Hexamethylphosphoramide 六甲基磷酰三胺

CAS 680-31-9 MFCD00008303

化学结构图

680-31-9
SMILES: CN(C)P(=O)(N(C)C)N(C)C

化学属性

Mol. FormulaC6H18N3OP
Mol. Weight179.20
Refractive index1.4570 to 1.4600
Vapor Density6.18 (vs air)
Boiling Point230-232 °C at 740 mmHg
Vapor Pressure0.07 mmHg ( 25 °C)
Density1.03
Melting Point7°C
Flash Point105.56°C
Appearance 无色透明易燃液体，具有中等氨味。 可溶于水、极性和非极性溶剂。
SolubilityMiscible
pH:A

别名和识别编码

Chemical NameHexamethylphosphoramide
MDL NumberMFCD00008303
CAS Number680-31-9
Synonym Hexamethylphosphoramide {LY} Hexamethylphosphoramide {} {LY} Hexamethylphosphoramide {} {} {LY} Hexamethylphosphoramide {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Hexamethylphosphoramide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Hexamethylp
PubChem Substance ID87570542
EC Number211-653-8
Beilstein Registry Number1099903
Chemical Name Translation六甲基磷酰三胺
Reaxys-RN1099903
Merck Number4725
Wiswesser Line Notation1N1&PO&N1&1&N1&1
LabNetwork Molecule IDLN00194372
InChIInChI=1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3
Canonical SMILESO=P(N(C)C)(N(C)C)N(C)C
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分类

  • {SNA} Chemical Synthesis, Coupling, Other Synthetic Reagents for Coupling, Synthetic Reagents
  • {SNA} Chemical Synthesis, Coupling, Others, Synthetic Reagents
  • {SNA} Chemical Reagents, Chemical Synthesis, Coupling, Development Quantities for Research, Other Synthetic Reagents for Coupling, Synthetic Reagents

产品应用

  • 常用的非质子溶剂。聚氯乙烯的紫外光抑制剂、耐候溶剂和优良的极性溶剂、化学灭菌剂等。

相关文献及参考

  • Merck: 14,4725 Beilstein: 4,IV,284
  • Merck: 14,4725

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H303+H313
  • H340 May cause genetic defects 可能导致遗传性缺陷
  • H350 May cause cancer 可能致癌
Personal Protective Equipment Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSTD0875000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • 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。
  • P302+P352+P332+P313+P362+P364
  • P308+P311
  • P308+P313
  • P332+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • 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；
Hazard Codes 9 T
Risk Statements
  • R45 May cause cancer 可能致癌
  • R46 May cause inheritable genetic damage 可能引起遗传基因损害
Packing GroupIII
UN Number 3082
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Hazard Class6.1(b) 
TYPE OF TEST            : TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 50 ppb/52W-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Sense Organs and Special Senses (Olfaction) - tumors
REFERENCE :
   AJPAA4 American Journal of Pathology.  (Lippincott/Harper, Journal
   Fulfillment Dept., 2350 Virginia Ave., Hagerstown, MD 21740)  V.1-    1925-
   Volume(issue)/page/year: 106,8,1982

TYPE OF TEST            : TC - Toxic concentration (other than lowest)
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 100 ppb/6H/26W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Sense Organs and Special Senses (Olfaction) - tumors
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   62,90,1982

TYPE OF TEST            : TC - Toxic concentration (other than lowest)
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 4000 ppb/39W-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Sense Organs and Special Senses (Olfaction) - tumors
REFERENCE :
   AJPAA4 American Journal of Pathology.  (Lippincott/Harper, Journal
   Fulfillment Dept., 2350 Virginia Ave., Hagerstown, MD 21740)  V.1-    1925-
   Volume(issue)/page/year: 106,8,1982

TYPE OF TEST            : TC - Toxic concentration (other than lowest)
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 50 ppb/6H/52W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Sense Organs and Special Senses (Olfaction) - tumors
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic P

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 2600 mg/kg
TOXIC EFFECTS :
   Behavioral - altered sleep time (including change in righting reflex)
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   18,499,1971

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 1500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JEENAI Journal of Economic Entomology.  (Entomological Soc. of America, 4603
   Ca

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2400 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NYKZAU Nippon Yakurigaku Zasshi.  Japanese Journal of Pharmacology. (Nippon
   Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho,
   Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40-    1944- Volume(issue)/page/year:
   70,114P,1974

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 2600 mg/kg
TOXIC EFFECTS :
   Behavioral - altered sleep time (including change in righting reflex)
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.

TYPE OF TEST            : Sex chromosome loss and nondisjunction
ROUTE OF EXPOSURE       : Parenteral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 1000 ppm
REFERENCE :
   IMSUAI Industrial Medicine and Surgery.  (Northbrook, IL)  V.18-42, 1949-73.
    For publisher information, see IOHSA5.  Volume(issue)/page/year:
   38,442,1969

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : P

TYPE OF TEST            : Sex chromosome loss and nondisjunction
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 100 ppm
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:
   1,666,1981

TYPE OF TEST            : Sex chromosome loss and nondisjunction
ROUTE OF EXPOSURE       : Multiple routes
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 250 ppm
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:
   1,651,1981

TYPE OF TEST            : Sex chromosome loss and nondisjunction
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
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:
   1,468,1981

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 5 gm/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:
   5,413,1985

T

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 2430 mg/kg
SEX/DURATION            : multigenerations
TOXIC EFFECTS :
   Reproductive - Fertility - female fertility index (e.g. # females pregnant
   per # sperm positive females; # females pregnant per # females mated)
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   18,499,1971

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 2 gm/kg
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   NATUAS Nature.  (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736)
   V.1-    1869-  Volume(issue)/page/year: 211,146,1966

其他信息

  • 能与水以及乙醇, 乙醚和苯等有机溶剂混溶, 但
  • 蒸气压:0.07 mm Hg ( 25 °C)
  • 防护措施:传统的措施是操作人员应穿防护服，戴防护眼镜和手套，避免与产品直接接触，生产现场应进行良好通风。
  • TCI Shanghai:六甲基磷酰三胺 Hexamethylphosphoric Triamide,>;98.0%(GC)(T)(680-31-9)
  • 上游原料:三氯氧磷 --> 氯化铵 --> 二甲胺 --> 三氯乙烯 --> 氯氧磷
  • F:8
  • Sigma Aldrich:680-31-9(sigmaaldrich)
  • 用途二:该品是聚氯乙烯的耐候溶剂和优良的极性溶剂，对农用薄膜的耐低温防老化具有显著效果；它是一种多功能的对质子惰性的高沸点极性溶剂，作为高分子合成的溶剂如聚苯硫醚、芳香族聚酰胺的合成具有特殊效果，该品作为丙烯本体聚合的助催化剂，在乙丙橡胶中添加该品，可以提高弹体和耐油性。六甲基磷酰三胺还用作气相色谱固定液、紫光抑制剂、火箭燃料降低冰点添加剂、化学灭菌剂。
  • 概述:六甲基磷酰三胺又名六磷胺、六甲基磷酰胺，由二甲胺和三氯氧磷反应制得。分子量179.2。为无色或淡黄色透明液体。微具腥涩味。相对密度1.0253～1.0257 (20℃)，折射率1.4582～1.4589 (20℃)，凝固点2～7℃，沸点116～117℃ (1480Pa)。溶于极性和非极性溶剂。可与常用的增塑剂如邻苯二甲酸二辛酯、癸二酸二辛酯、亚磷酸三苯酯以任意比例互溶。毒性与磷酸酯相近。避免与皮肤接触。盛装的容器应坚固密闭，以防损漏和吸水变质。六甲基磷酰三胺为聚氯乙烯的光稳定剂，使制品户外防老化性能优良，耐候性极好，故有聚氯乙烯高效耐候剂之称。在聚氯乙烯薄膜中添加本品2～5份，既可显著提高其耐候性和耐寒性，又可降低加工温度10℃。本品还可作为聚苯硫醚、聚氨酯、聚酰胺等多种高分子材料的优良极性溶剂，提高树脂质量，简化工艺，降低成本。加于乙丙橡胶中可以提高弹性和耐油性。也可作为丙烯本体聚合的助催化剂，提高主催化剂的催化效率。
  • 方法一:由二甲胺与碱氯氧磷反应而得。将二甲胺和三氯氧磷在溶剂三氧乙烯中反应，温度控制在40-60℃，反应时加入氨作为缚酸剂，与生成的氯化氢作用成为氯化铵沉淀。反应结束后，过滤。滤液回收三氯乙烯后用碱处理，再进行蒸馏，收集113-118℃（2.0kPa）馏分即得六甲基磷酰三胺。清华紫光集团总公司与生产厂合作开发无溶剂法新工艺产品纯度达99.2以上。工业品六甲基磷酰三胺为无色或淡黄色透明液体。催化剂级含量≥99.5%，一级品≥99.0%，二级品≥98.0%。原料消耗定额：二甲胺2410kg/t、二氯氧磷1610kg/t、液氨430kg/t。
  • MOL 文件:680-31-9.mol
  • 图谱信息:六甲基磷酰三胺(
  • 有害影响和中毒症状:对动物：已知六甲基磷酰三胺(简称HMPA)对实验动物有各种毒性作用。对大鼠饲以HMPA所致的急性中毒有肾病变、严重支气管扩张和支气管肺炎等。将HMPA反复作用于兔皮肤可引起体重减轻、胃功能改变和表观神经系统障碍。对大鼠口饲以HMPA后观察到睾丸萎缩和精液缺乏。对小公鸡口饲以HMPA后也观察到其睾丸的生长受到高度抑制。已知HMPA对果蝇发生诱变作用。然而，HMPA对小鼠性染色体影响的研究表明，与对照组比较，HMPA诱致性染色体畸变的频率不大。吸入HMPA毒性研究的初步结果表明，大鼠每天暴露于 400～4000ppbHMPA中8个月
  • 凝固点:7℃
  • 下游产品:4-二甲氨基吡啶 --> Boc-1-氨基环丙基甲酸 --> 1-氨基环丙烷羧酸 --> 2-氯甲基-3-甲基-4-(2,2,2-三氟乙氧基)吡啶盐酸盐 --> 4-氯-2-羟基苯甲醛 --> 5-(甲基硫代）噻吩-2-羧酸 --> 1-(4-吡啶基)丙酮 --> 2-(三氟甲基)烟酸 --> 5-甲磺酰噻吩-2-羧酸 --> 2-甲基己酸 --> 重铬酸钾-聚乙酰亚胺系感光高分子 --> 1,3-环已二酮 --> 2-乙基-5-甲基噻吩 --> 2-氧代环戊基乙酸乙酯 --> 5-甲基硫
  • 能与水以及乙醇, 乙醚和苯等有机溶剂混溶, 但不溶于饱和烷烃, 它能被氯代烷从水溶液中萃取出来形成铬合物, 易吸潮剂。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. Phosphorus Compounds Catalysis 磷化合物催化剂
  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. Phosphorus Compounds Catalysis 磷化合物催化剂
  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. Phosphorus Compounds Catalysis 磷化合物催化剂
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Phosphorus Compounds 磷化合物
  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. Phosphorus Compounds Catalysis 磷化合物催化剂
  4. Phosphine Ligands 膦配体
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Environmental Standards - Chromatography
  5. Pesticides & Metabolites - Environmental Standards
  6. Pesticides - Pesticides & Metabolites
  7. Others - Pesticides
  1. Functional Group 官能团索引
  2. phosphoric acid amide

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