Diiodomethane 二碘甲烷

CAS 75-11-6 MFCD00001079

化学结构图

75-11-6
SMILES: ICI

化学属性

Mol. FormulaCH2I2
Mol. Weight268
Density3.32
Refractive index1.7425
Flash PointNone
TSCAYes
Boiling Point181
Melting Point6
Vapor Density9.25 (vs air)
Solubility14 G/L (20 ºC)
Stability对光线及对湿度敏感
pH:A

别名和识别编码

Chemical NameDiiodomethane
Synonym DIIODOMETHANE Diiodomethane,methyleneiodide MI-Gee Methylene Iodide Methylenjodid diiodomethane 碘化次甲基
MDL NumberMFCD00001079
CAS Number75-11-6
EC Number200-841-5
Beilstein Registry Number1696892
Merck Number6066
PubChem Substance ID6346
Reaxys-RN1696892
Chemical Name Translation二碘甲烷
Wiswesser Line NotationI1I
LabNetwork Molecule IDLN00196140
InChIInChI=1S/CH2I2/c2-1-3/h1H2
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分类

  • {uni_hamburg} no charge; 1fragment
  • {SNA} Essential Chemicals, Inorganic Salts, Solutions and Reagents, Reagent Plus, Research Essentials

产品应用

  • 显微分析。检定吡啶。测定矿物相对密度及折光率。有机合成。X-射线造影介质。

相关文献及参考

  • Allylic bromides are converted to homoallylic iodides by the Simmons-Smith reagent in the presence of CuI.2LiI in THF: J. Org. Chem., 54, 5202 (1989).
  • Merck: 14,6066 Beilstein:1,71
  • The combination with Zinc-copper couple, L09811, generates ICH2ZnI, the reagent for the classical Simmons-Smith cyclopropanation of alkenes: J. Am. Chem. Soc., 80, 5323 (1958); examples: Org. Synth. Coll., 5, 85 (1973). Review: Org. React., 20, 1 (1973). Alternative systems include Zn powder/ Cu(I) halide: J. Org. Chem., 35, 2057 (1970); ultrasound irradiation: Tetrahedron Lett., 23, 2729 (1982), thermal activation: Synth. Commun., 22, 2801 (1992), or catalytic TMS-Cl: J. Org. Chem., 59, 2671 (1994) with ordinary zinc; or Zn/Ag couple: Tetrahedron Lett., 4593 (1972); 3327 (1974). Other reagents include trialkylaluminums: J. Org. Chem., 50, 4412 (1985): Org. Synth. Coll., 8, 321 (1993) and the most widely-used modification, diethylzinc: Tetrahedron, 24, 53 (1968); J. Org. Chem., 42, 3031 (1977); for use in the ring-expansion of ketones, see: Org. Synth. Coll., 6, 327 (1988). For use of a boronic acid-derived chiral dioxaborolane ligand in enantioselective cyclopropanantion, see: Tetrahedron Lett., 37, 7925 (1996); Org. Synth., 76, 86 (1998):
  • Selective ortho-methylation of phenols can be brought about by a one-pot method utilizing Et2Zn/ CH2I2 modification: Tetrahedron Lett., 30, 5215 (1989).
  • Merck: 14,6066
  • Short: II/2
  • Short: II/24B

安全信息

Signal word Danger Warning
GHS Symbol
WGK Germany1
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;
  • 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;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
Risk Statements
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R20/22 Harmful by inhalation and if swallowed 吸入和不慎吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/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。
  • 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。
  • P301+P312
  • P301+P330+P331
  • P302+P353
  • P303+P361+P353+P310+P363
  • P304+P340
  • P305+P351+P338
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSPA8575000
Packing GroupIII
UN Number 1760 2810 UN2810
Storage condition Light Sensitive 密封干燥避光保存。
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H318 Causes serious eye damage 严重伤害眼睛
  • H302 Harmful if swallowed 吞食有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes 6.1 Xi Xn
Hazard Class8
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - child
DOSE/DURATION           : 2778 uL/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - acute pulmonary edema
REFERENCE :
   AEMED3 Annals of Emergency Medicine.  (American College of Emergency
   Physicians, 1125 Executive Circle, Irving, TX 75038)
   Volume(issue)/page/year: 19,1171,1990

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 830 mg/kg
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:
   4,354,1962

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 467 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York,
   Academic Press, Inc., 1969  Volume(issue)/page/year: -,756,1969

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 403 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York,
   Academic Press, Inc., 1969  Volume(issue)/page/year: -,756,1969

Warnings 危化品目录(2015) 危险化学品

其他信息

  • 海关编码:29033080
  • 二碘甲烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80050426 二碘甲烷;碘化次甲基; 碘化亚甲基; 亚甲基二碘 100ml 490元 2011/04/16 D0610 二碘甲烷(含稳定剂铜屑) Diiodomethane (stabilized with Copper chip) 25G 280元 2011/04/16 D0610 二碘甲烷(含稳定剂铜屑) Diiodomethane (stabilized with Copper chip) 500G 2680元
  • 用途一:用作分析试剂,也用于有机合成
  • 外观性质:无色澄清到淡黄色液体。
  • 蒸气密度:9.25 (vs air)
  • 敏感性:Light Sensitive
  • 用途三:显微分析。检定吡啶。测定矿物相对密度及折光率。有机合成。X-射线造影介质。
  • 类别:有毒物品
  • MSDS 信息:二碘甲烷(75-11-6).msds
  • 用途二:该品为有机合成原料、化学试剂和药品中间体,可用于制造X光造影剂,测定矿物相对密度及折光率,检定吡啶,以及分离矿物等。
  • 急性毒性:腹腔-大鼠 LD50: 403 毫克/公斤; 腹腔-小鼠 LD50: 467 毫克/公斤
  • 下游产品:n,n-二甲基亚甲基碘化胺 --> 3,4-(亚甲基二氧)苯乙酸 --> 胡椒酸酰氯 --> 羟甲基环丙烷 --> 4-溴-7-甲氧基-1,3-苯并二氧杂环戊烯-5-羧酸甲酯 --> 二苯硫基甲烷
  • 有强折光性。在光和潮湿空气中色变深。能与乙醇、丙醇、异丙醇、己烷、环己烷、乙醚、氯仿等溶剂混溶,微溶于水。能溶解硫和磷。有毒,半数致死量(小鼠,皮下)830mg/kg。有腐蚀性。商品常用铜或银作稳定剂。
  • Acros Organics:二碘甲烷 Diiodomethane, stabilized, 99+%(75-11-6)
  • Alfa Aesar:二碘甲烷,99%,铜丝作稳定剂 Diiodomethane, 99%, stab. with copper wire(75-11-6)
  • 方法一:由碘仿与乙酸钠在乙醇中反应。反应后经蒸馏即得二碘甲烷。也可采用下面方法制备。1.碘仿-亚砷酸钠法 首先用三氧化二砷和液碱反应,配制亚砷酸钠,然后由碘仿、亚砷酸钠溶液混合,在搅拌下加热至60-65℃,再加氢氧化钠一步反应制取二碘甲烷。反应产物经水洗、蒸馏、脱色、结晶、分离和干燥,得成品。2.碘仿法 经与醋酸钠作用而得。3.相转移催化合成法 以三乙基苄基氯化铵为催化剂,由二氯甲烷与碘化钠反应而得。
  • 可燃性危险特性:受热分解;燃烧释放有毒碘化物烟雾
  • Sigma Aldrich:75-11-6(sigmaaldrich)
  • 储运特性:库房通风低温干燥; 与氧化剂、食品添加剂分开存放
  • color:deep yellow
  • MOL 文件:75-11-6.mol
  • 图谱信息:二碘甲烷(75-11-6)红外图谱(IR2) 二碘甲烷(75-11-6)红外图谱(IR1) 二碘甲烷(75-11-6)质谱(MS) 二碘甲烷(75-11-6)核磁图( 13 CNMR) 二碘甲烷(75-11-6)核磁图( 1 HNMR)
  • 毒性分级:高毒
  • F:8
  • 上游原料:苄基三乙基氯化铵 --> 碘仿 --> 亚砷酸钠溶液
  • 灭火剂:雾状水、泡沫、二氧化碳、砂土
  • TCI Shanghai:二碘甲烷(含稳定剂铜屑) Diiodomethane (stabilized with Copper chip),>;98.0%(GC)(75-11-6)

系列性分类