OF METHACRYLATES MAY READILY BE METABOLIZED BY SAPONIFICATION INTO THE ALCOHOL AND METHACRYLIC ACID. THE LATTER MAY FORM AN ACETYL-COENZYME DERIVATIVE, WHICH THEN ENTERS THE NORMAL LIPID METABOLISM. /METHACRYLATES/

用途と製造

Uses · 4 件

Used in coatings, textile chemicals, and ion exchange resins; Used as dispersing agent (non-aqueous systems), antistatic and emulsifying agent, stabilizer for chlorinated polymers, cationic precipitating agent, and monomer for acrylic resins; [HSDB]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry]

COATINGS; TEXTILE CHEMICALS; DISPERSING AGENT FOR NONAQUEOUS SYSTEMS; ANTISTATIC AGENT; EMULSIFYING AGENT; STABILIZER FOR CHLORINATED POLYMERS; ION EXCHANGE RESINS; CATIONIC PRECIPITATING AGENT

MONOMER FOR ACRYLIC RESINS, EG, FOR FLOOR WAXES

U.S. Production · 2 件

2023: 75,000 - <500,000 lb

(1982) PROBABLY GREATER THAN 2.27X10+6 G

Industry UsesMonomers
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/

TRANSESTERIFICATION OR ESTERIFICATION OF TERT-BUTYLAMINOETHANOL WITH EITHER METHYL METHACRYLATE OR METHACRYLIC ACID

General Manufacturing Information · 3 件

Other (requires additional information)

2-Propenoic acid, 2-methyl-, 2-[(1,1-dimethylethyl)amino]ethyl ester: ACTIVE

METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/

関連反応

1 件
反応記録を作成
HRID 2166853 の反応式
HRID 2166853反応物としてuspto-grants-1983_06

化合物ノート

読み込み中…

このページの内容基本情報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
Refractive IndexINDEX OF REFRACTION: 1.4440 @ 25 °C/D

物理化学的性質

融点
100 · 100~105℃/12 mm
沸点
82 °C10 · 82 °C10 mm Hg(lit.)
比重(密度)
0.914 g/mL · 0.914 g/mL at 25 °C(lit.)
蒸気圧
6 Pa · 6Pa at 20℃
屈折率
20 · n20/D 1.442(lit.)
闪点
160 °F · 160 °F
貯蔵温度
2 · 2-8°C, protect from light
溶解性
Slightly soluble in water
外見
clear liquid
酸解離定数(Pka)
8.99 · 8.99±0.10(Predicted)
色
Colorless to Light yellow
水溶解度
18 g/L · 18g/L at 25℃
InChI
1S/C10H19NO2/c1-8(2)9(12)13-7-6-11-10(3,4)5/h11H,1,6-7H2,2-5H3
InChIKey
BEWCNXNIQCLWHP-UHFFFAOYSA-N
SMILES
CC(=C)C(=O)OCCNC(C)(C)C
LogP
2.12 at · 2.12 at 20℃
CAS データベース
3775 · 3775-90-4(CAS DataBase Reference)
EPAの化学物質情報
2 · 2-(tert-Butylamino)ethyl methacrylate (3775-90-4)
Hazard Classes and Categories · 4 件

Acute Tox. 4 (30.5%)

Eye irritation - category 2

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

Skin Irrit. 2

Skin, Eye, and Respiratory IrritationsMethacrylates ... produce slight to moderate skin and eye irritation ... depending upon volatility, these materials also may be sensory irritants. /Methacrylic acid & derivatives/

安全と保護具

Fire Fighting ProceduresAlcohol foam, water spray or mist, dry chemical.
Storage Conditions · 2 件

... Storage temp for ... /t-butyl-aminoethyl methacrylate/ should not exceed 25 °C in order to avoid the slow build-up of sol oligomers and polymers.

... 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/

Preventive Measures · 3 件

... 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/

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/

毒性情報

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

BIOLOGICALLY, METHACRYLATES RESEMBLE ACRYLATES, EXCEPT FOR LOWER REACTIVITY & THUS DECR TOXICITY. THIS IS PROBABLY DUE TO STERIC HINDRANCE BY ITS METHYL GROUP & IN TURN DECR RATES OF MEMBRANE TRANSPORT & SYSTEMIC TRANSLOCATION. /METHACRYLIC ESTERS/

Non-Human Toxicity Excerpts · 2 件

OF 13 METHACRYLATE MONOMERS TESTED, 8 REVERSIBLY INHIBITED THE SPONTANEOUS CONTRACTIONS OF ISOLATED GUINEA PIG ILEUM IN TYRODE'S SOLUTION AND THE STIMULATORY EFFECTS OF ACETYLCHOLINE AND BARIUM CHLORIDE. TERT-BUTYLAMINOETHYL METHACRYLATE AND HYDROXYETHYL METHACRYLATE WERE THE MOST POTENT INHIBITORS. DIMETHYLAMINOETHYL METHACRYLATE PRODUCED CONTRACTION OF THE ILEUM WHICH WAS NOT BLOCKED BY ATROPINE.

METHACRYLIC ACID ADMIN IV INCR RESPIRATORY RATE, DECR HEART RATE, & PRODUCED ELECTROCARDIOGRAM CHANGES IN ANESTHETIZED DOGS. METHACRYLIC ACID, METHYL, N-PROPYL, N-BUTYL, ISOBUTYL, AND HYDROXYETHYL METHACRYLATES PRODUCED A BIPHASIC RESPONSE, AN ABRUPT FALL IN BLOOD PRESSURE FOLLOWED BY A SECONDARY RISE. 2-ETHYLHEXYL, ISODECYL, LAURYL, AND TERT-BUTYLAMINOETHYL METHACRYLATES PRODUCED ONLY A HYPOTENSIVE EFFECT. DIMETHYLAMINOETHYLMETHACRYLATE PRODUCED ONLY A HYPERTENSIVE EFFECT.

Human Toxicity Values · 3 件

LD50 Rats oral 1.517 g/kg

LD50 Rabbits percutaneous > 3.0 g/kg

LD50 Rats intraperitoneal 0.174 g/kg

Non-Human Toxicity ValuesLD50 MICE INTRAPERITONEAL 0.19 ML/KG

法規制情報

TSCA RequirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.

安全データ

wgk
1
tsca
TSCA listed
rtecs
OZ3500000
ridadr
1760
毒性
dog,LDLo,intravenous,76uL/kg (0.076mL/kg),Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974.
hs_code
2922.19.9690
risk_code
36/38-43
hazard_code
Xi
safety_code
26
hazard_class
8
packing_group
II
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Corr. 1CSkin Sens. 1B
ストレージクラス
8A - Combustible corrosive hazardous materials
有毒物質データの
3775-90-4(Hazardous Substances Data)
応用分野 · 1 件

使用Researchers reported the preparation of latex particles from 2-(tert-butylamino)ethyl methacrylate (TBAEMA) using aqueous emulsion polymerization. The preparation of PTBAEMA-functionalized polyolefin fibers via ATRP and an azide-functional initiator has been reported. Poly[2-(tert-butylamino)ethyl methacrylate](PTBAEMA) is a neutral polymer, which is inherently biocidal with potential application in antifouling paints and coatings. The major role of PTBAEMA is to displace Ca2+ and/or Mg2+ ions from the outer membrane of the bacteria, which is accordingly disorganized and finally disrupted. This pendent bulky secondary amine does not need quaternization for antibacterial properties[1-2].

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