Propargyl bromide 3-溴丙炔

CAS 106-96-7 MFCD00000241

化学结构图

106-96-7
SMILES: C#CCBr

化学属性

Mol. FormulaC3H3Br
Mol. Weight118.96
Density1.335
Refractive index1.4910 to 1.4970
Boiling Point
Flash Point10°C(lit.)
TSCAYes
Melting PointNo Data Available
Solubility溶于苯、乙醚、乙醇和氯仿。不易和水混溶。
Stability对空气，光和热敏感

别名和识别编码

Chemical Name3-Bromopropyne
Synonym -Bromo-propyne 1-Bromo-2-propyne 1-Propyne, 3-bromo- 2-Propynyl bromide 3-Brom-1-propin 3-Bromo-1-propyne 3-Bromopropyne 3-Brompropin 3-bromo-1-propyn 3-bromo-propyn 3-bromopropyne 3-溴丙炔 3-溴丙炔;溴丙炔;炔丙基溴;3-溴-1-丙炔 G-BROMOALLYLENE PROPARGYL BROMIDE PROPARGYL BROMIDE SOLUTION, ~80% IN TOLU ENE, STAB. PROPARGYL BROMIDE, 80 WT. % SOLUTION IN TOLUENE Propargyl Bromide (Stablized with MgO) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
CAS Number106-96-7
Beilstein Registry Number605309
MDL NumberMFCD00000241
PubChem Substance ID7842
EC Number203-447-1
Reaxys-RN605309
Chemical Name Translation3-溴丙炔
Wiswesser Line NotationE2UU1
LabNetwork Molecule IDLN00196370
InChIInChI=1S/C3H3Br/c1-2-3-4/h1H,3H2
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分类

  • {Chemicalbook} 农药中间体: 杀虫剂中间体: 拟除虫菊酯类杀虫剂
  • {SNA} Alkynes, Building Blocks, Chemical Synthesis, Electronic Chemicals, Materials Science, Micro/NanoElectronics, Organic Building Blocks, Others, Terminal
  • {SNA} Alkynes, Building Blocks, Chemical Synthesis, Electronic Chemicals, Micro/NanoElectronics, Organic Building Blocks, Other Electronic Chemicals, Terminal, 材料科学
  • {SNA} Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal
  • {SNA} Alkynes, Building Blocks, Chemical Synthesis,

产品应用

  • 用于合成乙炔各种衍生物；医药工业用于制造抗霉菌药氯丙炔碘。用于制造丙炔胺（烯炔替代）。

相关文献及参考

  • Short: II/19b
  • Beilstein: 1,IV,964
  • Barbier-type reaction with aldehydes in aqueous THF gives the secondary alcohols in moderate to good yields: Synth. Commun., 25, 2923 (1995); partial rearrangement to the allene could occur; cf Allyl­ bromide, A11766, for similar reactions. For reaction with aldehydes in the presence of Zn in THF, and transformation of the resulting secondary alcohols into pyruvate esters, see: J. Chem. Chem. Commun ., 1289 (1991).
  • With Mg in ether, generates allenylmagnesium bromide which can be coupled with a further molecule of propargyl bromide to give the bis-allene 1,2,4,5-hexatetraene: Org. Synth. Coll., 7, 485 (1990). Diels-Alder reaction of the product with Dimethyl­ acetyl­enedicarboxyl­ate, A11437 leads to a para-cyclophane.
  • For diastereoselective propargylation of ɑ -alkoxy aldehydes and application in the synthesis of oxygenated acyclic natural products, see: J. Org. Chem., 60, 3257 (1995).
  • For conversion to dimethyl-2-propynylsulfonium bromide and condensation with 2,4-pentanedione and other active methylene compounds in a versatile, high-yield synthesis of substituted furans, see: J. Chem. Soc., Perkin 1, 65 (1973); Org. Synth. Coll ., 6, 31 (1988).

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H301 Toxic if swallowed 吞食有毒
  • H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
  • H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes 3 F,T F;T
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
  • P241+P242+P243
  • P242 Use only non-sparking tools. 只能使用无火花工具。
  • P243 Take precautionary measures against static discharge. 采取预防措施，防止静电放电。
  • 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。
  • 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。
  • P264+P265
  • 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。
  • 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
  • P301+P310+P330
  • P301+P316
  • P301+P330+P331
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P302+P361+P354
  • P303+P361+P353
  • P304+
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P305+P354+P338
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医，如果你觉得不舒服
  • P316
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P332+P317
  • P337+P313
  • P337+P317
  • 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
  • P362+P364
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P370+P378
  • P403+P233
  • P403+P235
  • 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
  • S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
  • S20 When using do not eat or drink 使用时，不得进食，饮水；
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
  • 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；
  • S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后，立即用大量…（由生产厂家指定）冲洗；
  • S33 Take precautionary measures against static discharges 对静电采取预防措施；
  • 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；
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/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）；
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
  • S62 If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label where possible 吞食后不要催吐：立即求医并出示该容器或标签；
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所；
Risk Statements
  • R11 Highly flammable 非常易燃
  • R25 Toxic if swallowed 吞咽有毒
  • R34 Causes burns 会导致灼伤
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R37 Irritating to respiratory system 刺激呼吸道
  • R48/20
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
  • R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
  • R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
UN Number 1993 2345
RTECSUK4375000
Storage condition +4°C 0-10 0-10°C 4 4℃ Light Sensitive Refrigerator 储存温度2-8℃,充氩保存 密封2-8°C保存。
Packing GroupII
Hazard Class3
Warnings 危化品目录(2015) 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 29 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   28ZEAL "Pesticide Index," Frear, E.H., ed., State College, PA, College
   Science Pub., 1969  Volume(issue)/page/year: 4,76,1969

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 53 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   BESAAT Bulletin of the Entomological Society of America.  (Entomological
   Soc. of America, 4603 Calvert Rd., College Park, MD 20740)  V.1-    1955-
   Volume(issue)/page/year: 12,161,1966

Restrict 危险品

其他信息

  • 图谱信息:3-溴丙炔(106-96-7)核磁图( 13 CNMR) 3-溴丙炔(106-96-7)红外图谱(IR1) 3-溴丙炔(106-96-7)核磁图( 1 HNMR) 3-溴丙炔(106-96-7)质谱(MS)
  • Acros Organics:炔丙基溴 Propargyl bromide, 80 wt% solution in toluene, stabilized(106-96-7)
  • 急性毒性:口服-大鼠 LDL0: 53 毫克/公斤
  • Hazard Note:Highly Flammable/Toxic/Corrosive
  • 爆炸物危险特性:与空气混合形成爆炸性混合物
  • 3-溴丙炔价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010248 3-溴丙炔 100ml 550元 2011/04/16 P1272 3-溴丙炔(80%的甲苯溶液,约9.2mol/L) Propargyl Bromide (80% in Toluene, ca. 9.2mol/L) 25G 319元 2011/04/16 P1272 3-溴丙炔(80%的甲苯溶液,约9.2mol/L) Propargyl Bromide (80% in Toluene, ca. 9.2mol/L) 500G 2690元
  • 敏感性:Light Sensitive
  • 方法二:由炔丙醇与溴化磷反应而得。将炔丙醇在冷却下加入吡啶，搅拌于-5℃缓缓滴加三溴化磷，反应温度维持在0℃以下。加毕，继续搅拌15min。然后，减压蒸馏，收集全部馏出液，在常压下再分馏一次，得成品。
  • 下游产品:2-丙烯基-3-甲基-4-羟基-2-环戊烯-1-酮 --> 2-氨基-4-戊炔腈 --> 盐酸特比萘芬 --> 2,4,5-三氯苯基-Β-丙炔醚 --> 氯丙炔碘
  • TCI Shanghai:3-溴丙炔(含稳定剂氧化镁) Propargyl Bromide (stabilized with MgO),>;97.0%(GC)(106-96-7)
  • 用途四:用于合成乙炔各种衍生物；医药工业用于制造抗霉菌药氯丙炔碘。用于制造丙炔胺（烯炔替代）。
  • 类别:易燃液体
  • 储运特性:库房通风低温干燥; 与氧化剂分开储运存
  • 可燃性危险特性:易燃; 受热分解有毒溴化物气体
  • 上游原料:2-丙炔-1-醇
  • 用途二:溴丙炔是拟除虫菊酯丙炔菊酯的中间体。
  • 溶于苯、乙醚、乙醇和氯仿。不易和水混溶。
  • MOL 文件:106-96-7.mol
  • 用途一:用于有机合成
  • 毒性分级:高毒
  • Sigma Aldrich:106-96-7(sigmaaldrich)
  • F:8
  • Alfa Aesar:溴化丙炔,97%,80%w/wintoluene Propargyl bromide, 97%, 80% w/w in toluene(106-96-7)
  • 灭火剂:水, 泡沫, 干粉, 二氧化碳, 砂土
  • 外观性质:无色至亮黄色液体, 有特殊刺激性气味。
  • 方法一:其制备方法是在反应瓶内加入溴化氢和溶剂，在CuBr及Cu催化剂存在下，在搅拌情况下滴加炔丙醇，滴完后略升温反应，然后后处理，精馏得溴丙炔。反应方程式：CH≡C—CH 2 OH+HBr→CH≡C—CH 2 Br+H 2 O 或用炔丙醇与(PhO) 3 PBr 2 在吡啶存在下反应也能得到产品。 或在干燥的炔丙醇中加入少量吡啶，在搅拌情况下于0℃滴加三溴化磷与少量的吡啶溶液，滴完后再搅拌20min，减压蒸馏得产品。反应方程式：CH≡C—CH 2 OH+PBr 3 →CH≡C—CH 2 Br
  • MSDS 信息:3-溴-1-丙炔(106-96-7).msds
  • 用途三:用于合成乙炔各种衍生物；医药工业用于制造抗霉菌药氯丙炔碘。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Alkynes 炔
  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Conjugation Chemistry: Azides, Alkynes 共轭化学 (叠氮化物，炔烃等)
  4. Functionalized Alkynes 功能性炔烃
  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Conjugation Chemistry: Azides, Alkynes 共轭化学 (叠氮化物，炔烃等)
  4. Functionalized Alkynes 功能性炔烃
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Alkynes 炔
  5. Terminal - Alkynes
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Alkynes 炔
  5. Internal
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Acetylenes 炔烃

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