Glycidol 缩水甘油

CAS 556-52-5 MFCD00005147

化学结构图

556-52-5
SMILES: OCC1CO1

化学属性

Mol. FormulaC3H6O2
Mol. Weight74.08
Density1.117
Refractive indexn20/D 1.433(lit.)
Autoignition Point780 °F
Vapor Density2.15 (vs air)
Boiling Point61-62 °C at 15 mmHg
Vapor Pressure0.9 mmHg ( 25 °C)
Flash Point81.11°C
Melting Point-54 °C
Solubility与水混溶,易溶于醇、醚。
Stability对湿度敏感
pH:A

别名和识别编码

Chemical NameGlycidol
CAS Number556-52-5
Synonym Oxiran-2-ylmethanol {LY} Oxiran-2-ylmethanol {} {LY} Oxiran-2-ylmethanol {} {} {LY} Oxiran-2-ylmethanol {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Oxiran-2-ylmethanol {} {} {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00005147
EC Number209-128-3
Beilstein Registry Number383562
PubChem Substance ID11164
Chemical Name Translation缩水甘油
Merck Number13,4503
Wiswesser Line NotationT3OTJ B1Q
LabNetwork Molecule IDLN00197167
InChIInChI=1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2
Canonical SMILESOCC1OC1
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分类

  • {SNA} Alphabetical Index of Analytical Standards, Analytical Standards, Chromatography, Emulsifiers, Thickeners, Opacifiers, Food & Beverage Standards, G, Glycerides/Glycerols, Lipids - FA/FAME/Oils/Sterols, Standards for Personal Care and Cosmetic Products, neats, prohibited substances (EU-REGULATION No 1223/2009), 分析/色谱
  • {SNA} Analytical Standards, EP Standards, EP Standards L - M, Pharmacopeia Metrological Institutes Standards,
  • {SNA} Building Blocks, Chemical Reagents, Chemical Synthesis, Development Quantities for Research, Epoxides, Organic Building Blocks, Oxygen Compounds
  • {SNA} Analytical Standards, Analytical/Chromatography,

产品应用

  • 主要用作环氧树脂稀释剂、塑料和纤维改性剂、卤代烃类的稳定剂、食品保藏剂、杀菌剂、制冷系统干燥剂和芳烃萃取剂等。

相关文献及参考

  • Merck:13,4503 Beilstein: 17,V,3,9
  • Hiles, R.A., et al.: Food Cosmet. Toxicol., 19, 347 (1981); Thompson, E.D., et al.: Food Chem. Toxicol., 22, 665 (1984);
  • Merck:13,4503
  • Short: II/24B
  • Short: II/14a

安全信息

Signal word Danger
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S35 This material and its container must be disposed of in a safe way 该物料及其容器必须以安全方式处置;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • 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;
Risk Statements
  • R19 May form explosive peroxides 可能生成易爆的过氧化物质
  • R21/22 Harmful in contact with skin and if swallowed 皮肤接触和不慎吞咽有害
  • R23 Toxic by inhalation 吸入有毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R45 May cause cancer 可能致癌
  • R60 May impair fertility 可能降低生殖能力
  • R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P304+P340+P312
  • P305+P351+P338
  • P308+P313
  • P311 Call a POISON CENTER or doctor/physician. 呼叫解毒中心或医生/医师。
  • P403+P233
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H331 Toxic if inhaled 吸入中毒
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H350 May cause cancer 可能致癌
  • H341 Suspected of causing genetic defects 怀疑导致遗传性缺陷
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H302+H312
  • H242 Heating may cause a fire 加热可能会引起火灾
  • H302 Harmful if swallowed 吞食有害
  • H312 Harmful in contact with skin 皮肤接触有害
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSUB4375000
Hazard Codes 6.1 T
UN Number 2810
Packing GroupIII
Hazard Class6.1(b)
Storage condition 2-8°C {LY} 2-8°C {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 38625 mg/kg/2Y-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Gastrointestinal - tumors
   Skin and Appendages - tumors
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-374,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 25750 mg/kg/2Y-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Gastrointestinal - tumors
   Skin and Appendages - tumors
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-374,1990

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PSEBAA Proceedings of the Society for Experimental Biology and Medicine.
   (Academic Press, Inc., 1 E. First St., Duluth, MN 55802)  V.1-    1903/04-
   Volume(issue)/page/year: 35,98,1936

TYPE OF TEST            : LC50 - Lethal concentration, 50 p

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 431 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 24(3),42,1980

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 450 ppm/4H
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - emphysema
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   AMIHAB AMA Archives of Industrial Health.  (Chicago, IL)  V.11-21, 1955-60.
   For publisher information, see AEHLAU.  Volume(issue)/page/year: 14,250,1956

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 580 ppm/8H
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - emphysema
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   AMIHAB AMA Archives of Industrial Health.  (Chicago, IL)  V.11-21,

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 3 ug/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 172,105,1986

TYPE OF TEST            : Morphological transformation
TEST SYSTEM             : Rodent - hamster Embryo
DOSE/DURATION           : 10 ug/L
REFERENCE :
   IJCNAW International Journal of Cancer.  (International Union Against
   Cancer, 3 rue du Conseil- General, 1205 Geneva,

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 1 mmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 231,205,1990

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 1250 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 249,55,1991

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 1250 ug/kg
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-374,1990

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 1 umol/L
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 11,497,1990

{hazard_

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 18200 mg/kg
SEX/DURATION            : male 13 week(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal E

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 180 mg/kg
SEX/DURATION            : male 12 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Fertility - male fertility index (e.g. # males impregnating
   females per # males exposed to fertile nonpregnant females)
REFERENCE :
   NATUAS Nature.  (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736)
   V.1-    1869-  Volume(issue)/page/year: 226,87,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 500 mg/kg
SEX/DURATION            : male 5 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Fertility - male fertility index (e.g. # males impregnating
   females per # males exposed to fertile nonpregnant females)
REFERENCE :
   BCSTB5 Biochemical Society Transactions.  (Biochemical Soc. Book Depot, POB
   32, Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1973-
   Volume(issue)/page/year: 1,523,1973

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 6825 mg/kg
SEX/DURATION            : male 13 week(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-374,1990

其他信息

  • 急性毒性:口服- 大鼠 LD50: 420
  • 上游原料:过氧化氢 --> 丙烯醇 --> 丙二醇 --> 过氧乙酸 --> 钨酸 --> 1-甘油 --> 甘油单乙酸酯
  • Hazard Note:Toxic
  • 缩水甘油价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2010/06/21 120051000 缩水甘油 Glycidol , 96% 100 ML 475元 2010/06/21 120055000 缩水甘油 Glycidol , 96% 500 ML 1639元
  • 蒸气密度:2.15 (vs air)
  • 图谱信息:缩水甘油(556-52-5)红外图谱(IR1) 缩水甘油(556-52-5)核磁图( 13 CNMR) 缩水甘油(556-52-5)核磁图( 1 HNMR)
  • 用途三:主要用作环氧树脂稀释剂、塑料和纤维改性剂、卤代烃类的稳定剂、食品保藏剂、杀菌剂、制冷系统干燥剂和芳烃萃取剂等。
  • 刺激数据:皮肤- 兔 100 毫克/ 24小时 中度; 眼睛- 兔 2 毫克/ 24小时 重度
  • 用途一:用作天然油和乙烯基聚合物、破乳剂、染色分层剂的稳定剂,用于表面涂料、化学合成、杀菌剂等
  • Sigma Aldrich:556-52-5(sigmaaldrich)
  • {C
  • 用途二:主要用作环氧树脂稀释剂、塑料和纤维改性剂、卤代烃类的稳定剂、食品保藏剂、杀菌剂、制冷系统干燥剂和芳烃萃取剂等。缩水甘油的衍生物是树脂、塑料、医药、农药和助剂等工业的原料。
  • F:10-21
  • Acros Organics:缩水甘油/2,3-环氧丙醇 Glycidol, 96%(556-52-5)
  • 外观性质:无色液体, 略带粘性。
  • 能与水、低碳醇、酯、酮、乙醚、苯、甲苯、苯乙烯、氯苯、氯甲烷、氯仿、三氯乙烯、二甲基甲酰胺、二甲亚砜及乙腈完全互溶,部分溶于二甲苯、四氯乙烯、1,1,1-三氯乙烷,几乎不溶于脂肪族和脂环族烃类。
  • {Che
  • 类别:有毒物质
  • 储运特性:库房低温, 通风, 干燥 ; 防火; 与氧化剂, 食品原料分开存放
  • 化学性质:缩水甘油分子结构含有环氧基及羟基两个官能团,化学性质活泼,能进行许多开环反应,与盐酸反应生成1-氯-2, 3-丙二醇;水解生成丙三醇;催化加氢生成丙二醇;与醇缩合,生成甘油醚;与硫化氢反应,生成硫代丙三醇;与羧酸反应,生成甘油酯;缩水甘油与苯酚反应,生成芳醚;与胺加成,生成醇胺;与磷酸反应,生成磷酸酯;与乙酐反应,生成丙三醇-1,2-乙酸酯。缩水甘油也可保留环氧基,利用羟基的反应,例如与某些含双键的化合物反应,与乙烯酮反应,生成乙酸缩水甘油酯;与丙烯腈反应,生成三缩水甘油丙腈;与某些含卤化物反应,也可保留环氧基,与三氯化磷反应,生成亚磷酸三缩水甘油酯;与磷酰氯反应,生成磷酸三缩水甘油酯;与磺酰氯反应,生成磺酸-2,2-环氧丙酯; 与氰脲酰
  • 职业标准:TWA 75 毫克/立方米; STEL 113 毫克/立方米
  • 毒性分级:高毒
  • 下游产品:2-甲基十一醛
  • 方法一:1.甘油氯醇法 由氯丙二醇在碱存在下反应而得。反应在0℃左右进行,反应产物分离出盐类后用减压蒸馏精制,即得纯缩水甘油。2.醇丙烯法 用过氧化氢或过乙酸对烯丙醇环氧化可获得缩水甘油。采用过乙酸为环氧化剂时,反应速度较快,产物中缩水甘油极易与乙酸反应生成缩水甘油乙酸酯,使蒸馏分离困难,而且缩水甘油和乙酸的混合物在室温下能发生强烈放热反应引起爆炸,因此该法在工业上应用困难很大。过氧化氢作环氧化剂时,采用六价钨酸为催化剂,反应温度40-45℃,原料的摩尔配比为水:烯丙醇:过氧化氢=33.5:1.5:1.0,催化剂用量为1.5-2.0g/mol过氧化氢,反应混合物pH值4-5,反应停留时间在为2.5-3h。
  • MOL 文件:556-52-5.mol
  • 存储注意事项:湿度敏感
  • 灭火剂:水, 二氧化碳, 干粉

系列性分类


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