diiodomethane

• ChemBase编号: 78031
• 分子式: CH2I2
• 平均质量: 267.83552
• 单一同位素质量: 267.82459606
• SMILES: ICI
• Canonical SMILES: ICI
• InChI: InChI=1S/CH2I2/c2-1-3/h1H2
• InChIKey: NZZFYRREKKOMAT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: diiodomethane
• IUPAC传统名: diiodomethane
• 别名: 碘化亚甲基; 二碘甲烷; DIIODOMETHANE; Methylene diiodide; Diiodomethane 98+%; Methylene iodide; Diiodomethane

登记号

• CAS号: 75-11-6
• EC号: 200-841-5
• MDL号: MFCD00001079
• Beilstein号: 1696892
• 默克索引号: 146066
• PubChem SID: 162042866; 24849735
• PubChem CID: 6346
• Chemspider ID: 6106
• 医学主题词(MeSH): methylene+iodide
• 维基百科标题: Diiodomethane

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.4811857
• LogD (pH = 7.4): 2.4811857
• Log P: 2.4811857
• 摩尔折射率: 32.2147 cm^3
• 极化性: 13.44563 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 1.24 g L^-1 (at 20 °C) in water
• 外观: Colorless liquid
• 熔点: 5°C; 5.35000000000002 - 6.15000000000003°C (278.5 - 279.3 K); 5-6°C; 5-7°C; 5-8 °C(lit.)
• 沸点: 180°C; 180-181(dec.)°C; 180-181°C dec.; 67-69 °C/11 mmHg(lit.)
• 闪点: 110 °C; 110°C; 230 °F; None
• 密度: 3.322; 3.325 g mL^-1; 3.325 g/mL at 25 °C(lit.)
• 折射率: 1.7400
• 蒸汽密度: 9.25 (vs air)
• 亨利常数: 23 μmol Pa^-1 kg^-1
• 热容: 133.81 J K^-1 mol^-1
• 标准摩尔燃烧焓 (ΔcH^o298): -748.4–-747.2 kJ mol^-1
• 标准摩尔生成焓 (ΔfH^o298): 67.7–69.3 kJ mol^-1

安全信息

• 保存注意事项: Light Sensitive; Toxic/Harmful/Irritant/Light Sensitive/Keep Cold
• RTECS编号: PA8575000
• 欧盟危险性物质标志: X; 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 联合国危险货物编号: UN2810
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): III
• 危险公开号: 20/22-36/37/38; 22-36/37/38; R:36/37/38; R22, R36/37/38
• 安全公开号: 26; 26-36/37; S:20-25-26-37/39; S26
• TSCA收录: 是
• GHS危险品标识: GHS corrosion; GHS exclamation mark; GHS05; GHS06; GHS07
• GHS警示词: DANGER; Danger
• NFPA704:
  

  1

  3

  0
• GHS危险声明: 302, 315, 318, 335; H302-H315-H318-H335; H331-H302-H315-H319-H335
• GHS警示性声明: 261, 280, 305+351+338; P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: ≥98.0%; 97%; 99%; 99%, stab.
• 级别: ReagentPlus®; SAJ first grade
• 其他组分: copper as stabilizer
• Empirical Formula (Hill Notation): CH2I2

详细说明

MP Biomedicals - 05212020

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - OR17001

Stabilised with copper

Sigma Aldrich - 158429

包装
25, 100, 500 g in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

参考文献

• 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).
• 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).