CAS: 870-63-3; 1-Bromo-3-Methylbut-2-Ene

该化合物是一种多用途的烷基溴,可产生高反应性,用于有机合成反应,特别是在铃木结合和弗里德尔-克拉夫茨电算过程中,其稳定的分子结构便于处理和储存.这种化合物具有中等的挥发性,适合需要有效转移和操纵的各种实验室应用.

英文名称1-Bromo-3-Methylbut-2-Ene
中文名称1-溴-3-甲基-2-丁烯
IUPAC名称1-bromo-3-methylbut-2-ene
其它别名溴代异戊烯; 1溴3甲基2丁烯; γ-Methylcrotyl Bromide (Stabilized With Silver Chip)
CAS编号870-63-3
MFCD编号:MFCD00000242
EINECS号:212-799-5
分子式:C5H9Br
分子量:149.0286
产品CID: 1875192
产品分类有机原料→分子砌块→脂肪链类化合物

相似结构搜索
InChIKey: LOYZVRIHVZEDMW-UHFFFAOYSA-N
InChI=1S/C5H9Br/c1-5(2)3-4-6/h3H,4H2,1-2H3…
计算化学: 氢键受体数0.0氢键供体数0可旋转键数1

相似化合物

1458-98-6 3017-70-7 30432-16-7

物理性质

熔点-106.7 °C
沸点135 °C at 760 mmHg
闪点31°C
密度1.3±0.1 g/cm3
PSA:0.0
LogP:2.3475
折射率1.470
蒸汽压10.8±0.2 mmHg at 25°C
溶解性Immiscible With Water
敏感性光敏感
外观形态透明无色、黄色或棕色液体
储存条件2-8°C
产品应用用于有机合成.如:3,3-二甲基烯丙基,异戊烯基的烷基化试剂.贮存:本品应充氩气密封于阴凉避光处保存.
性质描述对光和空气敏感.溶于乙醇,苯,氯仿,乙醚,丙酮,不溶于水.相对密度1.2819.沸点50～52°C(6.67kPa).折光率1.4930.闪点32°C.易燃.有刺激性和腐蚀性.市售商品中常用银棉作为稳定剂.,有强烈刺激气味.

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
易燃液体类别3
皮肤腐蚀类别1B
严重眼损伤类别1
水生急性毒性类别1
急性毒性类别3(吸入)
急性毒性类别4(经口)
警示词Warning(警告)
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H226 |易燃液体和蒸气.
H314 |造成严重皮肤灼伤和眼损伤.
H318 |造成严重眼损伤.
H400 |对水生生物毒性极大.
H330 |吸入致命.
H301 |吞咽会中毒.
防范说明P210-P233-P240-P241-P242-P243-P260-P264-P273-P280-P301+P330+P331-P304+P340-P363-P370+P378-P391-P405-P501
危险等级8 (3)
UN编号2920.0
危险品标志C,F
包装等级Ⅱ
安全声明26-36/37/39-45-16
危险类别码10-34-20/21/22-11
WGK Germany3

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

合成工艺路线路线简述

556-82-1 = 870-63-3
反应条件:1.1 Solvents: Diethyl Ether; Rt -> 0 °C1.2 Reagents: Phosphorus Tribromide; 30 Min,0 °C1.3 Reagents: Sodium Chloride Solvents: Water
标题:Studies On Taxadiene Synthase: Interception Of The Cyclization Cascade At The Isocembrene Stage With Ggpp Analogues
作者:Chow,Siew Yin; Et Al
参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(24) 页码:9997-10003]

= 870-63-3
反应条件:1.1 Reagents: Bromine
标题:Synthesis And Application Of Coenzyme Q10
作者:Mao,Jin; Et Al
参考文献:Jingxi Yu Zhuanyong Huaxuepin 日期:2005 卷标:13(10) 页码:22-24]

= 870-63-3
反应条件:1.1 Reagents: Hydrogen Bromide
标题:Abnormal Transformations Of Derivatives Of Isoprene And Of β,γ-Dimethylbutadiene
作者:Claisen,L.; Et Al
参考文献:Journal Fuer Praktische Chemie (Leipzig) 日期:1922 卷标:105 页码:65-92]

4516-90-9 = 870-63-3
反应条件:1.1 Reagents: Bromine Atom Solvents: Diethyl Ether,Water
标题:Sequential Hydroformylation,Aldol Reactions: Stereochemical Control Towards The Synthesis Of The Labdane Diterpenoid Forskolin And Related Terpenoid Natural Products
作者:Keraenen,Mark David
参考文献:2004]

115-18-4 = 870-63-3
反应条件:1.1 Reagents: Bromine Atom Solvents: Water
标题:Investigations In The Stereoselective Synthesis Of Indole Alkaloids Through Intramolecular Hetero-Diels-Alder Reactions
作者:Fahlbusch,Karl-Georg
参考文献:1984]

= 870-63-3 [标题:Reaction Conditions
标题:Reaction Gas Chromatography: Study Of The Photodecomposition Of Halogenated Hydrocarbons
作者:Pacakova,V.; Et Al
参考文献:Chromatographia 日期:1988 卷标:25(7) 页码:621-6]

29283-76-9 = 870-63-3 [标题:Reaction Conditions
标题:Use Of Hydrogen Chloride For The Synthesis Of Organochlorine Solvents
作者:Kartashov,L. M.; Et Al
参考文献:Khlorist. Vodorod V Khlororgan. Sinteze 日期:1987 卷标:118 页码:118-42]

638-10-8 = 870-63-3
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Diethyl Ether; 3 H,0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C2.1 Reagents: Hydrogen Bromide Solvents: Dichloromethane; 2 H,0 °C
标题:Scalable Synthesis Of The Aroma Compounds D6-β-Ionone And D6-β-Cyclocitral For Use As Internal Standards In Stable Isotope Dilution Assays
作者:Mosaferi,Shabnam; Et Al
参考文献:Tetrahedron Letters 日期:2020 卷标:61(51)]

638-10-8 = 870-63-3
反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Tetrahydrofuran,Hexane; -78 °C; 3 H,-78 °C1.2 Reagents: Ammonium Chloride Solvents: Water; 0 °C; 20 Min,Rt2.1 Reagents: Phosphorus Tribromide Solvents: Dichloromethane; 1 H,0 °C2.2 Reagents: Water
标题:Nickel-Catalyzed Regioselective Reductive Cross-Coupling Of Aryl Halides With Polysubstituted Allyl Halides In The Presence Of Imidazolium Salts
作者:Zhang,Zhan; Et Al
参考文献:Synlett 日期:2015 卷标:26(20) 页码:2784-2788]

182412-80-2 + 917-54-4 = 870-63-3
反应条件:1.1 Solvents: Diethyl Ether2.1 Reagents: Pyridine,Phosphorus Tribromide Solvents: Diethyl Ether3.1 Reagents: Dibutyl Sulfide,Silver Tetrafluoroborate Solvents: Dichloromethane
标题:Sulfonium Salts As Prenyl,Geranyl,And Isolavandulyl Transfer Agents Towards Benzoylphloroglucinol Derivatives
作者:Brajeul,Solenn; Et Al
参考文献:Tetrahedron Letters 日期:2007 卷标:48(32) 页码:5597-5600]

867-13-0 = 870-63-3
反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; 0 °C -> Rt; Overnight,Rt1.2 Reagents: Water2.1 Reagents: Lithium Aluminum Hydride Solvents: Diethyl Ether; 3 H,0 °C2.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C3.1 Reagents: Hydrogen Bromide Solvents: Dichloromethane; 2 H,0 °C
标题:Scalable Synthesis Of The Aroma Compounds D6-β-Ionone And D6-β-Cyclocitral For Use As Internal Standards In Stable Isotope Dilution Assays
作者:Mosaferi,Shabnam; Et Al
参考文献:Tetrahedron Letters 日期:2020 卷标:61(51)]

27934-32-3 = 870-63-3
反应条件:1.1 Reagents: Dibutyl Sulfide,Silver Tetrafluoroborate Solvents: Dichloromethane
标题:Sulfonium Salts As Prenyl,Geranyl,And Isolavandulyl Transfer Agents Towards Benzoylphloroglucinol Derivatives
作者:Brajeul,Solenn; Et Al
参考文献:Tetrahedron Letters 日期:2007 卷标:48(32) 页码:5597-5600]

556-82-1 = 870-63-3
反应条件:1.1 Reagents: 1-Bromo-N,N,2-Trimethyl-1-Propen-1-Amine Solvents: Chloroform-D; 0 °C; 0 °C -> Rt; 30 Min,Rt
标题:A Mild Method For The Replacement Of A Hydroxyl Group By Halogen: 3. The Dichotomous Behavior Of α-Haloenamines Towards Allylic And Propargylic Alcohols
作者:Munyemana,Francois; Et Al
参考文献:Tetrahedron 日期:2021 卷标:89]

= 870-63-3
反应条件:1.1 Reagents: Hydrogen Bromide
标题:The Formation Of Cyclic Ethers From Olefinic Alcohols. Part Xiii. The Oxidative Cyclization Of 5-Methyl-4-Hexen-1-Ol,6-Methyl-5-Hepten-2-Ol,And 2,6-Dimethyl-5-Hepten-2-Ol By Means Of Lead Tetraacetate
作者:Mihailovic,Mihailo L.; Et Al
参考文献:Journal Of The Serbian Chemical Society 日期:1986 卷标:51(1) 页码:1-7]

115-18-4 = 870-63-3
反应条件:1.1 Reagents: Acetyl Bromide Solvents: Dichloromethane; 1 H,Rt
标题:A Novel One-Pot Conversion Of Allyl Alcohols Into Primary Allyl Halides Mediated By Acetyl Halide
作者:Kishali,Nurhan; Et Al
参考文献:Helvetica Chimica Acta 日期:2008 卷标:91(1) 页码:67-72]

115-18-4 = 870-63-3
反应条件:1.1 Reagents: Hydrogen Bromide Solvents: Water; Rt; 60 Min,Rt
标题:Three-Component Three-Bond Forming Cascade Via Palladium Photoredox Catalysis
作者:Bellotti,Peter; Et Al
参考文献:Chemical Science 日期:2021 卷标:12(5) 页码:1810-1817]

556-82-1 + 23162-64-3 = 870-63-3
反应条件:1.1 Catalysts: Triphenylphosphine
标题:Stereospecific,R2Alcl-Promoted Intramolecular Ene Reaction Of A 1,6-Dienoate: Evidence For A Concerted Mechanism
作者:Oppolzer,Wolfgang; Et Al
参考文献:Helvetica Chimica Acta 日期:1984 卷标:67(3) 页码:730-8]

77-48-5 = 870-63-3
反应条件:1.1 Reagents: Chlorine
标题:Studies On Formation Of Volatile Chlorinated Organic Compounds By Aqueous Chlorination Of Aromatic Hydrocarbons
作者:Sayato,Yasuyoshi; Et Al
参考文献:Suishitsu Odaku Kenkyu (1978-1991) 日期:1987 卷标:10(9) 页码:547-54]

1826-67-1 = 870-63-3
反应条件:1.1 Solvents: Tetrahydrofuran; 3 H,-78 °C; -78 °C -> Rt1.2 Reagents: Water; Cooled2.1 Reagents: Acetyl Bromide Solvents: Dichloromethane; 1 H,Rt
标题:A Novel One-Pot Conversion Of Allyl Alcohols Into Primary Allyl Halides Mediated By Acetyl Halide
作者:Kishali,Nurhan; Et Al
参考文献:Helvetica Chimica Acta 日期:2008 卷标:91(1) 页码:67-72]

27934-31-2 = 870-63-3
反应条件:1.1 Reagents: Pyridine,Phosphorus Tribromide Solvents: Diethyl Ether2.1 Reagents: Dibutyl Sulfide,Silver Tetrafluoroborate Solvents: Dichloromethane
标题:Sulfonium Salts As Prenyl,Geranyl,And Isolavandulyl Transfer Agents Towards Benzoylphloroglucinol Derivatives
作者:Brajeul,Solenn; Et Al
参考文献:Tetrahedron Letters 日期:2007 卷标:48(32) 页码:5597-5600]

638-10-8 = 870-63-3
反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Tetrahydrofuran; 3 H,-78 °C; 1 H,-78 °C; -78 °C -> 0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; -20 °C; Rt2.1 Reagents: Phosphorus Tribromide Solvents: Diethyl Ether; 15 - 30 Min,0 °C2.2 Reagents: Ammonium Chloride Solvents: Water
标题:Visible-Light-Promoted Intramolecular α-Allylation Of Aldehydes In The Absence Of Sacrificial Hydrogen Acceptors
作者:Liu,Jia-Li; Et Al
参考文献:Organic Letters 日期:2020 卷标:22(18) 页码:7369-7372]

36032-75-4 = 870-63-3
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; -70 °C1.2 0.5 H,-50 °C; 2 H,Rt1.3 Reagents: Ammonium Chloride Solvents: Water2.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 15 Min,0 °C; 0.5 H,Rt2.2 Reagents: Sodium Sulfate Solvents: Water; 0.5 H,Rt3.1 Reagents: Hydrogen Bromide Solvents: Dichloromethane,Water; 1.5 H
标题:Preparation Of [1,2,3,4,5-13C5]-5-Amino-4-Oxopentanoic Acid (Ala) - Design Of A Synthetic Scheme To Prepare Any 13C- And 15N-Isotopomer With High Isotopic Enrichment
作者:Shrestha-Dawadi,Prativa Bade; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2003 卷标:(23) 页码:4654-4663]

867-13-0 = 870-63-3
反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; Rt; 30 Min,Rt1.2 Solvents: Tetrahydrofuran; 0 °C; Rt2.1 Reagents: Diisobutylaluminum Hydride Solvents: Tetrahydrofuran; 3 H,-78 °C; 1 H,-78 °C; -78 °C -> 0 °C2.2 Reagents: Hydrochloric Acid Solvents: Water; -20 °C; Rt3.1 Reagents: Phosphorus Tribromide Solvents: Diethyl Ether; 15 - 30 Min,0 °C3.2 Reagents: Ammonium Chloride Solvents: Water
标题:Visible-Light-Promoted Intramolecular α-Allylation Of Aldehydes In The Absence Of Sacrificial Hydrogen Acceptors
作者:Liu,Jia-Li; Et Al
参考文献:Organic Letters 日期:2020 卷标:22(18) 页码:7369-7372]

867-13-0 = 870-63-3
反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; 0 °C; 2 H,0 °C1.2 0 °C; Overnight,Rt2.1 Reagents: Diisobutylaluminum Hydride Solvents: Tetrahydrofuran,Hexane; -78 °C; 3 H,-78 °C2.2 Reagents: Ammonium Chloride Solvents: Water; 0 °C; 20 Min,Rt3.1 Reagents: Phosphorus Tribromide Solvents: Dichloromethane; 1 H,0 °C3.2 Reagents: Water
标题:Nickel-Catalyzed Regioselective Reductive Cross-Coupling Of Aryl Halides With Polysubstituted Allyl Halides In The Presence Of Imidazolium Salts
作者:Zhang,Zhan; Et Al
参考文献:Synlett 日期:2015 卷标:26(20) 页码:2784-2788]

105-36-2 = 870-63-3
反应条件:1.1 3 H,130 - 140 °C2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; -70 °C2.2 0.5 H,-50 °C; 2 H,Rt2.3 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 15 Min,0 °C; 0.5 H,Rt3.2 Reagents: Sodium Sulfate Solvents: Water; 0.5 H,Rt4.1 Reagents: Hydrogen Bromide Solvents: Dichloromethane,Water; 1.5 H
标题:Preparation Of [1,2,3,4,5-13C5]-5-Amino-4-Oxopentanoic Acid (Ala) - Design Of A Synthetic Scheme To Prepare Any 13C- And 15N-Isotopomer With High Isotopic Enrichment
作者:Shrestha-Dawadi,Prativa Bade; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2003 卷标:(23) 页码:4654-4663]

26732-90-1 = 870-63-3
反应条件:1.1 Reagents: Formaldehyde,Potassium Carbonate Solvents: Water2.1 Solvents: Diethyl Ether3.1 Reagents: Pyridine,Phosphorus Tribromide Solvents: Diethyl Ether4.1 Reagents: Dibutyl Sulfide,Silver Tetrafluoroborate Solvents: Dichloromethane
标题:Sulfonium Salts As Prenyl,Geranyl,And Isolavandulyl Transfer Agents Towards Benzoylphloroglucinol Derivatives
作者:Brajeul,Solenn; Et Al
参考文献:Tetrahedron Letters 日期:2007 卷标:48(32) 页码:5597-5600

天然橡胶置于三溴化磷体系中,用二氯甲烷作为反应溶剂,化学反应 0.5H,以77%的收率获得产物1-溴-3-甲基-2-丁烯
参考文献:1,2-恶嗪烷作为手性环状 Weinreb 酰胺型助剂的应用导致三组分一锅反应
标题:1,2-恶嗪烷作为手性环状 Weinreb 酰胺型助剂的应用导致三组分一锅反应
摘要:1,2-恶嗪是通过铜催化的有氧酰基亚硝基 Diels-Alder 反应由 1,4-二取代的 1,3-二烯和 N-Boc-羟胺合成的.由此,在新的后续反应路径中获得了 1,2-恶嗪烷.测试了几种 1,2-恶嗪和 1,2-恶嗪对有机金属化合物的稳定性,以评价它们作为环状手性 Weinreb 酰胺助剂的可操作性.3,6-二叔丁基-1,2-恶嗪烷给出了最好的结果,并作为手性 Weinreb 酰胺型助剂引入,以产生非对映体比例高达 98:2 的手性 α-取代酮.可以用 Buli 去除助剂以形成不对称的 α-手性酮.此后,手性助剂可以通过真空升华重新分离和纯化.
DOI:10.1055/a-1683-0484

海关参考信息

2901210000-乙烯
2901220000-丙烯
2903399020-溴甲烷
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-2025026768-A1
优先权日:2023-06-30
标题:Method for the synthesis of axially chiral organoboron compounds
发明人：PING YIFAN; CHE CHI-MING
权利人:LABORATORY FOR SYNTHETIC CHEMISTRY AND CHEMICAL BIOLOGY LTD
摘要:A highly efficient and atroposelective Rh-catalyzed [2+2+2] cycloaddition for the synthesis of axially chiral aryboron compounds is developed. The reactions of diynes and alkynylborons smoothly occur in an atom-economical manner, affording a variety of Câ€”B atropisomers in excellent yields and enantioselectivities. The protocol features mild conditions, broad substrate scope, and good functional tolerance. The obtained Câ€”B atropisomers show powerful synthetic applications in terms of producing novel chiral phosphine ligands.

专利号:WO-2025108575-A1
优先权日:2023-11-21
标题:Methods of selective deprotection and synthesis of transhydrindane- skeleton-based compounds
发明人：HUBER FLORIAN MAURITIUS ERASMUS
权利人:ROCHE DIAGNOSTICS GMBH
摘要:The present invention relates to methods of selectively deprotecting a transhydrindane-skeleton-based compound comprising at least two different silyl ether groups. The present invention further relates to methods of synthesizing a Vitamin D molecule and to Vitamin D molecules obtainable by such processes. Furthermore, the present invention relates to a compound according to formula (I) comprising two different silyl ether groups, its use in the synthesis of Vitamin D molecules and to methods of producing such a compound.

专利号:US-9879043-B1
优先权日:2013-06-06
标题:Synthesis of non-natural cofactor analogs of S-adenosyl-L-methionine using methionine adenosyltransferase
发明人：THORSON JON; HUBER TYLER; ZHANG JIANJUN; Singh Shanteri
权利人:UNIV KENTUCKY RES FOUND
摘要:The present disclosure relates to the synthesis of non-natural analogs of S-adenosyl-L-methionine (SAM) and/or of Se-adenosyl-L-methionine (SeAM) by reacting a methionine analog and adenosine triphosphate (ATP) in the presence of at least one methionine adenosyltransferase (MAT), and to use thereof with downstream SAM and/or SeAM utilizing enzymes. The non-natural analogs of SAM and/or SeAM have the general formula: n nwhere X is S or Se, and R 1 is an alkyl group.

专利号:US-4064150-A
优先权日:1976-05-26
标题 :Synthesis of isoprenoid 1,5-dienes
发明人：KATZENELLENBOGEN JOHN A
权利人:UNIV ILLINOIS
摘要:Aliphatic acids containing an isoprenoid 1,5-diene moiety are prepared in high yields by the selective gamma alkylation of Î±,Î²-unsaturated acids with allylic electrophiles. The gamma-regioselectivity of the alkylation is controlled by the use of the dicopper(I) dienolates prepared from the Î±,Î²-unsaturated acids. The method offers a particularly facile means for synthesizing isoprenoid 1,5-diene natural products such as farnesoic acid by alkylation of senecioic acid with geranyl bromide; geranoic acid by alkylation of senecioic acid with 3,3-dimethallyl bromide; and dl-lanceol by alkylation of tiglic acid with an allylic bromide derived from dl-limonene. Such products find use in the synthesis of insect pheremones, insect juvenile hormones, and components of perfumes.

专利号:US-2006079719-A1
优先权日:2002-04-16
标题 :Aminated compounds bearing at least an allyl and a difluoromethyl and method used for synthesis thereof
发明人：BONNET-DELPON DANIELE; BEGUE JEAN-PIERRE; LEGROS JULIEN; CROUSSE BENOIT; MEYER FRANCK
权利人:BONNET-DELPON DANIELE; BEGUE JEAN-PIERRE; LEGROS JULIEN; CROUSSE BENOIT; MEYER FRANCK
摘要:The invention relates to aminated compounds bearing at least an allyl and a difluoromethyl and a method used for synthesis thereof. Said compounds comprise at least one carbon bearing: an amine function, an allyl or propargyl radical, a difluoromethylene group, and a hydrogen or a hydrocarbon radical, advantageously selected among those which are electron donors or hardly electroattractive (; 0. 1). The invention is useful for synthesis of fluorinated compounds.

专利号:US-9982005-B2
优先权日:2013-04-04
标题 :Macrolides and methods of their preparation and use
发明人：MYERS ANDREW G; SEIPLE IAN BASS; ZHANG ZIYANG
权利人:HARVARD COLLEGE
摘要:Provided herein are methods of preparing macrolides by the coupling of an eastern and western half, followed by macrocyclization, to provide macrolides, including both known and novel macrolides. Intermediates in the synthesis of macrolides including the eastern and western halves are also provided. Pharmaceutical compositions and methods of treating infectious diseases and inflammatory conditions using the inventive macrolides are also provided. A general diastereoselective aldol methodology used in the synthesis of the western half is further provided.

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