Dibromomethane 二溴甲烷

CAS 74-95-3 MFCD00000168

化学结构图

74-95-3
SMILES: BrCBr

化学属性

Density2.47
Refractive index1.5400 to 1.5430
Melting Point-52
TSCAYes
Boiling Point96-98
Vapor Density6.05 (vs air)
Vapor Pressure34.9 mmHg ( 20 °C)
SolubilitySoluble in water (12.5 mg/ml at 20 °C), chloroform, acetone, ether, and alcohol.
Flash Point96-98°C
Stability对光和空气敏感
Mol. FormulaCH2Br2
Mol. Weight174
pH:A

别名和识别编码

Chemical NameDibromomethane
Synonym CH2Br2 DBM DIBROMOMETHANE, 1X1ML, MEOH, 2000UG/ML Dibrommethan Dibromomethane (1mg/ml in Methanol) [for Water Analysis] METHYLENE DIBROMIDE Methylenbromid Methylene bromide dibromo-methane dibromomethane solution rcrawastenumberu068 二溴亚甲基 二溴甲烷, 99%, 50ppm BHT作稳定剂 二溴甲烷, 99%, 50PPM BHT作稳定剂 甲叉二溴
MDL NumberMFCD00000168
CAS Number74-95-3
EC Number200-824-2
Beilstein Registry Number969143
Merck Number6061
PubChem Substance ID3024
Reaxys-RN969143
Chemical Name Translation二溴甲烷
Wiswesser Line NotationE1E
LabNetwork Molecule IDLN00193838
InChIInChI=1S/CH2Br2/c2-1-3/h1H2
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分类

  • {Chemicalbook} 农药中间体: 杀菌剂中间体: 三唑类杀菌剂
  • {SNA} Alphabetical Index of Analytical Standards, Chemical Class, Alpha Sort, Analytical Standards, Analytical/Chromatography, Bromo, Chromatography, D, DIA - DIC, Environmental Standards, Halogenated, Volatiles/ Semivolatiles
  • {

产品应用

  • 有机合成。溶剂。

相关文献及参考

  • With alcohols, formaldehyde acetals can be formed under phase-transfer conditions: Bull. Chem. Soc. Jpn., 66, 2149 (1993). Diols give methylenedioxy derivatives, which are components of many biologically-important molecules. For use of KF in DMF as base in the methylenation of catechols, see: Tetrahedron Lett., 3361 (1976). KOH in DMSO has been recommended for the methylenation of base-stable carbohydrate diols: Synthesis, 421 (1982). For the methylenation of ribonucleosides under phase-transfer conditions, see: Synthesis, 715 (1981).
  • Short: II/19b
  • The Simmons-Smith reaction (see Diiodomethane, A15457) may be extended to the use of dibromomethane in the cyclopropanation of simple electron-deficient alkenes, using a reducing agent prepared from NiBr2, NaI and Zn: Bull. Chem. Soc. Jpn., 56, 1025 (1983); or with CuCl/Zn: J. Org. Chem., 55, 2491 (1990).
  • Merck: 14,6061
  • Reaction with NaHMDS generates monobromocarbene, which reacts with alkenes to give bromocyclopropanes: Synthesis, 201 (1972). It can also be generated by reaction with diethylzinc in the presence of O2: J. Chem. Soc., Chem. Commun., 364 (1975).
  • Merck: 14,6061 Beilstein: 1,IV,78
  • For in situ formation of dibromomethyllithium by reaction with lithiated 2,2,6,6-Tetramethyl­piperidine, A18712, and use in a one-pot ester homologation sequence, safer and more convenient than the classical Arndt-Eistert (diazomethane) method, see: Org. Synth. Coll., 9, 426 (1998):
  • With TiCl4/Zn, methylenation of ketones occurs, as a useful mild alternative to the Wittig reaction: Tetrahedron Lett., 23, 4293 (1982); Org. Synth. Coll., 8, 386 (1993). For a variant using Zn, CuCl and catalytic TiCl4, see: J. Org. Chem., 54, 2388 (1989).
  • Short: II/24B

安全信息

Signal word Warning
GHS Symbol
WGK Germany2
Safety Statements
  • S24 Avoid contact with skin 避免皮肤接触;
  • 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;
Risk Statements
  • R11 Highly flammable 非常易燃
  • R20 Harmful by inhalation 吸入有害
  • 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
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • 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
  • R52/53
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。
  • 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。
  • 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。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • 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+P310+P330
  • P304+P340
  • P304+P340+P312
  • P305+P351+P338
  • P308+P313
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSPA7350000
Packing GroupIII
UN Number 2664
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H332 Harmful if inhaled 吸入有害
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
  • H301 Toxic if swallowed 吞食有毒
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 Xn Xn,T,F
Storage condition 0-10 0-10°C 充氩保存 密封阴凉避光保存。 Refrigerator
Hazard Class6.1
Warnings 危化品目录(2015)
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : >4 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   DOWCC* Dow Chemical Company Reports.  (Dow Chemical USA, Health and
   Environment Research, Toxicology Research Lab., Midland, MI 48640)
   Volume(issue)/page/year: MSD-472

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 3738 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            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 40 gm/m3/2H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85GMAT "Toxicometric Parameters of Industrial Toxic Chemicals Under Single
   Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects,
   GKNT, 1982  Volume(issue)/page/year: -,83,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 1 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   DOWCC* Dow Chemical Company Reports.  (Dow Chemical USA, Health and
   Environment Research, Toxicology Research Lab., Midland, MI 48640)
   Volume(issue)/page/year: MSD-472

TYPE OF TEST            : LD50 - Lethal dose, 50 perc

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 10 ug/plate
REFERENCE :
   TECSDY Toxicological and Environmental Chemistry.  (Gordon & Breach Science
   Pub. Inc., 1 Park Ave., New York, NY 10016)  V.3(3/4)-    1981-
   Volume(issue)/page/year: 13,205,1987

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 1 umol/L
REFERENCE :
   TECSDY Toxicological and Environmental Chemistry.  (Gordon & Breach Science
   Pub. Inc., 1 Park Ave., New York, NY 10016)  V.3(3/4)-    1981-
   Volume(issue)/page/year: 13,205,1987

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 100 ng/plate
REFERENCE :
   BECTA6 Bulletin of Environmental Contamination and Toxicology.
   (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ
   07094)  V.1-    1966-  Volume(issue)/page/year: 24,590,1980

Restrict 危险品

其他信息

  • 用途四:有机合成原料。可作溶剂、致冷剂、阻燃剂和抗爆剂的组分;在医药工业上用作消毒剂和镇痛剂。还用于农药腈菌唑和其他有机合成等。
  • Acros Organics:二溴甲烷 Dibromomethane, 99+%(74-95-3)
  • MOL 文件:74-95-3.mol
  • 职业标准:TWA 10 毫克/立方米; STEL 10 毫克/立方米
  • Sigma Aldrich:74-95-3(sigmaaldrich)
  • 上游原料:二氯甲烷 --> 三溴甲烷 --> 溴氯甲烷
  • 类别:有毒物品
  • Alfa Aesar:二溴甲烷,99%,50ppmBHT作稳定剂 Dibromomethane, 99%, stab. with 50ppm BHT(74-95-3)
  • 用途三:二溴甲烷是制备杀菌剂腈菌唑和咪菌唑的原料。
  • 蒸气密度:6.05 (vs air)
  • 急性毒性:口服-大鼠LD50: 108 毫克/公斤; 皮下-小
  • 方法二:1.三溴甲烷法 先用三氧化二砷和液碱反应,配制亚砷酸钠液,将亚砷酸钠液加热至65℃,在搅拌下徐徐加入溴仿,全部加完后继续搅拌回流4h,使反应完全,将反应物倾入5-6倍水中,吸出油状物,进行分馏。再用水洗至中性,用氯化钙脱水、精馏,得产品。原料消耗定额:溴仿8300kg/t、三氧化二砷1200kg/t、40%液碱16500kg/t。2.二氯甲烷法 在工业上尚有将无水CH2Cl2在无水AlBr3催化下与HBr反应制取,同时还产生氯溴甲烷。3.溴氯甲烷溴化氢法。
  • 用途一:用作溶剂,也用于有机合成
  • 蒸气压:34.9 mm Hg ( 20 °C)
  • 二溴甲烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80043726 二溴甲烷;溴化亚甲基; 亚甲基二溴 100ml 187.2元 2011/04/16 S0636 二溴甲烷(1mg/ml的甲醇溶液)[用于水分析] Dibromomethane (1mg/ml in Methanol) [for Water Analysis] 1ML 198元 2011/04/16 D0192 二溴甲烷 Dibromomethane 25G 124元
  • TCI Shanghai:二溴甲烷(1mg/ml的甲醇溶液)[用于水分析] Dibromomethane (1mg/ml in Methanol) [for Water Analysis](74-95-3)
  • 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
  • 可燃性危险特性:高热分解产生溴化物气体
  • 图谱信息:二溴甲烷(74-95-3)核磁图( 1 HNMR) 二溴甲烷(74-95-3)红外图谱(IR1) 二溴甲烷(74-95-3)核磁图( 13 CNMR) 二溴甲烷(74-95-3)质谱(MS)
  • 毒性分级:高毒
  • 灭火剂:干粉、泡沫、二氧化碳、砂土。
  • 下游产品:1R,3R-二溴菊酸 --> 3-异丙基-二甲基苄基异氰酸酯TMI --> 乙烯基环己烷 --> 十溴二苯醚 --> 腈菌唑 --> 纳斯特试剂 --> 丁硫环磷 --> 1,3-苯并二氧-4-甲醛 --> 1,3-苯并二氧-5-磺酰氯 --> 1-溴-2-氰基-2-(4-氯苯基)己烷
  • 用途二:用作有机合成原料,可作溶剂、制冷剂、阻燃剂和抗爆剂组分
  • 外观性质:无色液体。
  • MSDS 信息:二溴甲烷(74-95-3).msds
  • 方法一:其制备方法是由二氯甲烷与溴反应或溴氯甲烷与溴化氢反应而制得。反应方程式:CH 2 Cl 2 +Br 2 →CH 2 Br 2 +Cl 2 CH 2 BrCl+HBr→CH 2 Br 2 +HCl
  • 能与乙醇、乙醚、氯仿、丙酮混溶,水中溶解度: 1 g/L (20°C)。有毒,致死浓度(大鼠,吸入)60mg/L。

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