乙酸甲酯

一种无色透明液体

乙酸甲酯

乙酸甲酯(Methyl acetate),又叫醋酸甲酯,是一种无色透明、有芳香气味的液体,分子式为CH3COOCH3。乙酸甲酯是一种非极性(亲脂性)至弱极性(亲水性)非质子溶剂,易挥发、易燃烧,微溶于水(20℃时在水中溶解度为24.4g/100mL),在水中的溶解度度随温度升高而增大,能与乙醇、乙醚等混溶。其蒸气与空气可形成爆炸性混合物。乙酸甲酯存在于葡萄、香蕉等多种水果中,在咖啡和朗姆醚中也被检出,可用于硝酸纤维、醋酸纤维素等的溶剂,并应用于制喷漆、人造革及调制果香型食品香精等多个领域。[0][3][4][5][6]乙酸甲酯是无色透明、有芳香气味的液体,密度为0.9342g/cm3,熔点为-98.7℃,沸点为56.7℃,易挥发、易燃烧,微溶于水(20℃时在水中溶解度为24.4g/100mL),能与乙醇、乙醚等多数有机溶剂混溶。其蒸气可与空气形成爆炸性混合物(爆炸上限:16%,爆炸下限:3.1%)。[0][3]

乙酸甲zhǐMethyl acetate),又叫醋酸甲酯,是一种无色透明、有芳香气味的液体,分子式为CH3COOCH3。乙酸甲酯是一种非极性亲脂性)至弱极性(亲水性)非质子溶剂,易挥发、易燃烧,微溶于水(20℃时在水中溶解度为24.4g/100mL),在水中的溶解度度随温度升高而增大,能与乙醇乙醚混溶。其蒸气与空气可形成爆炸性混合物。乙酸甲酯存在于葡萄、香蕉等多种水果中,在咖啡和朗姆醚中也被检出,可用于硝酸纤维、醋酸纤维素等的溶剂,并应用于制喷漆、人造革及调制果香型食品香精等多个领域。[1][4][5][6][7]

物理性质

乙酸甲酯是无色透明、有芳香气味的液体,密度为0.9342g/cm3,熔点为-98.7℃,沸点为56.7℃,易挥发、易燃烧,微溶于水(20℃时在水中溶解度为24.4g/100mL),能与乙醇乙醚等多数有机溶剂混溶。其蒸气可与空气形成爆炸性混合物(爆炸上限:16%,爆炸下限:3.1%)。[1][4]

化学性质

乙酸甲酯容易水解,在常温下与水长时间接触也会水解生成乙酸而呈酸性。[8]

CH3COOCH3 + H2OCH3COOH + CH3OH

高温加热时分解成乙醛和甲醛,进一步可分解为甲烷一氧化碳和氢。[8]

CH3COOCH3HCHO + CH3CHOCH4 + 2CO + H2(高温条件下)

用铜、银、等金属或其氧化物催化剂与空气一同加热时,分解成甲醛与乙酸[8]

2CH3COOCH3 + O22HCHO + 2CH3COOH

此外,乙酸甲酯经紫外线照射分解成甲醇丙酮、联乙酰、乙烷、甲wán、氢、一氧化碳和二氧化碳等。在光作用下与氯反应,生成氯代乙酸甲酯。在甲醇钠存在下,乙酸甲酯于57~80℃自行缩合生成乙酰乙酸甲酯[8]

制备方法

乙酸及甲醇等为原料,在硫酸作用下经硫酸直接酯化反应生成乙酸甲酯粗品,在经过精制后获得乙酸甲酯。[9]

精制方法:由于乙酸甲酯容易水解,主要的杂质是游离的乙酸和甲醇。甲醇的存在可从其在水中的溶解度看出。常温下乙酸甲酯在水中溶解24%。若有1%甲醇存在时则可与水混溶。精制时,在1000mL乙酸甲酯中加入85mL乙酸酐,回流6小时后分馏。酸性杂质可用无水碳酸钾一起振摇,再蒸馏除去。甲醇也可用乙xiān氯处理除去。高纯度的乙酸甲酯可用浓食盐水洗涤,氧化钙硫酸镁干燥后蒸馏精制。[8]

CH3OH+CH3COOHCH3COOCH3+H2O(H2SO4条件下)

应用领域

用于制造香料,可作朗姆酒白兰地、威士忌的调味剂;提升水果口味。[1]

硝化纤维素乙酸纤维累、蜜胺树脂,酚醛树脂的快干溶剂,还用作油脂及植物成分萃取剂及调制果香型食品香精等。[9]

可作为胶棒、闪光胶、织物胶、工艺胶、喷胶、模板喷胶和其他主要用于工艺用途的粘合剂,也可用在建筑材料方面。[1]

是制备醋酐乙酰胺醋酸乙烯酯丙烯酸甲酯肉桂酸甲酯苯丙酮等化学物质的化学合成中间体。[10]

GHS分类

象形图[1]
GHS危险说明[1]H225:高度易燃液体和蒸气 [危险易燃液体]
H319:造成严重眼刺激 [警告严重眼损伤/眼刺激]
H336:可能引起困倦或头晕 [警告特定目标器官毒性,单次接触;麻醉作用]
防范说明代码[1]P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P319, P337+P317, P370+P378, P403+ P233、P403+P235、P405 和 P501

危险特性

乙酸甲酯易燃,其蒸气与空气可形成爆炸性混合物,遇明火、高热能引起燃烧爆炸;与氧化剂接触猛烈反应;其蒸气比空气重,能在较低处扩散到相当远的地方,遇火源会着火回燃。[11]

毒理学资料

急性毒性:

大鼠经口半数致死量(LD50):5450mg/kg;兔经口半数致死量(LD50):3700mg/kg。[12]

健康危害

乙酸甲酯具有麻醉和刺激作用。人接触较高浓度的本品,可引起眼睛、鼻、咽喉和呼吸道刺激症状;重复或长时间接触,出现进行性的麻醉作用;停止接触后恢复较慢,有时可造成角膜混浊。对皮肤可引起皮炎湿疹;接触本晶蒸气引起眼灼痛、流泪、进行性呼吸困难、头痛、头晕、心、忧郁、中枢神经抑制。由其分解产生的甲醇可引起视力减退、视野缩小和视神经萎缩等;高浓度可发生麻醉作用及肝、肾充血;持续大量吸入,则可发生急性肺水肿;慢性影响可有继发性贫血,白细胞增多,内脏浊肿和脂肪性变。[11]

应急处理

当发生火灾时,使用抗溶性泡沫、泡沫、粉末、二氧化碳、细水雾灭火。[2]

发生泄露时,迅速撤离泄漏污染区人员至安全区,并进行隔离,严格限制出入。切断火源。建议应急处理人员戴自给正压式呼吸器,穿消防防护服,尽可能切断泄漏源,防止进入下水道、排洪沟等限制性空间。小量泄漏:用沙土或其他不燃材料吸附/吸收,也可以用大量水冲洗,洗水稀释后排入废水系统。大量泄漏:构筑围堤或挖坑收容;用泡沫覆盖,降低蒸气灾害;用防爆泵转移至槽车或专用收集器内,回收或运至废物处理场所处置。[13]

储存和运输

储存时用玻璃瓶或金属桶盛装。置阴凉处、密封保存。与强氧化剂强酸强碱分开存放。[2][14]

乙酸甲酯属于一级易燃液体。危规号:61108。运输时,容器上须标有“易燃液体”标记。[14]

急救措施

皮肤接触:用水冲洗。[3]

眼睛接触:用水冲洗。[3]

吸入蒸气:将受害人移至空气新鲜处,必要时进行人工呼吸,并及时就医。[3]

食入:用水漱口,饮足量温水,催吐,并及时就医。[3]

参考资料 14

  1. Methyl acetate — PubChem
  2. 乙酸甲酯 — 国际化学品安全卡
  3. http://www.wenhuakxjyty.cn/n/dsrqw/book/base/13781864/21c2bd17b60544a5bc32cb6fa67ff4ce/fae7837b25d2ccb15c80f14af84c99ce.shtml?dm=-2112827123&dxid=000008339549&tp=dsrquanwen&uf=1&userid=816&bt=qw&firstdrs=https%253A%252F%252Fbook-duxiu-com.webvpn.scuec.edu.cn%252FbookDetail.jsp%253FdxNumber%253D000008339549%2526d%253DD89D297209FB2AC8916825BDF5789704&pagetype=6&sKey=%E4%B9%99%E9%85%B8%E7%94%B2%E9%85%AF&sch=%E4%B9%99%E9%85%B8%E7%94%B2%E9%85%AF&searchtype=qw&template=dsrquanwen&zjid=000008339549_308
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  7. Methyl acetate — CHEMEUROPE.COM
  8. http://www.junshilei.cn/n/dsrqw/book/base/10127355/d1d30317c6ac4470a3a0dd29d2d91802/bfd498dc12f6fb85edab1bb1bb3deb76.shtml?dm=-339430255&dxid=000000447005&tp=dsrquanwen&uf=1&userid=816&bt=qw&firstdrs=https%253A%252F%252Fbook.duxiu.com%252FbookDetail.jsp%253FdxNumber%253D000000447005%2526d%253DE419BD06E0C14C7BF25D63256DD71383&pagetype=6&sKey=%E4%B9%99%E9%85%B8%E7%94%B2%E9%85%AF&sch=%E4%BA%8C%E4%B9%99%E9%85%B8%E7%94%B2%E9%85%AF&searchtype=qw&template=dsrquanwen&zjid=000000447005_380
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