Acrylonitrile 丙烯腈

CAS 107-13-1 MFCD00001927

化学结构图

107-13-1
SMILES: C=CC#N

化学属性

Mol. FormulaCH2=CHCN
Mol. Weight53.06
Refractive indexn20/D 1.391(lit.)
Boiling Point77 °C(lit.)
Melting Point-83 °C(lit.)
Density1.0
Flash Point-5 ºC
TSCAYes
Autoignition Point897 °F
Vapor Density1.83 (vs air)
Vapor Pressure86 mmHg ( 20 °C)
Solubility微溶于水,易溶于多数有机溶剂。
Stability对光线敏感

别名和识别编码

Chemical NameAcrylonitrile
CAS Number107-13-1
Synonym {uni_hamburg} 丙烯腈 2-丙烯腈 乙烯基氰 氰(代)乙烯 Acritet VCN 丙烯腈(剧毒不能订购) Propenenitrile Carbacryl 丙烯腈(剧毒) Cyanoethylene Acrylsäurenitril Akrylonitryl Acrylonitrile Fumigrain Miller's fumigrain 丙烯睛(AN) prop-2-enenitrile acrylonitrile(dot) Vinylkyanid CYANOETHYLENE acrylnitril(german,dutch) Vinyl Cy Acrylsäure-nitril Vinylcyanide Acrylsαurenitril Vinylcyanid 丙烯腈, 99+%, 大约40PPM的4-甲氧基苯酚作稳定剂 PROPENITRILE acrylonitrilemonomer cyanoethylene Propenitrile 2-Propenenitrile; Cyanoethylene acrylnitrile propenenitrile ACRYLIC ACID NITRILE Acrylonitrile monomer Cyanoethene Akrylonitril {Che ai3-00054 2-Propenenitrile Acrylonitrile, inhibited 2-propenenitrile 丙烯腈;氰乙烯;氰代乙烯;乙烯基氰;氰(基)乙烯 TL 314 VINYL CYANIDE 氰(基)乙烯 谷粒熏蒸剂 vinyl cyanide 乙烯基腈 Ventox 2-Propennitril NSC 6362 Acrylnitril ENT 54 Nitrile acrilico C3H3N (acrylonitrile) acrylonitrile,inhibited ACRYLONITRILE 丙烯氰 051-01 [3,6] Acrylon 氰乙烯 Cianuro di vinile Vinyl cyanide Cyanure de vinyle Miller's fumigrain {hazard
EC Number203-466-5
Beilstein Registry Number605310
MDL NumberMFCD00001927
PubChem Substance ID7855
Merck Number14,131
Chemical Name Translation丙烯腈
Wiswesser Line NotationNC1U1
LabNetwork Molecule IDLN00198150
InChIInChI=1S/C3H3N/c1-2-3-4/h2H,1H2
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分类

  • Acrylic Monomers, Acrylonitrile, Materials Science, Monomers, Polymer Science
  • {Chemicalbook} 农药中间体: 杀菌剂中间体: 氨基甲酸酯类杀菌剂
  • {SNA} Acrylic Monomers, Acrylonitrile, Monomers, Polymer Science, 材料科学
  • {SNA} Alphabetical Index of Analytical Standards, A, A-B, AA to AL, Alpha Sort, Analytical Standards, Analytical/Chromatography, Chromatography, Environmental Standards, Volatiles/ Semivolatiles
  • {uni_hamburg} no charge; 1fragment

产品应用

  • 校准仪器和装置;评价方法;工作标准;质量保证/质量控制;其他。

相关文献及参考

  • Merck:14,131
  • Short: II/14a
  • Merck 14 ,131
  • Merck:14,131 Beilstein: 2,IV,1473
  • The Stetter reaction (conjugate addition of aryl aldehydes) catalyzed by CN-, is exemplified by the addition of pyridine-3-carboxaldehyde to acrylonitrile to give 4-oxo-4-(3-pyridyl)butyronitrile: Org. Synth. Coll., 6, 866 (1988). See also 3-Benzyl-5-(2-hydroxyethyl)-4-methyl­thiazolium chloride, L08750.
  • The reaction is also applicable to acrylate esters and vinyl ketones; with acrylonitrile and phenoxyacetic acid, tetrahydrobenzopyran-4-carbonitrile is obtained in 41% yield.
  • Free radical alkylation, acylation and arylation reactions also occur in the presence of t-butyl hydroperoxide and a Cu(II) catalyst: J. Chem. Soc., Chem. Commun., 1399 (1995). Several other free radical procedures have been reported involving intramolecular homolytic aromatic substitution to give carbocyclic and heterocyclic systems: Tetrahedron Lett., 36, 4307 (1995):

安全信息

GHS Symbol
WGK Germany3
Hazard Codes F;T;N F,T,N
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H311 Toxic in contact with skin 皮肤接触中毒
  • H301 Toxic if swallowed 吞食有毒
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H350 May cause cancer 可能致癌
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
  • H318 Causes serious eye damage 严重伤害眼睛
  • H331 Toxic if inhaled 吸入中毒
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H301+H311+H331
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSAT5250000
Precautionary statements
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P301+P310
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P301+P310+P330
  • P308+P313
  • P305+P351+P338+P310
  • P403+P233
Signal word Danger
UN Number UN1093 1093 UN 1093 3/PG 1
Risk Statements
  • R11 Highly flammable 非常易燃
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入,皮肤接触及吞食都有毒
  • R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
  • R45 May cause cancer 可能致癌
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
  • R62 Possible risk of impaired fertility 有削弱生殖能力的危险
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
  • R51/53
  • R39/23/24/25 Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed 毒性:吸入,皮肤接触和吞食都会产生十分严重的不可逆危险
Safety Statements
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
Storage condition 本品属易燃、易爆、剧毒品。运输和贮存均应隔绝热源及火源,贮存于干燥、通风、低温的仓库中。 Light Sensitive 储存温度2-8℃ 2-8°C
Packing GroupI
Hazard Class3
Restrict 剧毒
Warnings 危化品目录(2015)
TYPE OF TEST            : TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 5 ppm/52W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Skin and Appendages - tumors
REFERENCE :
   MELAAD Medicina del Lavoro.  Industrial Medicine.  (Via S. Barnaba, 8, 20122
   Milan, Italy) V.16-    1925-  Volume(issue)/page/year: 68,401,1977

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 18200 mg/kg/52W-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Brain and Coverings - tumors
REFERENCE :
   FCTOD7 Food and Chemical Toxicology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.20-    1982- Volume(issue)/page/year:
   24,129,1986

TYPE OF TEST            : TC - Toxic concentration (other than lowest)
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 40 ppm/4H/52W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Brain and Coverings - tumors
REFERENCE :
   ANYAA9 Annals of the New York Academy of Sciences.  (New York Academy of
   Sciences, 2 E. 63rd St., New York, NY 10021)  V.1-    1877-
   Volume(issue)/page/year: 381,216,1982

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3640 mg/kg/52W-C
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Sense Organs and Special Senses (Ear) - effect, not otherwise specified
   Gastrointestinal - tumors
REFERENCE :
   DOWCC* Dow Chemical Company Reports.  (Dow Chemical USA, Health and
   Environment Research, Toxicology Research Lab., Midland, MI 48640)
   Volu

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 25 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - effect, not otherwise specified
   Behavioral - changes in motor activity (specific assay)
   Gastrointestinal - hypermotility, diarrhea
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   7,367,1965

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 110 ppm/4H
TOXIC EFFECTS :
   Peripheral Nerve and Sensation - flaccid paralysis without anesthesia
   (usually neuromuscular blockage)
   Behavioral - convulsions or effect on seizure threshold
   Behavioral - coma
REFERENCE :
   JIHTAB Journal of Industrial Hygiene and Toxicology.  (Cambridge, MA)
   V.18-31, 1936-49.  For publisher information, see AEHLAU.
   Volume(issue)/page/year: 24,27,1942

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 425 ppm/4H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   29,81,1974

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 69 mg/kg
TOXIC EFFECTS :
   Peripheral Nerve and Sensation - flaccid paralysis with appropriate
   anesth

TYPE OF TEST            : LD50 - Lethal dose, 50 perce

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 46500 ug/kg
REFERENCE :
   CBINA8 Chemico-Biological Interactions.  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1969-  Volume(issue)/page/year:
   47,363,1983

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 25 mg/L
REFERENCE :
   PMRSDJ Progress in Mutation Research.  (Elsevier Science Pub. Co., Inc., 52
   Vanderbilt Ave., New York, NY 10017)  V.1-    1981- Volume(issue)/page/year:
   5,497,1985

TYPE OF TEST            : Sex chromosome loss and nondisjunction
ROUTE OF EXPOSURE       : Inhalation
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 3 ppm
REFERENCE :
   MUREAV Mutation

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - hamster Embryo
DOSE/DURATION           : 200 mg/L
REFERENCE :
   JJIND8 JNCI, Journal of the National Cancer Institute.  (Washington, DC)
   V.61-79, 1978-87. For publisher information, see JNCIEQ.
   Volume(issue)/page/year: 62,1025,1979

TYPE OF TEST            : Unscheduled DNA synthesis
TEST SYSTEM             : Rodent - rat Liver
DOSE/DURATION           : 1 mmol/L
REFERENCE :
   PMRSDJ Progress in Mutation Research.  (Elsevier Science Pub. Co., Inc., 52
   Vanderbilt Ave., New York, NY 10017)  V.1-    1981- Volume(issue)/page/year:
   5,371,1985

TYPE OF TEST            : DNA adduct
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 46500 ug/kg
REFERENCE :
   CBINA8 Chemico-Biological Interactions.  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1969-  Volume(issue)/page/year:
   47,363,1983

{hazard_com}

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 650 mg/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
   Reproductive - Specific Developmental Abnormalities - cardiovascular
   (circulatory) system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 17,50A,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 650 mg/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - female fertility index (e.g. # females pregnant
   per # sperm positive females; # females pregnant per # females mated)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   DOWCC* Dow Chemical Company Reports.  (Dow Chemical USA, Health and
   Environment Research, Toxicology Research Lab., Midland, MI

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 644 mg/kg
SEX/DURATION            : male 2 week(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   TOXID9 Toxicologist.  (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway,
   Akron, OH 44311) V.1-    1981-  Volume(issue)/page/year: 14,87,1994

其他信息

  • 下游产品:J型改性丙烯酸树脂乳液 --> 毒死蜱乳油 --> 橡胶浆 202BA --> 1,4-双(3-氨基丙基)哌嗪 --> 粘合剂 BA --> 硫代二丙酸双十二烷酯 --> 丁腈胶NBR --> N-羟甲基丙烯酰胺 --> 涂料印花粘合剂 --> N,N-二氰乙基苯胺 --> 2-氯-2-三氯乙基-
  • 粮食熏蒸剂:1941~1942年由德国Degesch Gesellsch公司推荐丙烯腈用作粮食熏蒸剂。 毒性: 丙烯腈对人剧毒,毒性与氢氰酸相当。丙烯腈对昆虫的毒性很强,在防治多种贮粮害虫的主要熏蒸剂中,其毒性最强。 丙烯腈单独使用或者同四氯化碳混合使用,对多种蔬菜、谷物和花卉种子的发芽没有什么影响,但对玉米种子有一定的伤害。丙烯腈和四氯化碳合剂可用于防治贮藏谷物中的绝大部分害虫。试验证明,丙烯腈和四氯化碳按体积1比1的比例配成混剂,可以用于防治贮藏马铃薯的马铃薯块茎蛾而不会损伤块茎。 使用方法: 因为丙烯腈和四氯化碳都是高沸点,常压熏蒸时,为了迅速蒸发,有人制备了一种简单的方法,用棉绳蕊穿过浅铁盘底。熏蒸开始时将液体熏蒸剂注入盘中,然后用风扇向棉蕊子吹风,直到蒸发完毕。
  • 刺激数据:眼睛- 兔子 100 毫克 中度; 皮肤- 兔子 50 毫克 重度
  • 方法一:其制备方法主要用丙烯氨氧化法,以丙烯、氨气和空气中的氧气为原料,在催化剂存在下进行反应,催化剂主要是含磷、钼、铋系的化合物,丙烯、氨和空气的摩尔比为1∶(1~1.2)∶(1.8~2.3),反应温度为400~500℃,反应压力为常压,反应器为流化床。反应方程式:CH 2 =CH 2 —CH 3 +NH 3 +3/2O 2 →CH 2 =CH—CN+3H 2 O 该反应丙烯腈的单程收率60%~75%。
  • {Chemicalbook
  • 毒性分级:高毒
  • 易燃,发烟、有毒。有氧或露光下能自行聚合,与一定空气混合能引起爆炸。能溶于一般有机溶剂,微溶于水。有浓碱存在时能剧烈聚合。20℃时,7.35份溶于100份水或3.1份水溶于100份丙烯腈。能与大多数有机溶剂混溶。易燃,25℃时能与空气形成爆炸性混合物,爆炸极限3.05%-17.0%。中等毒,半数致死量(大鼠,经口)93mg/kg。
  • F:8
  • 爆炸物危险特性:与
  • 方法二:1.氰乙醇法 环氧乙烷和氢氰酸在水和三甲胺的存在下反应得氰乙醇,然后以碳酸镁为催化剂,于200-280℃脱水制得丙烯腈,收率约75%。此法生产的丙烯腈纯度较高,但氢氰酸毒性大,成本也较高。2.乙炔法 乙炔和氢氰酸在氯化亚铜-氯化钾-氯化钠稀盐酸溶液的催化作用下在80-90℃反应得丙烯腈此法生产过程简单,收率良好,以氢氰酸计可达97%。但副反应多,产物精制较难,毒性也大,且原料乙炔价格高于丙烯,在技术和经济上落后于丙烯氨氧化法。1960年以前,该法是世界各国生产丙烯腈的主要方法。3.丙稀氨氧化法以丙烯、氨、空气和水为原料,按其一定量配比进入沸腾床或固定床反应器,在以硅胶作载体的磷钼鉍系或锑铁系催化剂作用下,在400-500℃温度和常压下,生成丙烯腈。然后经中和塔用稀硫酸除去未反应的氨,再经吸收塔用水吸收丙烯腈等气体,形成水溶液,使该水溶液经萃取塔分离乙腈,在脱氢氰酸塔除去氢氰酸,经脱水、精馏而得丙烯腈产品,其单程收率可达75%,副产品有乙腈、氢氰酸和硫铵。此法是目前最有工业生产价值的生产方法。
  • 用途三:丙烯腈是杀菌剂溴菌腈、霜霉威,杀虫剂毒死蜱和杀虫双、杀螟丹的中间体,还可以制备二氯菊酸甲酯用以生产拟除虫菊酯,也是杀虫剂虫满腈的中间体。
  • 用途四:丙烯腈是合成纤维,合成橡胶和合成树脂的重要单体。由丙烯腈制得聚丙烯腈纤维即(腈纶),其性能极似羊毛,因此也叫(合成羊毛)。丙烯腈与丁二烯共聚可制得丁腈橡胶,具有良好的耐油性,耐寒性,耐磨性,和电绝缘性能,并且在大多数化学溶剂,阳光和热作用下,性能比较稳定。丙烯腈与丁二烯,苯乙烯共聚制得ABS树脂,具有质轻,耐寒,抗冲击性能较好等优点。丙烯腈水解可制得丙烯酰胺和丙烯酸及其酯类。它们是重要的有机化工原料,丙烯腈还可电解加氢偶联制得己二腈,由己二腈加
  • 外观
  • 丙烯腈的主要用途和作用:(1)丙烯腈可用于制造丙烯腈纤维及碳纤维;用于生产L-谷氨酸钠(即味
  • 蒸气压:86 mm Hg ( 20 °C)

系列性分类