CAS 18707-60-3 Methyl Crotonate (HCID 638132)

基本情報

CAS: 18707-60-3
標準SMILES: C/C=C/C(=O)OC
InChIKey: MCVVUJPXSBQTRZ-ONEGZZNKSA-N
分子式: C5H8O2
平均分子量: 100.12 g/mol
単同位体質量: 100.05242949

名称と識別子

優先名称: Methyl Crotonate
IUPAC: methyl (E)-but-2-enoate
現地名: クロトン酸メチル
英語名: trans-Methyl crotonate
分子式: C5H8O2
分子量: 100.12

名称と別名

Methyl crotonate623-43-8methyl (E)-but-2-enoate(E)-Crotonic acid methyl esterMethyl E-crotonateMethyl 2-butenoateMethyl trans-crotonateMethyl trans-2-butenoateMethyl (E)-2-butenoatetrans-2-Butenoic acid methyl ester2-Butenoic acid, methyl ester, (2E)-Crotonic acid, methyl ester

名称をさらに表示

クロトン酸メチル(E)-2-ブテン酸メチル(2E)-2-ブテン酸メチルメチル=クロトナートクロトン酸メチルメチルクロトネ-トTRANS-2-ブテン酸メチルtrans-2-ブテン酸メチル, 1000 µg/mL in MeOHクロトン酸メチル, 98%METHYICROTONATEMethyl-2-CrotonateMethylCrotonate>METHYL BUT-2-ENOATEMethylcrotonate,98%Methyl-α-crotonate

2-Butenoic acid, methyl ester, (E)-(E)-2-Butenoic acid methyl esterMethyl E-Propene-1-carboxylate18707-60-32-Butenoic acid, methyl esterCROTONIC ACID, METHYL ESTER, (E)-1-(Methoxycarbonyl)propeneCrotonic Acid Methyl Ester

データベース識別子

CAS: 18707-60-3、623-43-8
PubChem CID: 638132
DTXSID: DTXSID10878813
ChEMBL: CHEMBL3273387
UNII: 3T02JIH93S
EC Number: 210-793-7、242-517-6
Nikkaji: J183.087B、J43.555D

物性

構造計算による物性

XLogP: 0.9
極性表面積: 26.3 Å²
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: 2
重原子数: 7
形式電荷: 0
複雑度: 84

実験および物理化学的性質

Physical DescriptionColorless liquid; [Alfa Aesar MSDS]

Kovats Retention Index · 6 件

753；744

755

1095；1103；1121；1121；1103；1119

726；745；753；750.9；765

756；760；761；754.4

1094；1088；1110；1115；1102；1100；1115；1100；1108；1094；1102

物理化学的性質

融点: -42 °C · -42°C
沸点: 118 · 118-120 °C (lit.)
比重(密度): 0.944 g/mL · 0.944 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.423(lit.)
闪点: 40 °F · 40 °F
貯蔵温度: Flammables area
外見: 液体
色: 無色透明
臭い (Odor): 1 %。シャープなグリーンフルーティー · ジプロピレングリコール中1.00%。シャープなグリーンフルーティー
においのタイプ: 緑
水溶解度: 混和しない
Merck: 14 · 14,2597
BRN: 1720292 · 1720292
InChI: InChI=1S/C5H8O2/c1-3-4-5(6)7-2/h3-4H,1-2H3/b4-3+

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H225 (99.4%): Highly Flammable liquid and vapor [Danger Flammable liquids]；H315 (34.1%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (49.4%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H319 (50.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (33.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 170 reports by companies from 8 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.

危険有害性情報

Regulatory Information · 4 件

Chemical: 2-Butenoic acid, methyl ester, (E)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 18-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/25208

Methyl crotonate: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

A moderate skin and mild eye irritant in rabbits; [ToxPlanet: EC: SCCNFP] Human volunteers tested with 6% in petrolatum demonstrated no irritation following 48-hour closed-patch test and sensitization reactions in 2 of 25 subjects; [EC: SCCNFP] Safe when used as a flavoring agent in food; [EFSA] A skin, respiratory tract, and strong eye irritant; [Alfa Aesar MSDS] Search for (623-43-8[EC/RN Number]) AND (allergic OR dermatitis OR sensitizer OR sensitization): no results; [PubMed]

化学と産業

用途と製造

UsesProhibited for use as a fragrance due to sensitizing potential; [EC: SCCNFP]

IFRA Fragrance Standards · 6 件

Methyl crotonate

2-Butenoic acid, methyl ester, (E)-; Methyl trans-2-butenoate

IFRA_STD_162.pdf

IFRA 51st Amendment - Guidance for the use of IFRA Standards

Prohibition: This material should not be used as a fragrance ingredient

General Manufacturing Information2-Butenoic acid, methyl ester, (2E)-: ACTIVE

応用分野 · 2 件

使用Methyl crotonate was used to investigate chemo selectivity in the reaction between methyl crotonate and benzyl amine catalyzed by lipase B from Candida Antarctica using solvent engineering. It was used as starting reagent during the total synthesis of phytotoxins solanapyrones D(1) and E(2).

一般的な説明Methyl crotonate undergoes vinylogous aldol reaction with enolizable aldehydes in the presence of aluminum tris(2,6-di-2-naphthylphenoxide).