tert-Butyl chloroacetate (HCID 66052)

名称と識別子

優先名称: tert-Butyl chloroacetate
IUPAC: tert-butyl 2-chloroacetate
現地名: クロロ酢酸 tert-ブチル
英語名: tert-Butyl chloroacetate
分子式: C6H11ClO2
分子量: 150.6

名称と別名

tert-Butyl chloroacetate107-59-5Chloroacetic acid tert-butyl estert-Butyl chloroacetateAcetic acid, chloro-, 1,1-dimethylethyl esterAcetic acid, chloro-, tert-butyl esterEINECS 203-506-1NSC 87891AI3-39154NSC-8789105TMW982982-Chloroacetic acid 1,1-dimethylethyl ester

名称をさらに表示

クロロ酢酸 tert-ブチルtert-ブチルクロロアセタートクロロ酢酸1,1-ジメチルエチルクロロ酢酸tert-ブチルクロロ酢酸tブチルクロロ酢酸TERT-ブチル塩化物クロロ酢酸TERT‐ブチルクロロ酢酸T-ブチル(2S)-N-[(1R)-1-{[(1S)-1-{[(2S)-6-アミノ-1-[(2S)-2-{[(1S)-1-カルバモイル-2-メチルプロピル]カルバモイル}ピロリジン-1-イル]-1-オキソヘキサン-2-イル]カルバモイル}-2-フェニルエチル]カルバモイル}-2-(1H-インドール-3-イル)エチル]-2-[(2R)-2-{[(2S)-1-[(2S)-2-アミノ-4-(メチルスルファニル)ブタノイル]ピロリジン-2-イル]ホルムアミド}-3-フェニルプロパンアミド]-5-カルバムイミドアミドペンタンアミドL-Met-L-Pro-D-Phe-L-Arg-D-Trp-L-Phe-L-Lys-L-Pro-L-Val-NH2153N-6ClCH2C(O)OC(CH3)3tert-ButylChlorate(10E)-3-O-De(αtert-Butyl chloroaceTERT-BUTYL CHLORACETATE3-Formyl Tyrosol αreft-Butyl chloroacetate

TERT-BUTYL CHLOROACETATE [MI]Acetic acid, 2-chloro-, 1,1-dimethylethyl esterRefChem:894636Acetic acid, chloro-, tert-butyl ester (8CI)203-506-1tert-butyl 2-chloroacetateMFCD000009301,1-Dimethylethyl chloroacetate

データベース識別子

CAS: 107-59-5
PubChem CID: 66052
DTXSID: DTXSID7059351
UNII: 05TMW98298
EC Number: 203-506-1
Nikkaji: J5.060A

物性

構造計算による物性

XLogP: 1.7
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: 3
重原子数: 9
形式電荷: 0
複雑度: 104

実験および物理化学的性質

Kovats Retention Index · 2 件

891

1280

物理化学的性質

沸点: 48 · 48-49 °C/11 mmHg (lit.)
比重(密度): 1.053 g/mL · 1.053 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.423(lit.)
闪点: 116 °F · 116 °F
貯蔵温度: Flammables area
外見: 液体
比重: 1.053 · 1.053
色: 無色透明～黄色
水溶解度: 0.1 g/L · <0.1 g/L (20 °C)
Merck: 14 · 14,1563
BRN: 1753006 · 1753006
InChI: 1S/C6H11ClO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3
InChIKey: KUYMVWXKHQSIAS-UHFFFAOYSA-N
SMILES: CC(C)(C)OC(=O)CCl
LogP: 2.07 · 2.07
CAS データベース: 107 · 107-59-5(CAS DataBase Reference)
NISTの化学物質情報: 1 · Acetic acid, chloro-, 1,1-dimethylethyl ester(107-59-5)
EPAの化学物質情報: 1 · Acetic acid, chloro-, 1,1-dimethylethyl ester (107-59-5)

化学的性質

化学的特性clear colorless to yellow liquid. Hydrolysis generates tert-butanol and chloroacetic acid.

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H302+H312 (13.1%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]；H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H314 (48.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H315 (51.2%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (28.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (51.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H331 (97.6%): Toxic if inhaled [Danger Acute toxicity, inhalation]；H400 (34.5%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]；H410 (34.5%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 84 reports by companies from 9 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 InformationStatus: Active Update: 23-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20774

Hazard Classes and CategoriesFlam. Liq. 3 (100%)；Acute Tox. 4 (100%)；Acute Tox. 4 (100%)；Skin Corr. 1B (48.8%)；Skin Irrit. 2 (51.2%)；Skin Sens. 1 (28.6%)；Eye Irrit. 2 (51.2%)；Acute Tox. 3 (97.6%)；Aquatic Acute 1 (34.5%)；Aquatic Chronic 1 (34.5%)

法規制情報

Regulatory InformationStatus: Active Update: 23-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20774

安全データ

F: 19-21
wgk: 3
tsca: TSCA listed
rtecs: AF8985500
ridadr: UN 2920 8/PG 2
毒性: rat,LC50,inhalation,4738mg/m3/4H (4738mg/m3),SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTIONLUNGS, THORAX, OR RESPIRATION: DYSPNEABEHAVIORAL: TREMOR,International Journal of Toxicology. Vol. 19, Pg. 333, 2000.
hs_code: 29154000
risk_code: 20/21/22-34-50/53-36/37/38-10
化審法: (2)-1149
消防法: 危-4-2-III
hazard_code: C,N,Xn,Xi,F
safety_code: 26-36/37/39-45-61-60-16-7/9
hazard_class: 3
packing_group: III
Hazard Classifications: Acute Tox. 3 InhalationAcute Tox. 4 DermalAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2

化学と産業

用途と製造

General Manufacturing InformationAcetic acid, 2-chloro-, 1,1-dimethylethyl ester: ACTIVE

応用分野

用途有機合成原料。

使用tert-Butyl chloroacetate is used in the synthesis of imidazol-1-yl-acetic acid hydrochloride, cis-disubstituted aziridine ester via aza-Darzens reaction and 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore.

調製方法 · 2 件

製造方法tert-Butyl chloroacetate synthesis: The tert-butanol was added to the mixture of chloroacetyl chloride and N,N-dimethylaniline, and the temperature was kept below 30°C. The reactant was poured into water, washed and dried, and then fractionated under reduced pressure. The fractions at 48-49°C (1.46kPa) were collected to obtain tert-butyl chloroacetate with a yield of 63%.

純化方法Check the NMR spectrum; if satisfactory then distil in a vacuum; if not then dissolve in Et2O, wash with H2O, 10% H2SO4 until the acid extract does not become cloudy when made alkaline with NaOH. Wash the organic layer again with H2O, then saturated aqueous NaHCO3, dry over Na2SO4, evaporate and fractionate it through a carborundum-packed column or a 6-inch Widmer column (p 11, see tert-butyl ethyl malonate for precautions to avoid decomposition during disillation). [Johnson et al. J Am Chem Soc 75 4995 1953, Baker Org Synth Coll Vol III 144 1944, Beilstein 2 III 444.]