1-pyrrolylborane | 45376-40-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-pyrrolylborane
• 英文别名: 1-boranyl-pyrrole；6,1-Borazaro-fulven；Pyrrol-1-ylborane
• CAS: 45376-40-7
• 化学式: C₄H₆BN
• 分子量: 78.9093
• InChiKey: SIWJDXLVEFVCSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.12
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2933990090

SDS

Name:	1-Pyrrolyl-borane 1m sol in THF. Material Safety Data Sheet
Synonym:	Borane-pyrrole; 1-Boryl-1H-pyrrol
CAS:	45376-40-7

Section 1 - Chemical Product MSDS Name:1-Pyrrolyl-borane 1m sol in THF. Material Safety Data Sheet
Synonym:Borane-pyrrole; 1-Boryl-1H-pyrrol

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
45376-40-7	1-Pyrrolyl-borane, 1m sol in THF.	ca. 100	unlisted

Hazard Symbols: XI F
Risk Phrases: 11 15 19 36/37

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable. Contact with water liberates extremely flammable gases. May form explosive peroxides. Irritating to eyes and respiratory system.Moisture sensitive.
Potential Health Effects
Eye:
Contact with eyes may cause severe irritation, and possible eye burns. Vapors may cause eye irritation.
Skin:
May cause skin irritation. May be absorbed through the skin in harmful amounts. Prolonged and/or repeated contact may cause defatting of the skin and dermatitis.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May cause headache. May cause unconsciousness. May be harmful if swallowed. May cause central nervous system depression.
Inhalation:
Inhalation of high concentrations may cause central nervous system effects characterized by nausea, headache, dizziness, unconsciousness and coma. Causes respiratory tract irritation. May cause narcotic effects in high concentration.
Chronic:
Prolonged or repeated eye contact may cause conjunctivitis.
Prolonged or repeated skin contact may cause defatting and dermatitis. May cause liver and kidney damage.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Discard contaminated clothing in a manner which limits further exposure.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
Vapors can travel to a source of ignition and flash back. Wear appropriate protective clothing to prevent contact with skin and eyes. Wear a self-contained breathing apparatus (SCBA) to prevent contact with thermal decomposition products. Extremely flammable liquid and vapor. Forms peroxides of unknown stability.
Extinguishing Media:
Do NOT use water directly on fire. Use water spray to cool fire-exposed containers. Use foam, dry chemical, or carbon dioxide.
Water may be ineffective.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Remove all sources of ignition.
Use a spark-proof tool.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. Use only in a chemical fume hood. Prevent build up of vapors to explosive concentration. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a cool place in the original container and protect from sunlight. Store in a tightly closed container.
Refrigerator/flammables.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits.
Exposure Limits CAS# 45376-40-7: Personal Protective Equipment Eyes: Wear safety glasses and chemical goggles if splashing is possible.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: -17 deg C ( 1.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: reacts with water
Specific Gravity/Density:
Molecular Formula: C4H6BN
Molecular Weight: 78.90

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Prolonged exposure to air and sunlight may form unstable peroxides.
Conditions to Avoid:
Prolonged exposure to air and sunlight may form unstable peroxides., incompatible materials, light, ignition sources, exposure to moist air or water.
Incompatibilities with Other Materials:
It is explosive with potassium hydroxide, sodium hydroxide, and sodium tetrahydroaluminate since caustic alkalies deplete the inhibitor. Reacts with potassium dioxide 2-aminophenol to form an explosive product. Reacts violently with metal halides. Forms explosive hydrogen gas with borane or lithium tetrahydroaluminate and reacts vigorously with bromine and calcium hydride+heat. Incompatible with sulfinyl chloride and oxidizing materials. Hazardous polymerization may occur in the presence of cationic initiators such as strong proton acids or selected Lewis acids.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, oxides of boron, borane.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 45376-40-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Pyrrolyl-borane, 1m sol in THF. - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Blue-green algae, growth inhibition microcystis=225 mg/L (PH=7); Protozoa, cell multiplication inhibition test=858 mg/L.

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: WATER-REACTIVE LIQUID, N.O.S.*
Hazard Class: 4.3
UN Number: 3148
Packing Group: III
IMO
Shipping Name: WATER-REACTIVE LIQUID, N.O.S.
Hazard Class: 4.3
UN Number: 3148
Packing Group: III
RID/ADR
Shipping Name: WATER-REACTIVE LIQUID, N.O.S.
Hazard Class: 4.3
UN Number: 3148
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI F
Risk Phrases:
R 11 Highly flammable.
R 15 Contact with water liberates extremely
flammable gases.
R 19 May form explosive peroxides.
R 36/37 Irritating to eyes and respiratory system.
Safety Phrases:
S 7/8 Keep container tightly closed and dry.
S 16 Keep away from sources of ignition - No
smoking.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 39 Wear eye/face protection.
WGK (Water Danger/Protection)
CAS# 45376-40-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 45376-40-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 45376-40-7 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,4-二氧六环 、 1-pyrrolylborane 、 sodium hydride 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Gyoeri, B.; Emri, J.; Szarvas, P., Acta Chimica Academiae Scientiarum Hungaricae, 1975, vol. 86, p. 235 - 248

  摘要：

  DOI：
• 作为产物：
  描述：

  吡咯 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 1-pyrrolylborane
  参考文献：
  名称：

  氨基硼氢化锂16.单体和二聚氨基硼烷的合成与反应§

  摘要：

  氨基硼烷是在环境条件下由相应的氨基硼氢化锂（LABs）与甲基碘，三甲基甲硅烷基氯（TMS-Cl）或苄基氯的反应原位合成的。在己烷中，使用甲基碘的反应产生氨基硼烷和甲烷，而在四氢呋喃（THF）中，该反应产生胺-硼烷（R 1 R 2 HN：BH 3）作为主要产物。i Pr-LAB与TMS-Cl或苄基氯的反应仅产生二异丙基氨基硼烷[BH 2 -N（i Pr）2在25°C下在THF中和在己烷中]。由于烷基的空间要求，二异丙基氨基硼烷和二环己基氨基硼烷作为单体存在。研究的所有其他氨基硼烷在空间上均不足以成为溶液中的单体，而是以单体和二聚体的混合物形式存在。二聚体是通过硼-氮配位形成的四元环。通常，氨基硼烷不是硼氢化试剂。但是，单体氨基硼烷，例如BH 2 -N（i Pr）2，可以在催化量的LiBH 4存在下还原腈。该BH 2 -N（i Pr）2 / LiBH 4还原体系还可以还原酮，醛和酯。由i Pr

  DOI：

  10.1021/jo702271c
• 作为试剂：
  描述：

  苯乙烯 在 sodium hydroxide 、 1-pyrrolylborane 、 双氧水 作用下， 以86.4%的产率得到苯乙醇
  参考文献：
  名称：

  1-Pyrrolylborane-Tetrahydrofuran Complex; A New Bifunctional Hydroborating Agent

  摘要：

  DOI：

  10.1055/s-1981-29389

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.8, 10.3, page 154 - 157
  作者：

  DOI：——

  日期：——
• Hydrolysis of cyano(pyrrolyl-1)borates
  作者：József Emri、Béla Györi

  DOI：10.1016/s0277-5387(00)84386-7

  日期：1983.1
• Lithium Aminoborohydrides 16. Synthesis and Reactions of Monomeric and Dimeric Aminoboranes
  作者：Lubov Pasumansky、Dustin Haddenham、Jacob W. Clary、Gary B. Fisher、Christian T. Goralski、Bakthan Singaram

  DOI：10.1021/jo702271c

  日期：2008.3.1

  coordination. In general aminoboranes are not hydroborating reagents. However, monomeric aminoboranes, such as BH2-N(iPr)2, can reduce nitriles in the presence of catalytic amounts of LiBH4. This BH2-N(iPr)2/LiBH4 reducing system also re-duces ketones, aldehydes, and esters. Diisopropylaminoborane, synthesized from iPr-LAB, can be converted into boronic acids by a palladium-catalyzed reaction with aryl

  氨基硼烷是在环境条件下由相应的氨基硼氢化锂（LABs）与甲基碘，三甲基甲硅烷基氯（TMS-Cl）或苄基氯的反应原位合成的。在己烷中，使用甲基碘的反应产生氨基硼烷和甲烷，而在四氢呋喃（THF）中，该反应产生胺-硼烷（R 1 R 2 HN：BH 3）作为主要产物。i Pr-LAB与TMS-Cl或苄基氯的反应仅产生二异丙基氨基硼烷[BH 2 -N（i Pr）2在25°C下在THF中和在己烷中]。由于烷基的空间要求，二异丙基氨基硼烷和二环己基氨基硼烷作为单体存在。研究的所有其他氨基硼烷在空间上均不足以成为溶液中的单体，而是以单体和二聚体的混合物形式存在。二聚体是通过硼-氮配位形成的四元环。通常，氨基硼烷不是硼氢化试剂。但是，单体氨基硼烷，例如BH 2 -N（i Pr）2，可以在催化量的LiBH 4存在下还原腈。该BH 2 -N（i Pr）2 / LiBH 4还原体系还可以还原酮，醛和酯。由i Pr
• Gyoeri, B.; Emri, J.; Szarvas, P., Acta Chimica Academiae Scientiarum Hungaricae, 1975, vol. 86, p. 235 - 248
  作者：Gyoeri, B.、Emri, J.、Szarvas, P.

  DOI：——

  日期：——