tert-butyl acetate

• ChemBase编号: 103086
• 分子式: C6H12O2
• 平均质量: 116.15828
• 单一同位素质量: 116.08372962
• SMILES: CC(=O)OC(C)(C)C
• Canonical SMILES: CC(=O)OC(C)(C)C
• InChI: InChI=1S/C6H12O2/c1-5(7)8-6(2,3)4/h1-4H3
• InChIKey: WMOVHXAZOJBABW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tert-butyl acetate
• IUPAC传统名: tert-butyl acetate
• 别名: 乙酸叔丁酯; tert-BUTYL ACETATE; Acetic acid tert-butyl ester; t-BUTYLACETATE; acetic acid tert-butyl estert-butyl acetate; TBAc; tert-Butyl acetate

登记号

• CAS号: 540-88-5
• EC号: 208-760-7
• MDL号: MFCD00008807
• Beilstein号: 1699506
• 默克索引号: 141537
• PubChem SID: 24892097; 162091214; 24869333
• PubChem CID: 10908
• Chemspider ID: 10446
• 维基百科标题: Tert-Butyl_acetate

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.97650796
• LogD (pH = 7.4): 0.97650796
• Log P: 0.97650796
• 摩尔折射率: 31.2184 cm^3
• 极化性: 12.552849 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 0.8 wt% at 22 °C in water
• 外观: Colourless liquid with fruity odour
• 熔点: -62°C
• 沸点: 94-96°C; 97-98 °C(lit.); 97–98 °C (370–371 K, 207–208 °F); 98 °C (208 °F); 98°C
• 闪点: 16 °C; 4°C(39°F); 60.8 °F
• 密度: 0.863; 0.866 g/cm^3, liquid; 0.866 g/mL at 20 °C(lit.); 0.867 at 20 °C (water = 1); 0.867 g/ml
• 折射率: 1.3865; n20/D 1.386(lit.); n20/D 1.387
• 蒸汽密度: 4.0 (air = 1)

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: AF7400000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N)
• 联合国危险货物编号: 1123; 3082; UN1123
• 德国WGK号: 1
• 联合国危险货物等级: 3; 9
• 联合国危险货物包装类别(PG): 2; II; III
• 澳大利亚Hazchem: 2X
• 危险公开号: 11-66; R:11-58-66; R:58-11-66
• 安全公开号: 16-23-25-29-33; S:16-23-25-29-33-61
• 欧盟危险识别号(EUHIN): 10
• 美国ERG指导号: 171
• TSCA收录: 是
• GHS危险品标识: GHS02
• GHS警示词: Danger
• 主要危害: Flammable
• GHS危险声明: H225
• GHS警示性声明: P210; P210-P241-P280-P303+P361+P353-P403+P235-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1123 3/PG 2
• 欧盟补充危害声明: Repeated exposure may cause skin dryness or cracking.

产品相关信息

• 纯度: ≥99%; ≥99.0% (GC); 99%
• 级别: purum
• 线性分子式: CH3COOC(CH3)3

详细说明

MP Biomedicals - 02150536

Reagent to convert N-protected amino acids into t-butyl esters that are resistant to ammonolysis, hydrolysis, and hydrogenolysis.

MP Biomedicals - 05211677

MP Biomedicals Rare Chemical collection

Sigma Aldrich - B88209

包装
5, 100, 500 mL in glass bottle

Sigma Aldrich - 45880

Other Notes
用于合成叔丁酯的试剂1,2

参考文献

• Amino acids can be protected as their t-butyl esters, without prior N-protection, in the presence of perchloric acid in 1,4-dioxane: Liebigs Ann. Chem., 646, 134 (1961); or tosic acid and excess sulfuric acid: Org. Prep. Proced. Int., 18, 13 (1986). See Appendix 6. Mild transesterification of, e.g. methyl esters to the t-butyl analogues in the presence of catalytic KO-t-Bu has been reported: J. Org. Chem., 62, 8240 (1997).
• For lithiation with LDA and addition to acetone in quantitative yield, see: J. Am. Chem. Soc., 95, 3050 (1973). Coupling of the lithio-derivative with esters gives high yields of t-butyl 3-oxoalkanoates: Synthesis, 45 (1985).