草酰溴 | 15219-34-8

• 物质功能分类: 化学试剂 - 有机试剂 - 酰卤
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 中文名称: 草酰溴
• 英文名称: Oxalyl bromide
• 英文别名: oxalyl dibromide；Ethanedioyl dibromide
• CAS: 15219-34-8
• 化学式: C₂Br₂O₂
• 分子量: 215.829
• InChiKey: JAZLVNXWYDFQFE-UHFFFAOYSA-N

物化性质

• 熔点：
  -19 °C (lit.)
• 沸点：
  16-17 °C/10 mmHg (lit.)
• 密度：
  1.517 g/mL at 25 °C
• 闪点：
  -19°C
• 溶解度：
  可溶于苯（少量）、氯仿
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 副作用

Dermatotoxin - 皮肤烧伤。

Dermatotoxin - Skin burns.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 危险等级：
  8
• 危险品标志：
  C,T
• 安全说明：
  S26,S27,S28,S36/37/39,S45
• 危险类别码：
  R23/24/25
• WGK Germany：
  3
• 海关编码：
  2917190090
• 包装等级：
  II
• 危险标志：
  GHS05,GHS07,GHS08
• 危险性描述：
  H314,H335,H336,H351,H373
• 危险性防范说明：
  P261,P280,P305 + P351 + P338,P310
• 储存条件：
  存放于4℃阴凉干燥处

SDS

Name:	Oxalyl bromide 98% Material Safety Data Sheet
Synonym:
CAS:	15219-34-8

Section 1 - Chemical Product MSDS Name:Oxalyl bromide 98% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
15219-34-8	OXALYL BROMIDE		239-271-7

Hazard Symbols: C
Risk Phrases: 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.The toxicological properties of this material have not been fully investigated.Cancer suspect agent.Light sensitive.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns. Lachrymator (substance which increases the flow of tears).
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes chemical burns to the respiratory tract. The toxicological properties of this substance have not been fully investigated.
Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema.
Chronic:
Not available.

---

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:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:

---

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.
Extinguishing Media:
Do NOT use water directly on fire. Use carbon dioxide or dry chemical.

---

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.

---

Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Do not store in direct sunlight. Store in a tightly closed container. Store in a dry area. Keep under a nitrogen blanket. Keep refrigerated. (Store below 4C/39F.)

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 15219-34-8: 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: Liquid
Color: clear golden
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 102 - 103 deg C @ 720.00mm Hg
Freezing/Melting Point: -19 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: reacts with water
Specific Gravity/Density:
Molecular Formula: C2Br2O2
Molecular Weight: 215.83

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, light, exposure to moist air or water.
Incompatibilities with Other Materials:
Bases, oxidizing agents, alcohol, steel.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 15219-34-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
OXALYL BROMIDE - Not listed by ACGIH, IARC, or NTP.

---

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
Shipping Name: CORROSIVE LIQUID, N.O.S.*
Hazard Class: 8
UN Number: 1760
Packing Group: II
IMO
Shipping Name: CORROSIVE LIQUID, N.O.S.
Hazard Class: 8
UN Number: 1760
Packing Group: II
RID/ADR
Shipping Name: CORROSIVE LIQUID, N.O.S.
Hazard Class: 8
UN Number: 1760
Packing group: II

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 25 Avoid contact with eyes.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 15219-34-8: No information available.
Canada
CAS# 15219-34-8 is listed on Canada's NDSL List.
CAS# 15219-34-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 15219-34-8 is listed on the TSCA inventory.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途是将环戊烷-1,3-二酮转化为3-溴环戊烯-2-酮。

反应信息

• 作为反应物：
  描述：

  草酰溴 生成 溴
  参考文献：
  名称：

  Staudinger; Anthes, Chemische Berichte, 1913, vol. 46, p. 1435

  摘要：

  DOI：
• 作为产物：
  描述：

  草酸 在 五溴化磷 、 三溴氧磷 作用下， 生成 草酰溴
  参考文献：
  名称：

  Staudinger; Anthes, Chemische Berichte, 1913, vol. 46, p. 1435

  摘要：

  DOI：
• 作为试剂：
  描述：

  5-甲基-3-羟基环己-2-烯酮 在 草酰溴 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以94%的产率得到3-bromo-5-methylcyclohex-2-enone
  参考文献：
  名称：

  (+)-Nankakurine A和B和(±)-5-epi-Nankakurine A的全合成

  摘要：

  石松生物碱 (+)-nankakurine A ( 2 )、(+)-nankakurine B ( 3 ) 和最初声称的 nankakurine A结构1的首次全合成完成。2和3的合成具有苛刻的分子内偶氮甲亚胺环加成反应，这是生成八氢-3,5-乙醇喹啉部分并在螺哌啶环接点处安装正确相对构型的关键步骤。环化前驱体由八氢萘酮50制备，由烯酮(+)- 9和二烯48组装而成。通过阳离子 Diels-Alder 反应。Diels-Alder 反应物分别由 5-hexyn-1-ol ( 16 ) 和 (+)-pulegone ( 49 )合成。的四环环系统1使用了前所未有的氮封端的氮杂环化的Prins级联生成。(+)-nankakurine A ( 2 ) 和 (+)-nankakurine B ( 3 )的对映选择性全合成确定了这些生物碱的相对和绝对构型，并且足够简洁，大量的2和3为生物学研究做准备。(+)-Nankakurine

  DOI：

  10.1021/jo101619d

文献信息

• Process for the preparation of substituted benzophenones
  申请人：BASF Corporation

  公开号：US20010031753A1

  公开（公告）日：2001-10-18

  There is provided an efficient and effective process for the preparation of a compound of formula I (I) 1 via the acylation of the appropriate substituted benzene substrate in the presence of graphite, optionally in the presence of FeCl 3 . Compounds of formula I are useful as intermediates in the manufacture of agrichemical agents.

  提供了一种有效且高效的工艺，用于制备公式I(I)1所示的化合物，即通过在石墨存在下对适当的取代苯基底物进行酰化，可选地在FeCl3存在下进行。公式I的化合物在制造农用化学品剂时作为中间体非常有用。
• Modified kojibiosides analogues
  申请人：Alberta Research Council

  公开号：US05633233A1

  公开（公告）日：1997-05-27

  Disclosed are novel analogues of kojibiose and pharmaceutical compositions comprising such analogues.

  公开的是曲酸的新颖类似物以及包含这些类似物的药物组合物。
• [EN] N-SUBSTITUTED HETEROCYCLIC DERIVATIVES AS KINASE INHIBITORS<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES N-SUBSTITUÉS À TITRE D'INHIBITEURS DE KINASES
  申请人：AURIGENE DISCOVERY TECH LTD

  公开号：WO2014125410A1

  公开（公告）日：2014-08-21

  The present invention provides N-substituted novel heterocyclic derivatives of formula (I) as protein kinase inhibitors, in which R1, R2 and 'n' have the same meanings given in the specification, and pharmaceutically acceptable salts thereof that are useful in the treatment and prevention in diseases or disorder, in particular their use in diseases or disorder where there is an advantage in inhibiting kinase enzyme, more particularly BTK enzyme. The present invention also provides methods for synthesizing and administering the kinase inhibitor compounds. The present invention also provides pharmaceutical formulations comprising at least one of the kinase inhibitor compounds together with a pharmaceutically acceptable carrier, diluent or excipient therefor.

  本发明提供了式（I）的N-取代新异环衍生物作为蛋白激酶抑制剂，其中R1、R2和'n'的含义与规范中给出的含义相同，并且其药学上可接受的盐在治疗和预防疾病或紊乱方面具有用处，特别是它们在抑制激酶酶有优势的疾病或紊乱中的用途，更特别是BTK酶。本发明还提供了合成和给予激酶抑制剂化合物的方法。本发明还提供了包含至少一种激酶抑制剂化合物的药物配方，以及药学上可接受的载体、稀释剂或赋形剂。
• Process for the preparation of 2-substituted and 2,3-disubstituted
  申请人：Hoffmann-La Roche Inc.

  公开号：US05399712A1

  公开（公告）日：1995-03-21

  The invention relates to a process for the manufacture of substituted maleimides of the formula ##STR1## wherein R.sup.1 is alkyl, aryl or heteroaryl and R.sup.2 is hydrogen, alkyl, alkoxycarbonyl, aryl or heteroaryl, by reacting an activated glyoxylate of the formula ##STR2## wherein R.sup.1 has the above significance and X is a leaving atom or group, with an imidate of the formula ##STR3## wherein R.sup.2 has the above significance, R.sup.3 is alkyl, aryl or trialkylsilyl and Y is oxygen or sulfur, in the presence of a base and, after treating the resulting reaction product obtained in which R.sup.2 is hydrogen or alkyl with a strong base, hydrolyzing and dehydrating the resulting hydroxy-pyrrolinone of the formula ##STR4## wherein R.sup.1, R.sup.2, R.sup.3 and Y have the above significance. The substituted maleimides of formula I are pharmacologically active, for example as protein kinase C inhibitors and which a useful, for example, in the treatment and prophylaxis of inflammatory, immunological, bronchopulmonary and cardiovascular disorders, or as antiproliferative agents useful, for example, in the treatment of immune diseases and allergic disorders.

  该发明涉及一种制备式为##STR1##的取代马来酰亚胺的方法，其中R.sup.1是烷基、芳基或杂环芳基，R.sup.2是氢、烷基、烷氧羰基、芳基或杂环芳基，通过将式为##STR2##的活化的甘醇酸酯与式为##STR3##的亚胺在碱存在下反应，其中R.sup.1具有上述含义，X是一个脱离原子或基团，然后处理所得的反应产物，其中R.sup.2是氢或烷基，用强碱处理后，水解和脱水所得的式为##STR4##的羟基吡咯烷酮，其中R.sup.1、R.sup.2、R.sup.3和Y具有上述含义。式I的取代马来酰亚胺在药理学上具有活性，例如作为蛋白激酶C抑制剂，可用于治疗和预防炎症、免疫、支气管肺部和心血管疾病，或作为抗增殖剂，例如用于治疗免疫性疾病和过敏性疾病。
• (Halo-benzo carbonyl)heterocyclo fused phenyl p38 kinase inhibiting agents
  申请人：——

  公开号：US20030092712A1

  公开（公告）日：2003-05-15

  Compounds described by the chemical formula (I) or a pharmaceutically acceptable salt thereof: 1 are inhibitors of p38 useful in the treatment of inflammatory diseases such as arthritis.

  根据化学公式(I)或其药物可接受的盐描述的化合物： 1 是p38的抑制剂，可用于治疗类风湿性关节炎等炎症性疾病。