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1-溴代庚烷 | 629-04-9

中文名称
1-溴代庚烷
中文别名
溴代正庚烷;溴庚烷;1-溴代正庚烷;1-溴庚烷;正庚基溴;溴代庚烷;正庚基嗅;n-溴化正庚烷
英文名称
1-Bromoheptane
英文别名
Bromoheptane;heptyl bromide;n-heptyl bromide;1-bromo-n-heptane
1-溴代庚烷化学式
CAS
629-04-9
化学式
C7H15Br
mdl
MFCD00000273
分子量
179.1
InChiKey
LSXKDWGTSHCFPP-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    −58 °C(lit.)
  • 沸点:
    180 °C(lit.)
  • 密度:
    1.14 g/mL at 25 °C(lit.)
  • 蒸气密度:
    6.18 (vs air)
  • 闪点:
    141 °F
  • 溶解度:
    0.0066克/升
  • 介电常数:
    5.3(24℃)
  • 蒸汽压力:
    1.27 mmHg
  • 保留指数:
    1031;1067;1030;1027.6;1027
  • 稳定性/保质期:

    远离氧化物,因其具有刺激性,应避免蒸汽吸入。

计算性质

  • 辛醇/水分配系数(LogP):
    4.4
  • 重原子数:
    8
  • 可旋转键数:
    5
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    1.0
  • 拓扑面积:
    0
  • 氢给体数:
    0
  • 氢受体数:
    0

ADMET

毒理性
  • 副作用
神经毒素 - 急性溶剂综合症
Neurotoxin - Acute solvent syndrome
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 毒性数据
LC50(小鼠)= 12,000 毫克/立方米/2小时
LC50 (mouse) = 12,000 mg/m3/2hr
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

  • TSCA:
    Yes
  • 危险等级:
    3
  • 危险品标志:
    Xi
  • 安全说明:
    S23,S24/25,S26,S37/39
  • 危险类别码:
    R36/37
  • WGK Germany:
    3
  • 海关编码:
    29033036
  • 危险品运输编号:
    UN 1993 3/PG 3
  • 危险类别:
    3
  • RTECS号:
    MI8100000
  • 包装等级:
    III
  • 危险性防范说明:
    P261,P280
  • 危险性描述:
    H225,H411
  • 储存条件:
    请将存放在密封容器内,并置于阴凉、干燥处避光保存。储存位置须远离氧化剂。

SDS

SDS:9a9c82c6b3dff134e11b13b99de9860c
查看
Name: 1-Bromoheptane 97% (GC) Material Safety Data Sheet
Synonym: Heptylbromide; Heptane, 1-bromo-; 1-Bromoheptane; n-Heptyl bromid
CAS: 629-04-9
Section 1 - Chemical Product MSDS Name:1-Bromoheptane 97% (GC) Material Safety Data Sheet
Synonym:Heptylbromide; Heptane, 1-bromo-; 1-Bromoheptane; n-Heptyl bromid

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
629-04-9 1-Bromoheptane 99 211-068-8
Hazard Symbols: XI
Risk Phrases: 37

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to respiratory system.
Potential Health Effects
Eye:
May cause eye irritation. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin irritation. May cause irritation and dermatitis. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Ingestion of large amounts may cause CNS depression.
Inhalation:
Causes respiratory tract irritation. Aspiration may lead to pulmonary edema. Vapors may cause dizziness or suffocation.
Inhalation at high concentrations may cause CNS depression and asphixiation. May cause burning sensation in the chest.
Chronic:
Prolonged or repeated skin contact may cause dermatitis. 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 not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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. Vapors may form an explosive mixture with air.
Vapors can travel to a source of ignition and flash back. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Will burn if involved in a fire. Use water spray to keep fire-exposed containers cool. Containers may explode in the heat of a fire. Flammable liquid and vapor. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam. For large fires, use water spray, fog, or alcohol-resistant foam. Use water spray to cool fire-exposed containers. Water may be ineffective. Do NOT use straight streams of water.

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. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation. A vapor suppressing foam may be used to reduce vapors.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well-ventilated area. Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with eyes, skin, and 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. 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 tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Flammables-area.

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 explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 629-04-9: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: colorless
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 178 deg C
Freezing/Melting Point: -58 deg C
Autoignition Temperature: Not applicable.
Flash Point: 60 deg C ( 140.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.1400g/cm3
Molecular Formula: C7H15Br
Molecular Weight: 179.10

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, ignition sources, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases.
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# 629-04-9: MI8100000 LD50/LC50:
CAS# 629-04-9: Inhalation, mouse: LC50 = 12000 mg/m3/2H.
Carcinogenicity:
1-Bromoheptane - 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 37 Irritating to respiratory system.
Safety Phrases:
S 9 Keep container in a well-ventilated place.
S 16 Keep away from sources of ignition - No
smoking.
S 23 Do not inhale gas/fumes/vapour/spray.
S 33 Take precautionary measures against static
discharges.
WGK (Water Danger/Protection)
CAS# 629-04-9: No information available.
Canada
CAS# 629-04-9 is listed on Canada's DSL List.
CAS# 629-04-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 629-04-9 is listed on the TSCA inventory.


SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备1-溴戊烷可以由1-庚醇氢溴酸反应得到,或通过正庚烷化反应获得。

化学性质: 这是一种无色液体,沸点在66-68℃(1.467kPa),相对密度为1.139(d4),折光率为1.451。

用途: 1-溴戊烷用作溶剂,并广泛应用于有机合成中间体。

上下游信息

  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    1-溴代庚烷盐酸sodium methylate 作用下, 以 甲醇 为溶剂, 反应 8.0h, 生成 2-癸酮
    参考文献:
    名称:
    A new approach to the synthesis of 3,6- and 5,6-dialkyl derivatives of 4-hydroxy-2-pyrone. Synthesis of rac-germicidin
    摘要:
    A new approach to the synthesis of 3,6- and 5,6-dialkyl-4-hydroxy-2-pyrones has been developed. The method includes the formation of acylated Meldrum's acids (5-(2-alkyl-3-oxoacyl)-2,2-dimethyl-1,3-dioxane-4,6-diones) followed by their thermal transformation. Introduction of 3-alkyl substituents was accomplished by acylation of 4-hydroxy-2-pyrones and ionic hydrogenation of the 3-acyl derivatives obtained. The effectiveness of this new approach has been demonstrated in the synthesis of rac-germicidin, an autoregulative germination inhibitor of Streptomyces viridochromogenes NRRL B-1551. (C) 1999 Elsevier Science Ltd. All rights reserved.
    DOI:
    10.1016/s0040-4020(99)00150-7
  • 作为产物:
    描述:
    正庚醇1-丁基-4-甲基吡啶溴盐对甲苯磺酸 作用下, 反应 5.0h, 生成 1-溴代庚烷
    参考文献:
    名称:
    使用基于吡啶的离子液体将醇有效转化为烷基溴:Appel 反应的绿色替代方案
    摘要:
    烷基卤化物广泛用作工业溶剂,也用作制备各种精细化学品的必要前体。将醇转化为烷基卤的经典程序称为 Appel 反应,在经典示例中需要在苛刻的反应条件下使用 NaBr 和 H2SO4 [1]。作为环境不可接受的过程,这种合成在今天具有有限的合成适用性。由于羟基的离去基团特性差,将醇直接转化为卤代烷是很困难的,但是已经报道了几种改进的方法来克服这个缺点。报道了一种优雅的转化程序,其中使用了三苯基膦和四卤代烷烃 [2]。其他值得注意的合成程序是 Mitsunobo 反应 [3]、2,4 的反应、6-三氯-[1,3,5]-三嗪 (TCT) 在 DMF 中,然后加入反应物醇的 CH2Cl2 溶液 [4],醇与 2,3-三氯-5,6-二氰基苯醌的反应在三苯基膦、CH2Cl2 和相转移催化剂存在下 [5]。ROMP-gel 支持三苯基膦 [6]、磷 (V) 介导的亲核取代反应 [7] 以及最后使用氟膦 [
    DOI:
    10.14233/ajchem.2018.21086
  • 作为试剂:
    描述:
    2-羟基吡啶正庚醇1-溴代庚烷 作用下, 反应 48.0h, 以88%的产率得到1-heptyl-2-pyridone
    参考文献:
    名称:
    一种制备N-烷基吡啶酮的绿色合成方法
    摘要:
    本发明公开了一种制备N‑烷基吡啶酮的绿色合成方法,非过渡金属催化剂催化下羟基吡啶类化合物与醇进行选择性脱水N‑烷基化反应,非过渡金属催化剂为卤代烃,醇与羟基吡啶类化合物在卤代烃催化下直接进行N‑选择性脱水反应得到N‑烷基吡啶酮化合物,卤代烃的用量为5~50mol%,反应温度为100~180℃,反应时间为6~60小时,副产物为水。该方法使用廉价易得、来源广泛、稳定低毒的醇类为烷基化试剂,使用常见的卤代烃为非过渡金属催化剂,无需溶剂,经高选择性的脱水N‑烷基化反应直接合成得到N‑烷基吡啶酮类化合物。对反应条件的要求较低,具有较广的适用范围,也应具有一定的研究和工业应用前景。
    公开号:
    CN104529884B
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文献信息

  • Simple Synthesis of (<i>Z</i>)-12-Nonadecen-9-one, (<i>Z</i>)-13-Icosen-10-one, the Sex Pheromone of Peach Fruit Moth, and (<i>Z</i>)-5-Undecen-2-one, a Biologically Active Molecule from the Pedal Gland of the Bontebok
    作者:Masakazu Yamashita、Kaoru Matsumiya、Kotomi Murakami、Rikisaku Suemitsu
    DOI:10.1246/bcsj.61.3368
    日期:1988.9
    A simple and convenient synthesis of (Z)-12-nonadecen-9-one, (Z)-13-icosen-10-one, the sex pheromone of the peach fruit moth, and (Z)-5-undecen-2-one, the pheromone from the pedal gland of the bontebok, is described. These pheromones were readily synthesized using successive alkylation of acetone dimethylhydrazone in one-pot.
    一种简便易行的合成方法,能够制备桃果小卷蛾的性信息素(Z)-12-十九碳烯-9-酮和(Z)-13-二十碳烯-10-酮,以及邦特羚足腺信息素(Z)-5-十一碳烯-2-酮。这些信息素通过在单一容器中连续进行丙酮二甲基的烷基化反应即可轻松合成。
  • Synthese und flüssigkristalline Eigenschaften 2,6-disubstituierter Naphthaline
    作者:Urs H. Lauk、Peter Skrabal、Heinrich Zollinger
    DOI:10.1002/hlca.19850680533
    日期:1985.8.14
    Synthesis and Liquid-Crystal Properties of 2,6-Disubstituted Naphthalene Derivatives
    2,6-二取代生物的合成及液晶性能
  • [EN] METHODS OF TREATMENT OF AMYLOIDOSIS USING ASPARTYL-PROTEASE INIHIBITORS<br/>[FR] PROCEDES DE TRAITEMENT D'AMYLOIDOSE UTILISANT DES INHIBITEURS DE PROTEASE ASPARTYLE
    申请人:ELAN PHARM INC
    公开号:WO2005070407A1
    公开(公告)日:2005-08-04
    The invention relates to acetyl 2-hydroxy-1,3-diaminospirocyclohexanes and derivatives thereof that are useful in treating diseases, disorders, and conditions associated with amyloidosis. Amyloidosis refers to a collection of diseases, disorders, and conditions associated with abnormal deposition of A-beta protein.
    这项发明涉及乙酰2-羟基-1,3-二基螺环己烷及其衍生物,可用于治疗与淀粉样变性相关的疾病、疾病和症状。淀粉样变性是指与A-beta蛋白异常沉积相关的一系列疾病、疾病和症状。
  • Topical Mosquito Repellents VII: Alkyl Triethylene Glycol Monoethers
    作者:H. Johnson、J. Degraw、J. Engstrom、W.A. Skinnerx、V.H. Brown、D. Skidmore、H.I. Maibach
    DOI:10.1002/jps.2600640428
    日期:1975.4
    Normal and branched-chain aliphatic monoethers of triethylene glycol are effective topical mosquito repellents. In terms of duration of protection, they are generally superior to the corresponding diethylene glycol analogs and some are superior to diethyltoluamide. The n-heptyl monoether of triethylene glycol affords double the protection time of diethyltoluamide under controlled laboratory conditions
    三甘醇的正链和支链脂族单醚是有效的局部驱蚊剂。就保护的持续时间而言,它们通常优于相应的二甘醇类似物,并且一些优于二乙基甲苯酰胺。三乙二醇的正庚基单醚在受控实验室条件下提供了两倍的二乙基甲苯酰胺保护时间,并且似乎是一种有用的新型驱蚊剂。
  • 光学纯的双螺旋寡聚四苯并环辛四烯类物质的合成方法
    申请人:香港中文大学深圳研究院
    公开号:CN106631726A
    公开(公告)日:2017-05-10
    本发明公开了一种光学纯的双螺旋寡聚四苯并环辛四烯类物质的合成方法,包括如下步骤:(1)由二二甲氧基联苯(51)和2,2’,6,6’-四联苯(97)交叉氧化偶联得1,16-二-8,9-二甲氧基四苯并环辛四烯(96);(2)对化合物(96)进行拆分,得到光学纯的(S,S)-96和(R,R)-96;(3)以化合物(96)为原料,合成含6个苯环的中间体(116);(4)对中间体(116)进行拆分,得到(M)-116和(P)-116;(5)光学纯的(S,S)-96与(M)-116反应得到目标产物(M)-117、(M)-149和(M)-150;和/或:光学纯的(R,R)-96与(P)-116反应得到目标产物(P)-117、(P)-149和(P)-150。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
hnmr
mass
cnmr
ir
raman
  • 峰位数据
  • 峰位匹配
  • 表征信息
Shift(ppm)
Intensity
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Assign
Shift(ppm)
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测试频率
样品用量
溶剂
溶剂用量
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