(R)-1,4-dibromo-2-butanol | 19398-47-1

• 物质功能分类: 化学试剂 - 有机试剂 - 脂肪醇
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (R)-1,4-dibromo-2-butanol
• 英文别名: (R)-1,4-dibromobutan-2-ol；(2R)-1,4-dibromobutan-2-ol
• CAS: 19398-47-1；64028-90-6；68295-81-8
• 化学式: C₄H₈Br₂O
• 分子量: 231.915
• InChiKey: PSSRAPMBSMSACN-SCSAIBSYSA-N

物化性质

• 沸点：
  114-115 °C/13 mmHg (lit.)
• 密度：
  2.001 g/mL at 25 °C (lit.)
• 闪点：
  113 °C
• 稳定性/保质期：

  远离氧化物、高温和湿气或潮湿。

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• WGK Germany：
  3
• 安全说明：
  S24/25
• 储存条件：
  室温且干燥环境下使用。

SDS

Name:	(S)-1 4-Dibromo-2-Butanol 96% Material Safety Data Sheet
Synonym:	None Known
CAS:	64028-90-6

Section 1 - Chemical Product MSDS Name:(S)-1 4-Dibromo-2-Butanol 96% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
64028-90-6	(S)-1,4-Dibromo-2-Butanol	96%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Moisture sensitive.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide. Use agent most appropriate to extinguish fire. Do NOT get water inside containers.

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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. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation. Do not get water inside containers.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Keep from contact with moist air and steam.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

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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 ventilation to keep airborne concentrations low.
Exposure Limits CAS# 64028-90-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
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: Clear liquid
Color: light brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 114 - 115 deg C @ 13mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density: 2.001
Molecular Formula: C4H8Br2O
Molecular Weight: 231.91

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
High temperatures, incompatible materials, dust generation, strong oxidants, exposure to moist air or water.
Incompatibilities with Other Materials:
Moisture, oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 64028-90-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(S)-1,4-Dibromo-2-Butanol - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 64028-90-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 64028-90-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 64028-90-6 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

制备方法与用途

有机太阳能电池（OPV）材料

反应信息

• 作为反应物：
  描述：

  苯乙酸 、 (R)-1,4-dibromo-2-butanol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以99%的产率得到(R)-1,4-dibromobutan-2-yl 2-phenyl acetate
  参考文献：
  名称：

  [EN] HISTONE DEACETYLASE INHIBITORS AND COMPOSITIONS AND METHODS OF USE THEREOF
  [FR] INHIBITEURS D'HISTONE DÉSACÉTYLASE, ET COMPOSITIONS ET MÉTHODES D'UTILISATION ASSOCIÉES

  摘要：

  提供了一些组蛋白去乙酰化酶（HDAC）抑制剂，其化学公式为I，包括它们的组合物及使用方法。

  公开号：

  WO2014159224A1
• 作为产物：
  描述：

  (R)-(+)-1,2,4-丁三醇 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以35%的产率得到(R)-1,4-dibromo-2-butanol
  参考文献：
  名称：

  包含全碳四元立体异构中心的环戊酮构建基的分子间和分子内环化策略

  摘要：

  （合成小号）- 2-甲基-3-氟苯基环戊酮甲酯（1个小号） - 1已经通过在多克规模两者间和分子内烷基化反应，使用手性池试剂来实现的。分子内变体是手性的新颖的示例双-electrophile与碳亲核试剂反应，以形成对映体纯的全碳季中心。

  DOI：

  10.1021/acs.orglett.5b00207

文献信息

• [EN] HISTONE DEACETYLASE INHIBITORS AND COMPOSITIONS<br/>[FR] INHIBITEURS D'HISTONE DÉSACÉTYLASE, ET COMPOSITIONS ET MÉTHODES D'UTILISATION DE CEUX-CI
  申请人：CHDI FOUNDATION INC

  公开号：WO2014159218A1

  公开（公告）日：2014-10-02

  Provided are certain histone deacetylase (HDAC) inhibitors of Formula (I), compositions thereof, and methods of their use.

  提供了某些Formula (I)的组织脱乙酰酶（HDAC）抑制剂，其组成物和使用方法。
• A Highly Efficient Asymmetric Synthesis of Vernakalant
  作者：John Limanto、Eric R. Ashley、Jingjun Yin、Gregory L. Beutner、Brendan T. Grau、Amude M. Kassim、Mary M. Kim、Artis Klapars、Zhijian Liu、Hallena R. Strotman、Matthew D. Truppo

  DOI：10.1021/ol501002a

  日期：2014.5.16

  transformations involve (1) an efficient zinc-amine-promoted etherification, (2) a highly stereoselective enzyme-catalyzed dynamic asymmetric transamination to set up the two contiguous chiral centers in the cyclohexane ring, and (3) a pyrrolidine ring formation via alkyl-B(OH)2-catalyzed amidation and subsequent imide reduction.

  描述了vernakalant的新型合成。使用廉价且容易获得的试剂，关键的转化涉及（1）有效的锌胺促进的醚化反应;（2）高度立体选择性的酶催化的动态不对称氨基转移，以在环己烷环中建立两个连续的手性中心，以及（ 3）经由烷基-B（OH）2催化的酰胺化和随后的酰亚胺还原形成吡咯烷环。
• An efficient chiral synthesis of (+)-sesbanine
  作者：Kiyoshi Tomioka、Kenji Koga

  DOI：10.1016/s0040-4039(00)92596-6

  日期：1980.1
• [EN] PROCESS FOR PREPARING AMINOCYCLOHEXYL ETHER COMPOUNDS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE COMPOSÉS D'ÉTHER D'AMINOCYCLOHEXYLE
  申请人：MERCK SHARP & DOHME

  公开号：WO2012024100A3

  公开（公告）日：2012-04-12
• TOMIOKA, KIYOSHI;KOGA, KENJI, TETRAHEDRON, 44,(1988) N 14, C. 4351-4355
  作者：TOMIOKA, KIYOSHI、KOGA, KENJI

  DOI：——

  日期：——