3-溴-1,2-并二酚 | 4704-77-2

• 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
• 中文名称: 3-溴-1,2-并二酚
• 中文别名: 3-溴-1,2-丙二醇；3-溴-1,2-丙烷二醇
• 英文名称: 1-bromo-2,3-propanediol
• 英文别名: 3-bromo-1,2-propanediol；3-bromopropane-1,2-diol
• CAS: 4704-77-2
• 化学式: C₃H₇BrO₂
• 分子量: 154.991
• InChiKey: SIBFQOUHOCRXDL-UHFFFAOYSA-N

物化性质

• 沸点：
  72-75 °C0.2 mm Hg(lit.)
• 密度：
  1.771 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容的材料接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• WGK Germany：
  3
• 海关编码：
  29055998
• RTECS号：
  TY3360000
• 包装等级：
  III
• 危险类别：
  8
• 危险品运输编号：
  UN 1760 8/PG 2
• 危险标志：
  GHS05
• 危险性描述：
  H314
• 危险性防范说明：
  P280,P305 + P351 + P338,P310
• 储存条件：
  密封储存于阴凉、干燥的库房，并在需要时冷藏保存在4℃。

SDS

Name:	3-Bromo-1 2-Propanediol 97% Material Safety Data Sheet
Synonym:	Bromodeoxyglycerol; Alpha-Bromohydrin; Glycerol Bromohydrin; Monobromoglycerol
CAS:	4704-77-2

Section 1 - Chemical Product MSDS Name:3-Bromo-1 2-Propanediol 97% Material Safety Data Sheet
Synonym:Bromodeoxyglycerol; Alpha-Bromohydrin; Glycerol Bromohydrin; Monobromoglycerol

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4704-77-2	3-Bromo-1,2-Propanediol	97%	225-186-2

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

---

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.
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.
Inhalation:
Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:
Treat symptomatically and supportively.

---

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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray to cool fire-exposed containers. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

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. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.)

---

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# 4704-77-2: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Viscous liquid
Color: clear colorless to yellow - brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 72 - 75 deg C @ .20
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: > 110 deg C (> 230.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.7710g/cm3
Molecular Formula: C3H7BrO2
Molecular Weight: 154.99

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents, acid anhydrides, acid chlorides.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4704-77-2: TY3360000 LD50/LC50:
Not available.
Carcinogenicity:
3-Bromo-1,2-Propanediol - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

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.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 4704-77-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4704-77-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4704-77-2 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：羰基功能保护剂。

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  环氧溴丙烷	1,2-Epoxy-3-bromopropane	3132-64-7	C3H5BrO	136.976
  2,3-二溴-1-丙醇	2,3-Dibromopropan-1-ol	96-13-9	C3H6Br2O	217.888

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  (S)-3-溴-1,2-丙二醇	(2S)(+)-3-bromo-1,2-propanediol	137490-63-2	C3H7BrO2	154.991
  ——	3-Bromolactic acid, (R)-	29576-79-2	C3H5BrO3	168.975

反应信息

• 作为反应物：
  描述：

  3-溴-1,2-并二酚 在 硫酸 、 硝酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以45%的产率得到3-Bromopropane-1,2-diol dinitrate
  参考文献：
  名称：

  Synthesis of novel organic nitrate esters: guanylate cyclase activation and tissue relaxation

  摘要：

  报告了四种新型含硫硝酸酯的合成以及鸟苷酸环化酶激活和组织松弛的数据。

  DOI：

  10.1039/p19960001073
• 作为产物：
  描述：

  烯丙醇 在 2,4,6-三溴-1,3,5-三嗪 、 N-甲基吗啉氧化物 作用下， 以 氯仿 为溶剂， 以85%的产率得到3-溴-1,2-并二酚
  参考文献：
  名称：

  研究成的反应Ñ -methylmorpholine- Ñ与氰尿酰氯氧化物（NMMO）及其水合物

  摘要：

  N-甲基吗啉-N-氧化物（NMMO，1a）与氰尿酰氯（2）之间的反应过程严格取决于氧化胺的水合物水含量。在固相中，两种物质都会发生爆炸状的极度放热反应。在溶液中，此过程变得可控，并导致NMMO定量降解为吗啉和甲醛，其中2仅用作诱导剂。该反应可以以实现干净的脱氧脱甲基的方式进行。NMMO（1b）的一水合物在2的作用下定量转化为N-甲基吗啉和次氯酸。。该转化可用于合成中以使叔胺N-氧化物一水合物脱氧，或在非水有机介质中以较高的收率生产氯醇。NMMO（1c）的半半水合物在消耗水的情况下与2反应，直到存在非水合的NMMO，然后将其进一步转化为吗啉和HCHO，就像将1a直接用作起始原料一样。

  DOI：

  10.1016/s0040-4020(02)01291-7

文献信息

• Cyanine dyes, new potent antitumor agents.
  作者：ISAO MINAMI、YOSHIO KOZAI、HIROAKI NOMURA、TAZUKO TASHIRO

  DOI：10.1248/cpb.30.3106

  日期：——

  Antitumor agents of a new structural type are reported. A number of cyanines with mono-, di- and tricyclic nuclei, merocyanines and oxonols have been i. p. screened for antitumor activity against P388 leukemia and B16 melanoma. Among these compounds, monomethin-, trimethin- and pentamethincyanines having naphthothiazole, naphthoxazole and benzindole nuclei resulted in a significant prolongation of the survival time of tumor-bearing mice. Replacement of the conjugated chain system between the terminal two nuclei with a saturated aliphatic chain produced a marked decrease in the antitumor activity. Structure-activity relationships are discussed.

  报道了一类新结构类型的抗肿瘤剂。对多种含单、双和三环核的菁染料、部花菁和锇菁进行了腹腔内筛选，以评估它们对P388白血病和B16黑色素瘤的抗肿瘤活性。在这些化合物中，具有萘并噻唑、萘并噁唑和苯并吲哚核的单甲川、三甲川和五甲川菁染料显著延长了荷瘤小鼠的生存时间。将末端两个核之间的共轭链体系替换为饱和脂肪链会导致抗肿瘤活性的明显下降。文中讨论了结构-活性关系。
• COMPOSITIONS AND METHODS FOR ENHANCING CELLULAR UPTAKE AND INTRACELLULAR DELIVERY OF LIPID PARTICLES
  申请人：Lin Paulo J.C.

  公开号：US20120264810A1

  公开（公告）日：2012-10-18

  Compositions, methods and compounds useful for enhancing the uptake of a lipid particle b\ a cell are described In particular embodiments, the methods of the invention include contacting a cell with a lipid particle and a compound that binds a Na+/K+ ATPase to enhance uptake of the lipid particle b\ the cell Related compositions useful in practicing methods include lipid particles comprising a conjugated compound that enhances uptake of the lipid particles b\ the cell The methods and compositions are useful in delivering a therapeutic agent to a cell, e g for the treatment of a disease or disorder in a subject

  描述了用于增强细胞对脂质粒的摄取的组成物、方法和化合物。在特定的实施例中，发明的方法包括将细胞与脂质粒和一种与Na+/K+ ATPase结合的化合物接触，以增强细胞对脂质粒的摄取。在实践方法中使用的相关组成物包括包含一种共轭化合物的脂质粒，该共轭化合物增强细胞对脂质粒的摄取。这些方法和组成物可用于将治疗剂递送到细胞中，例如用于治疗主体中的疾病或失调。
• 1-ALKENYL THIOETHERS
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04086278A1

  公开（公告）日：1978-04-25

  1-Alkenyl thioethers of glycols are described. The alkenyl thioethers possess central nervous system activity and are useful as tranquilizers.

  1- 烯基巯基甘油醚被描述。这些烯基巯基醚具有中枢神经系统活性，并且作为镇静剂很有用。
• Hydrolytic Kinetic Resolution of Epoxides Catalyzed by Chromium(III)-endo,endo-2,5-diaminonorbornane-salen [Cr(III)-DIANANE-salen] Complexes. Improved Activity, Low Catalyst Loading
  作者：Albrecht Berkessel、Erkan Ertürk

  DOI：10.1002/adsc.200606181

  日期：2006.12

  The hydrolytic kinetic resolution (HKR) of terminal epoxides, using chiral chromium(III)-salen catalysts based on DIANANE (endo,endo-2,5-diaminonorbornane), was studied. A broad substrate scope was found for the chromium(III)-DIANANE catalysts, and very low loadings (down to 0.05 mol %) were needed to achieve high enantiomeric purities of both the remaining epoxides and the product diols (up to >99 %

  研究了基于DIANANE（内，内--2,5-二氨基降冰片烷）的手性铬（III）-salen催化剂对末端环氧化物的水解动力学拆分（HKR）。发现铬（III）-二亚胺催化剂具有广泛的底物范围，并且需要极低的负载量（低至0.05 mol％）以实现剩余的环氧化物和产物二醇的高对映体纯度（最高> 99％ee））。除单取代的环氧化物外，在电子调谐的铬（III）-二亚胺的存在下，可以以不对称的方式用水将2-甲基-2-正戊基环氧乙烷（2,2-二取代的环氧化物的一个例子）开环。复杂的。
• Towards the improvement of the synthesis of novel 4(5)-aryl-5(4)-heteroaryl-2-thio-substituted imidazoles and their p38 MAP kinase inhibitory activity
  作者：Stefan Laufer、Pierre Koch

  DOI：10.1039/b717605h

  日期：——

  A series of 2-alkylsulfanyl-4-(4-fluorophenyl)-5-(2-aminopyridin-4-yl)-substituted imidazoles was prepared and interaction possibilities of the 2-thioether moiety with phosphate/ribose binding pockets of p38 MAP kinase were investigated. Introduction of the alkyl/benzyl amino function at the pyridine moiety was carried out via nucleophilic substitution or via palladium catalyzed aryl-C-N-bond formation

  制备了一系列的2-烷基硫烷基-4-（4-氟苯基）-5-（2-氨基吡啶-4-基）取代的咪唑，并且将2-硫醚部分与p38 MAP激酶的磷酸/核糖结合口袋相互作用的可能性被调查了。通过亲核取代或通过钯催化的芳基-CN-键形成在吡啶部分引入烷基/苄基氨基官能团。

表征谱图