α-乙酰-γ-丁内酯

Α-乙酰-γ-丁内酯
	IUPAC名; 3-acetyloxolan-2-one
英文名	2-Acetylbutyrolactone
别名	2-乙酰-γ-丁内酯
识别
缩写	ABL
CAS号	517-23-7
PubChem	10601
ChemSpider	10156
SMILES	CC(=O)C1CCOC1=O;
InChI	1S/C6H8O3/c1-4(7)5-2-3-9-6(5)8/h5H,2-3H2,1H3;
EINECS	208-235-2
ChEBI	179633
MeSH	2-acetylbutyrolactone
性质
化学式	C6H8O3
摩尔质量	128.13 g·mol−1
外观	无色液体
密度	1.19 g/cm3
沸点	107-108 °C（380-381 K）（7 hPa）
溶解性	可溶于DMF和甲醇
危险性
	GHS危险性符号;
GHS提示词	Warning
H-术语	H315, H319, H335
P-术语	P261, P271, P280, P302+352, P304+340, P305+351+338, P321, P362+364, P403+233, P405, P501
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

ɑ-乙酰-γ-丁内酯（ABL）是γ-丁内酯的衍生物，可用于有机合成，也用于鉴定伯胺。^[2]

制备

ɑ-乙酰-γ-丁内酯可以由乙酸酯和γ-丁内酯在碱溶液中发生缩合反应而成。^[5]

用处

荧光检验

ɑ-乙酰-γ-丁内酯本身的荧光很微弱，但它的衍生物照到紫外线时会发出很强的荧光。^[3]^[6]ɑ-乙酰-γ-丁内酯的羰基会和胺反应生成希夫碱，因此经常用于在有机合成中确认合成出了胺。^[3]ɑ-乙酰-γ-丁内酯也可以和芳香胺发生雅普－克林格曼反应，生成荧光分子。^[6]

药物的前体

ɑ-乙酰-γ-丁内酯是多种如檀香烯（德语：Santalene）^[7]的药物的前体。

参考文献

^ ^1.0 ^1.1 α-Acetylbutyrolactone Safety Data Sheet. SigmaAldrich. January 20, 2020 [March 30, 2022]. （原始内容存档于2022-03-31）.
^ ^2.0 ^2.1 Sabry, Suzy M. Application of 2-acetylbutyrolactone to spectrofluorimetry: Fluorescence properties of Schiff bases derived from 2-acetylbutyrolactone and spectrofluorimetric determination of primary amine-containing compounds. Journal of Pharmaceutical and Biomedical Analysis. 2006, 40 (5): 1057–1067 [2022-06-12]. PMID 16256289. doi:10.1016/j.jpba.2005.08.036. （原始内容存档于2018-06-27）（英语）.
^ ^3.0 ^3.1 ^3.2 Sabry, S M. Application of 2-acetylbutyrolactone to spectrofluorimetry: Fluorescence properties of Schiff bases derived from 2-acetylbutyrolactone and spectrofluorimetric determination of primary amine-containing compounds. Journal of Pharmaceutical and Biomedical Analysis. 2006, 40 (5): 1057–1067. PMID 16256289. doi:10.1016/j.jpba.2005.08.036.
^ 2-Acetylbutyrolactone. pubchem.ncbi.nlm.nih.gov. [31 March 2022]. （原始内容存档于2022-08-29）（英语）.
^ Koehler, Guenther. Method for Preparing 2-Acetyl-y-Butyrolactone. United States Patent. August 4, 1998 [March 30, 2022]. （原始内容存档于2022-03-31）.
^ ^6.0 ^6.1 Sabry, S M. Enhanced Spectrophotometry of Sulfonamides with Novel 2‐Acetylbutyrolactone Derivatives. Analytical Letters. 2006, 39 (13): 2591–2615. S2CID 93950011. doi:10.1080/00032710600824748.
^ Unnikrishnan, P,A. Syntheses of epi-β-Santalene, β-Santalene and an Isomer of β-Santalene with 4-Methyl-4-pentenyl Side Chain. Synthetic Communications. 1992, 22 (22): 3159–3168. doi:10.1080/00397919208021129.

[MSDS-1] 1.0 ^1.1 α-Acetylbutyrolactone Safety Data Sheet. SigmaAldrich. January 20, 2020 [March 30, 2022]. （原始内容存档于2022-03-31）.

[Sabry-2] 2.0 ^2.1 Sabry, Suzy M. Application of 2-acetylbutyrolactone to spectrofluorimetry: Fluorescence properties of Schiff bases derived from 2-acetylbutyrolactone and spectrofluorimetric determination of primary amine-containing compounds. Journal of Pharmaceutical and Biomedical Analysis. 2006, 40 (5): 1057–1067 [2022-06-12]. PMID 16256289. doi:10.1016/j.jpba.2005.08.036. （原始内容存档于2018-06-27）（英语）.

[:1-3] 3.0 ^3.1 ^3.2 Sabry, S M. Application of 2-acetylbutyrolactone to spectrofluorimetry: Fluorescence properties of Schiff bases derived from 2-acetylbutyrolactone and spectrofluorimetric determination of primary amine-containing compounds. Journal of Pharmaceutical and Biomedical Analysis. 2006, 40 (5): 1057–1067. PMID 16256289. doi:10.1016/j.jpba.2005.08.036.

[4] 2-Acetylbutyrolactone. pubchem.ncbi.nlm.nih.gov. [31 March 2022]. （原始内容存档于2022-08-29）（英语）.

[Koehler-5] Koehler, Guenther. Method for Preparing 2-Acetyl-y-Butyrolactone. United States Patent. August 4, 1998 [March 30, 2022]. （原始内容存档于2022-03-31）.

[:8-6] 6.0 ^6.1 Sabry, S M. Enhanced Spectrophotometry of Sulfonamides with Novel 2‐Acetylbutyrolactone Derivatives. Analytical Letters. 2006, 39 (13): 2591–2615. S2CID 93950011. doi:10.1080/00032710600824748.

[:5-7] Unnikrishnan, P,A. Syntheses of epi-β-Santalene, β-Santalene and an Isomer of β-Santalene with 4-Methyl-4-pentenyl Side Chain. Synthetic Communications. 1992, 22 (22): 3159–3168. doi:10.1080/00397919208021129.

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