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3-戊烯-2-酮

3-戊烯-2-酮用途

用作合成试剂和卷烟香料。Robinson 增环反应。

3-戊烯-2-酮名称

[ CAS 号 ]:
625-33-2

[ 中文名 ]:
3-戊烯-2-酮

[ 英文名 ]:
3-Penten-2-one

[中文别名 ]:

[英文别名 ]:

MFCD00009290
2-Oxo-3-pentene
Methyl propenyl ketone
3-pentane-2-one
3-PENTENE-2-ONE
Pent-3-en-2-one
2-Penten-4-one
3-Penten-2-one
ethylideneacetone
FEMA 3417

3-戊烯-2-酮物理化学性质

[ 密度 ]:
0.8±0.1 g/cm3

[ 沸点 ]:
122.0±0.0 °C at 760 mmHg

[ 分子式 ]:
C₅H₈O

[ 分子量 ]:
84.116

[ 闪点 ]:
21.1±0.0 °C

[ 精确质量 ]:
84.057518

[ PSA ]:
17.07000

[ LogP ]:
0.56

[ 外观性状 ]:
无色液体带有一种辛辣气味

[ 蒸汽压 ]:
14.2±0.2 mmHg at 25°C

[ 折射率 ]:
1.411

[ 储存条件 ]:
2-8°C

[ 稳定性 ]:
Stable. Flammable. Incompatible with strong oxidizing and strong reducing agents, strong acids, strong bases.

[ 水溶解性 ]:
Slightly soluble in Water

3-戊烯-2-酮MSDS

3-戊烯-2-酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SB3850000

CHEMICAL NAME :: 3-Penten-2-one

CAS REGISTRY NUMBER :: 625-33-2

BEILSTEIN REFERENCE NO. :: 1633505

LAST UPDATED :: 199806

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C5-H8-O

MOLECULAR WEIGHT :: 84.13

WISWESSER LINE NOTATION :: 2U1V1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JIHTAB Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 30,63,1948

TYPE OF TEST :: LCLo - Lowest published lethal concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 250 ppm/4H

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JIHTAB Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 31,343,1949

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 500 uL/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JIHTAB Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 30,63,1948

3-戊烯-2-酮安全信息

[ 符号 ]:

GHS02, GHS06

[ 信号词 ]:
Danger

[ 危害声明 ]:
H225-H311-H315-H319-H335

[ 警示性声明 ]:
P210-P261-P280-P305 + P351 + P338-P312

[ 个人防护装备 ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ 危害码 (欧洲) ]:
F;Xn

[ 风险声明 (欧洲) ]:
R10;R20/21;R36/37

[ 安全声明 (欧洲) ]:
S16-S23-S26-S36/37/39

[ 危险品运输编码 ]:
UN 1992

[ WGK德国 ]:
3

[ RTECS号 ]:
SB3850000

[ 包装等级 ]:
II

[ 危险类别 ]:
3

[ 海关编码 ]:
2914190090

3-戊烯-2-酮合成路线

3-戊烯-2-酮制备

1.存在于蔓越桔、欧洲越桔、炒花生、马铃薯片中。由丙酮和乙醛在碱性条件下缩合、脱水，或丙烯在三氯化铝存在下和乙酰氯反应制得。

2. 注意里此反应须在通风橱中进行。
2升三颈烧瓶安装有效的机械搅拌器、气体输入管(几乎伸到瓶底)、带氯化钙干燥管的高效回流冷凝器。在烘箱中使仪器干燥后，瓶中放入800毫升干燥的二氯甲烷和157克(142毫升，2.0摩尔)乙酞氯。搅拌此溶液，在]. ;}分钟内分次加入320克2.4}摩尔)粉状无水三氯化铝。一经加料完成，就向连续搅拌的反应溶液中通入丙烯气流，其速度应保持足以温和回流。继续通入气体直到没有更多的热放出和回流停止(10-30小时)为止。此时瓶内接近充满，当搅拌停止，内容物分成两层。把瓶中的内容物小心地倒在1.5公斤冰上。分出上而的有机层。水层利用3份}0}毫升二氯甲烷萃取。合并有机溶液.，用50毫升水洗涤，无水硫酸镁干燥。把得到的暗棕色溶液放在安装了温度计、磁搅拌子和减压蒸锡装置的国底烧瓶中，用加热套供热。在保持混合物在0℃的情况下，用水泵减压蒸锢。从混合物中蒸出的大部分是二氯甲烷和挥发性烃，当蒸去大部分溶剂后，把冷却在干冰一异丙醇浴中的1升圆底烧瓶接在蒸锡装置后作为接受器，减压到《lmm。用加热套供热使蒸镭瓶中的粘稠液体慢慢地在90分钟内从0℃升到45℃。此时挥发性产物(含二氯甲烷、低分子量烃、4一氯一戊-2酮和3一戊烯一2一酮)就蒸馏出来。得400一500克淡绿色的蒸馏液，与256克(1i摩尔)咬咐相混合，然后加热至沸。为了除去残留的二氯甲烷和其它低沸点物，将混合物进行蒸镭，直到蒸馏液的温度升到110一120℃Q剩下的溶液回流30分钟，然后冷却，用前面蒸出的蒸馏液和200毫升戊烷稀释，所得溶液用几份250毫升10%盐酸水溶液洗涤，直至水洗液呈酸性。合并水溶液，酸化。用3份100毫月戊烷振摇。合并有机溶液，用50毫升饱和碳酸氢钠溶液洗涤，然后用无水硫酸镁干燥。所得有机溶液用30厘米长松针形分馏柱，收集119一124℃馏份，此租产物重42-63
克(25一37%)。纯度为86-92%。如需要更高纯度的产物，可以用60厘米喷丝头柱蒸馏。由于蒸馏时可能伴有a，β一不饱和酮部分异构化成为较低沸点的异β，γ一异构体，分馏所得产物应当使之受到酸催化平衡的处理。典型的精制方法是将从分馏所得的79.4克，沸点为117--119的戊烯一2一酮异构体的混合物用400毫克对甲苯磺酸相混和，并回流30分钟。用100毫升乙醚稀释所得混合物，然后用50毫升饱和碳酸氢钠水溶液洗涤，无水硫酸镁干燥。

3.烟草：FC，40。

3-戊烯-2-酮海关

[ 海关编码 ]: 2914190090

[ 中文概述 ]:
2914190090 其他不含其他含氧基的无环酮。监管条件:无。增值税率:17.0%。退税率:9.0%。最惠国关税:5.5%。普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 丙酮报明包装

[ Summary ]:
2914190090 other acyclic ketones without other oxygen function。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

3-戊烯-2-酮文献

Characterization of Aronia melanocarpa volatiles by headspace-solid-phase microextraction (HS-SPME), simultaneous distillation/extraction (SDE), and gas chromatography-olfactometry (GC-O) methods.

J. Agric. Food Chem. 61(20) , 4728-36, (2013)

The profiles of volatile constituents of berry fruit of two Aronia melanocarpa genotypes were evaluated by headspace-solid-phase microextraction (HS-SPME), simultaneous distillation and extraction (SD...

Conjugate addition of lithiated methyl pyridines to enones.

J. Org. Chem. 75(16) , 5737-9, (2010)

Preparatively useful conjugate addition of lithiated methyl pyridines to cyclic and acyclic enones is reported. Addition of 2-picoline to 3-penten-2-one led to a concise synthesis of the alkaloids (+/...

3-Penten-2-one, a novel aldehyde adduct, is a biomarker for increased acetaldehyde in urine.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 877(8-9) , 784-90, (2009)

Diagnostic profiling of urine for volatile compounds of around 400 patients using headspace solid-phase microextraction (HS-SPME) in alkaline conditions identified 3-penten-2-one (approximately 1 to >...

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