苯甲酰基叠氮化物 | 582-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苯甲酰基叠氮化物
• 中文别名: 苯甲醯疊氮；疊氮化苯甲醯
• 英文名称: benzoyl azide
• 英文别名: benzoic acid azide；azidobenzoic acid
• CAS: 582-61-6
• 化学式: C₇H₅N₃O
• 分子量: 147.136
• InChiKey: PJHUABJTDFXYRQ-UHFFFAOYSA-N

物化性质

• 熔点：
  32°C
• 沸点：
  267.22°C (rough estimate)
• 密度：
  1.1680
• 闪点：
  -33℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  通风、低温、干燥

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Benzoyl azide solution
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Flammable liquids (Category 2), H225
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - repeated exposure (Category 1), H372
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
F Highly flammable R11
T Toxic R48/23/24/25
Xi Irritant R38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Danger
Hazard statement(s)
H225 Highly flammable liquid and vapour.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H372 Causes damage to organs through prolonged or repeated exposure.
Precautionary statement(s)
P210 Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P314 Get medical advice/ attention if you feel unwell.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s) F Highly flammable
T Toxic
R-phrase(s)
R11 Highly flammable.
R38 Irritating to skin.
R48/23/24/25 Toxic: danger of serious damage to health by prolonged exposure
through inhalation, in contact with skin and if swallowed.
S-phrase(s)
S16 Keep away from sources of ignition - No smoking.
Other hazards - none

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SECTION 3: Composition/information on ingredients
Mixtures
Synonyms : Benzoic acid azide solution
Benzazide solution
Molecular Weight : 147,13 g/mol
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
tert-Butyl methyl ether
CAS-No. 1634-04-4 Flam. Liq. 2; Skin Irrit. 2; 50 - 100 %
EC-No. 216-653-1 H225, H315
Index-No. 603-181-00-X
Benzoyl azide
CAS-No. 582-61-6 Self-react. B; Skin Irrit. 2; Eye 10 - 20 %
Irrit. 2; STOT RE 1; H241,
H315, H319, H372
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
tert-Butyl methyl ether
CAS-No. 1634-04-4 F, Xi, R11 - R38 50 - 100 %
EC-No. 216-653-1
Index-No. 603-181-00-X
Benzoyl azide
CAS-No. 582-61-6 T, R 5 - R36/38 - 10 - 20 %
R48/23/24/25
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Take victim immediately to hospital. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13).
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Recommended storage temperature: -20 °C
Light sensitive. Over time, pressure may increase causing containers to burst
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0,4 mm
Break through time: 120 min
Material tested:Camatril® (KCL 730 / Z677442, Size M)
data source: KCL GmbH, D-36124 Eichenzell, phone [phone], test method: EN374
If used in solution, or mixed with other substances, and under conditions which differ from EN 374,
contact the supplier of the CE approved gloves. This recommendation is advisory only and must
be evaluated by an industrial hygienist and safety officer familiar with the specific situation of
anticipated use by our customers. It should not be construed as offering an approval for any
specific use scenario.
Body Protection
Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type
of protective equipment must be selected according to the concentration and amount of the
dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: clear, liquid
Colour: colourless
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
Heat, flames and sparks. Extremes of temperature and direct sunlight.
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
LD50 Oral - rat - 4.000 mg/kg (tert-Butyl methyl ether)
LC50 Inhalation - rat - 4 h - 23576 ppm (tert-Butyl methyl ether)
Skin corrosion/irritation
Skin - rabbit
Result: Skin irritation
Serious eye damage/eye irritation
Eyes - rabbit (tert-Butyl methyl ether)
Result: No eye irritation
Respiratory or skin sensitisation
Will not occur (tert-Butyl methyl ether)
Germ cell mutagenicity
no data available (tert-Butyl methyl ether)
Carcinogenicity
IARC: 3 - Group 3: Not classifiable as to its carcinogenicity to humans (tert-Butyl methyl ether)
Reproductive toxicity
no data available (tert-Butyl methyl ether)
Specific target organ toxicity - single exposure
no data available (tert-Butyl methyl ether)
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available (tert-Butyl methyl ether)
Additional Information
RTECS: Not available
Nausea, Vomiting, Dizziness, Central nervous system depression, Aspiration or inhalation may cause
chemical pneumonitis., MTBE (methyl-tert-butyl ether) is reported to metabolize to tert-butyl alcohol and
formaldehyde by microsomal demethylation, MTBE (methyl-tert-butyl ether) should be considered a
"potential human carcinogen" due to an increase in leydig interstitial cell tumors of testes in male rats and
an increase in lymphomas, leukemias, and uterine sarcomas in female rats., In another unpublished study
MTBE was shown to be carcinogenic due to "increased incidence of a rare type of kidney tumor" in male
rats and an "increase in the incidence of hepatocellular adenomas" in female mice., To the best of our
knowledge, the chemical, physical, and toxicological properties have not been thoroughly investigated.
(tert-Butyl methyl ether)
Central nervous system - (tert-Butyl methyl ether)

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SECTION 12: Ecological information
Toxicity
Toxicity to fish LC50 - Pimephales promelas (fathead minnow) - 672,00 mg/l - 96 h (tert-Butyl
methyl ether)
LC50 - other fish - > 1.000,00 mg/l - 96 h (tert-Butyl methyl ether)
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available (tert-Butyl methyl ether)
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: 2398 IMDG: 2398 IATA: 2398
UN proper shipping name
ADR/RID: METHYL tert-BUTYL ETHER, SOLUTION
IMDG: METHYL tert-BUTYL ETHER, SOLUTION
IATA: Methyl tert-butyl ether, SOLUTION
Transport hazard class(es)
ADR/RID: 3 IMDG: 3 IATA: 3
Packaging group
ADR/RID: II IMDG: II IATA: II
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

类别：爆炸物品

爆炸物危险特性：

• 热至120℃以上会发生爆炸

可燃性危险特性：

• 受热分解产生有毒的氮氧化物和烟雾

储运特性：

• 通风、低温、干燥保存

灭火剂：

• 泡沫、二氧化碳、雾状水

反应信息

• 作为反应物：
  描述：

  苯甲酰基叠氮化物 在 占吨酮 、 三氟乙酸酐 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 2.0h， 生成 2-甲基-5-苯基-1,3,4-恶二唑
  参考文献：
  名称：

  基于硫亚胺的硝基前体的光化学：单重态和三重态苯甲酰氮的生成

  摘要：

  N-苯甲酰基-S，S-S-二苯基亚硫亚胺或N-苯甲酰基二苯并噻吩亚硫亚胺的光解产生PhNCO以及苯甲酰基亚硝基。直接观察三重氮，三重氮的单重态和三重态之间的能级差异以及氧猝灭实验表明，三重态氮源自硫亚胺前体的三重激发态，而不是通过平衡附近的单重态和三重态来获得。氮本身。在乙腈中，形成叶立德，然后环化为相应的恶二唑，是主要的腈化学方法，其时间尺度分别为几微秒和几十微秒。使用诸如顺式-4-辛烯表明，尽管单线态基态和三线态之间的能隙很小，但腈的反应性主要是通过单线态通道。

  DOI：

  10.1021/jo071049r
• 作为产物：
  描述：

  苯甲酸酐 在 4-二甲氨基吡啶 、 sodium azide 作用下， 生成 苯甲酰基叠氮化物
  参考文献：
  名称：

  用于合成含氮官能团的 TCT 介导的点击化学：将羧酸转化为尿素、氨基甲酸酯、硫代氨基甲酸酯、酰胺和胺

  摘要：

  在这里，我们报告了一种s-三氯三嗪（TCT，也称为三聚氯氰）介导的一锅通用方法，用于将羧酸转化为普遍存在的官能团，例如尿酰胺、氨基甲酸酯、氨基甲酸酯、酰胺和胺。TCT 介导的酸活化，然后是叠氮化和加热导致异氰酸酯通过Curtius 重排，涉及在亲核试剂存在下的点击化学并提供偶联产物。相对于起始材料，TCT 的使用量≤40 mol%；然而，它的大量可用性和低成本为其在功能分子合成中的适用性提供了独特的机会。优化的条件也已成功地用于克级合成和天然产物和药物（如鬼臼毒素、丁香酚、薯蓣皂苷元、香叶醇和氟伏沙明）的后期功能化。

  DOI：

  10.1039/d2ob00324d
• 作为试剂：
  描述：

  一氯五甲基二硅烷 在 三乙胺 、 苯甲酰基叠氮化物 作用下， 以 苯 为溶剂， 生成 N-Pentamethyldisilanyl-triisopropylphosphinimin
  参考文献：
  名称：

  Wolfsberger,W., Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1975, vol. 30, p. 907 - 913

  摘要：

  DOI：

文献信息

• Radical-chain reactions of sulfonyl azides and of ethyl azidoformate with allylstannanes: homolytic allylation at nitrogen
  作者：Hai-Shan Dang、Brian P. Roberts

  DOI：10.1039/p19960001493

  日期：——

  amounts of allyl 4-methylphenyl sulfone were also formed. The reaction follows a free-radical chain mechanism which involves competitive addition of Ph3Sn˙ to Na and to Nc of the azido group in ArSO2NaNbNc. Addition to Na followed by loss of nitrogen gives ArSO2ṄSnPh3, the precursor of the N-allylarenesulfonamide, while addition to Nc leads to the formation of ArṠO2 and thence to the allyl aryl sulfone

  在2,2'-偶氮双（2-甲基丙腈）作为引发剂的存在下，4-甲基苯磺酰叠氮化物与烯丙基三苯基锡烷（ATPS）在回流的苯中反应，经过水解处理后以良好的收率得到N-烯丙基-4-甲基苯磺酰胺。也形成少量的烯丙基4-甲基苯基砜。该反应如下涉及竞争性加入pH的自由基链机构3 SN至N一个和至N ç叠氮基的在ARSO 2 Ñ一个Ñ b Ñ Ç。除了到N一个用氮气的损失给出ARSO 2 ṄSnPh 3，所述的前体Ñ-allylarenesulfonamide，而除了到N Ç导致ARFO的形成2和从此到烯丙基芳基砜。以类似的方式，以ATPS Allyltrimethylstannane的行为，但allyltributylstannane仅给出的低产率Ñ -allylarenesulfonamide和主要产物是未取代的磺酰胺的MeC 6 H ^ 4 SO 2 NH 2，其结果，因为自由基ARSO 2 ṄSnBu
• Iridium(III)-Catalyzed Selective and Mild C-H Amidation of Cyclic <i>N</i> -Sulfonyl Ketimines with Organic Azides
  作者：Manikantha Maraswami、Gang Chen、Teck-Peng Loh

  DOI：10.1002/adsc.201700785

  日期：2018.2.1

  A general protocol for iridium catalyzed direct C−H amidation of cyclic N-sulfonyl ketimines using sulfonyl, acyl and aryl azides as nitrogen source is reported herein. The reaction takes place at room temperature with acyl and aryl azides, while an elevated temperature needed with sulfonyl azides to furnish aminated sultams in excellent yields with complete chemo and regioselectivity, thus providing

  本文报道了使用磺酰基，酰基和芳基叠氮化物作为氮源的铱催化环状N-磺酰基酮亚胺直接CH酰胺化的一般方案。该反应在室温下与酰基和芳基叠氮化物一起进行，而磺酰叠氮化物需要升高的温度以优异的收率提供胺化的磺胺类化合物，具有完全的化学和区域选择性，因此为氨基磺胺类化合物的合成提供了稳健且对环境有益的方法。
• Copper−Nitrenoid Formation and Transfer in Catalytic Olefin Aziridination Utilizing Chelating 2-Pyridylsulfonyl Moieties
  作者：Hoon Han、Seong Byeong Park、Sang Kyu Kim、Sukbok Chang

  DOI：10.1021/jo800134j

  日期：2008.4.1

  developed an efficient protocol for copper-catalyzed olefin aziridination using 5-methyl-2-pyridinesulfonamide or 2-pyridinesulfonyl azide as the nitrenoid source. The presence of a 2-pyridyl group significantly facilitates aziridination, suggesting that the reaction is driven by the favorable formation of a pyridyl-coordinated nitrenoid intermediate. Using this chelation-assisted strategy, synthetically

  我们已经开发出一种有效的方案，用于使用5-甲基-2-吡啶磺酰胺或2-吡啶磺酰基叠氮化物作为类固醇源的铜催化烯烃叠氮化。2-吡啶基的存在显着促进了叠氮基化，表明该反应是由吡啶基配位的亚硝基化合物中间体的有利形成驱动的。使用这种螯合辅助策略，即使在没有外部配体的情况下，使用一系列芳基烯烃也可以获得合成可接受的氮丙啶收率。重要的是，不需要大量过量的烯烃。X射线晶体学，ESI-MS，哈米特图分析，动力学研究和计算工作都强烈支持观察到的叠氮化是由内部配位驱动的。
• The reactivity of organophosphorus compounds. Part XXX. Iminophospholes and a new synthesis of benzofurazans via intramolecular rearrangement of 1-o-nitroarylimino-1,2,5-triphenylphospholes
  作者：J. I. G. Cadogan、Robert J. Scott、Robert D. Gee、Ian Gosney

  DOI：10.1039/p19740001694

  日期：——

  1-aroylimino-1,2,5-triphenylphospholes (2; X = PhCO and p-NO2·C6H4CO), but these decomposed at this temperature to give the corresponding aryl cyanides and the phosphole oxide. The use of copper-bronze reduced the decomposition point of the dioxazolidin-2-ones sufficiently for the iminophospholes to be isolated. Base catalysed decomposition of ethyl N-(p-nitrophenylsulphonyloxy)carbamate (4) in the presence of

  已经合成了一系列的N-取代的1-亚氨基-1,2,5-三苯基磷（2）。芳基，甲磺酰基，芳基磺酰基，乙氧基羰基，苯氧基羰基和二苯基次膦酰基叠氮化物与1,2,5-三苯基膦的反应得到相应的N-取代的1-亚氨基膦[2; X = Ar，MeSO 2，ArSO 2，EtO 2 C，PhO 2 C和Ph 2 P（O）]，通过非亚硝基苯路线的收率很高。甲苯磺酰磷（2； X =甲苯磺酰基）也是通过无水氯胺-T反应制得的。与磷脂。苯甲酰叠氮化物通过分解反应，然后进行库尔修斯重排反应，而不是与相对较弱的亲核性1,2,5-三苯基磷脂反应（参见Ph 3 P）。缺电子的4-硝基苯甲酰基和2,4-二硝基苯甲酰基叠氮化物给出相应的1-芳基氨基-1,2,5-三苯基磷[2; X = C 6 H ^ 4 NO 2 - p和2,4-（NO 2）2 C ^ 6 ħ 3在6和55％的产率分别]。在铜存在下的5，7-二甲基四唑并[1，5-
• A Convenient Method for the Synthesis of Dialkyl Ethers by Alkylation of Alcohols Using Phosphinimidates in the Presence of a Catalytic Amount of Trimethylsilyl Triflate
  作者：Hidenori Aoki、Teruaki Mukaiyama

  DOI：10.1246/bcsj.79.1255

  日期：2006.8

  An alkylation reaction of alcohols with alkyl N-(methylsulfonyl)diphenylphosphinimidates proceeded smoothly in the presence of a catalytic amount of trimethylsilyl triflate (Me3SiOTf) in DME at roo...

  在催化量的三氟甲磺酸三甲基甲硅烷基酯 (Me3SiOTf) 存在下，醇与烷基 N-（甲基磺酰基）二苯基亚膦酸酯的烷基化反应在室温下在二甲醚中顺利进行。