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1,3-二苯基异苯并呋喃

1,3-二苯基异苯并呋喃

CAS号：5471-63-6

英文名：1,3-Diphenylisobenzofuran

分子式

C20H14O

熔点

128-130°C(lit.)

密度

1.141 g/cm3

分子量

270.325

沸点

437.5ºC at 760 mmHg

溶解度

信号词

危险品标志

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基本信息

中文名称

1,3-二苯基异苯并呋喃

英文名称

1,3-Diphenylisobenzofuran

中文别名

1,3-联苯基异香豆酮、1,3-联苯基异苯并呋喃、2,5-二苯基-3,4-苯并呋喃

英文别名

1,3-diphenyl-2-benzofuran

CAS号

5471-63-6

分子式

C20H14O

分子量

270.325

精确质量

270.104

PSA

13.14

LOGP

5.7668

编号系统

MDL号

MFCD00005931

物化性质

外观与性状

黄色至绿色固体

密度

1.141 g/cm3

沸点

437.5ºC at 760 mmHg

熔点

128-130°C(lit.)

闪点

226.7ºC

折射率

1.67

储存条件

0-6ºC

安全信息

安全说明

S22-S24/25

WGK Germany

3

危险类别码

R22; R24/25

海关编码

2932999099

生产方法及用途

用途

用于有机合成。高活性二烯，可作为适于捕获不稳定或短暂性的二烯亲合物的Diels-Alder加合物，也是芳烃杂环化合物合成中的常用试剂。捕获不稳定或短暂性的二烯亲合物的Diels-Alder加合物用1,3-二苯异苯并呋喃1的环加成反应捕捉不稳定的二烯亲合物。异苯并呋喃母体的Diels-Alder反应比用1,3-二苯基同系物快11倍，所以此化合物经常用在对反应活性要求很高的反应中。高不饱和度的化合物能发生反应并以这种方式被捕捉 (
式1)。例如在温和条件下，一种新的苯炔前体与Bu4NF反应生成苯炔，1,3-二苯异苯并呋喃作为捕捉剂对其捕捉，生成高产率的苯炔加合物 (
式2)。Lewis酸 (例如，醚合三氟化硼) 催化可促进1,3-二苯异苯并呋喃的Diels-Alder反应。1,3-二苯异苯并呋喃与二乙基乙烯基膦酸酯环加成反应，生成两种异构体的混合物 (
式3)。高位点环化加成在环加成反应中，异苯并呋喃常用作4π体系。它们是Diels-Alder 或和环加合物。环庚三烯酮生成热力学环加合物 (
式4)。异苯并呋喃锂化反应异苯并呋喃脱质子化过程容易生成1-锂化合物，此化合物可与亲电试剂迅速反应。与之相似的是，在THF中，9,10-二溴三环[ 02,7]十二碳-2,4,6,9-四烯在–7
8 oC用叔丁基锂处理，生成有张力的双环炔，此炔被1,3-二苯基异苯并呋喃捕捉生成两种异构环加成产物，而后重排成酮的异构体(
式5)。稠环反应三环[ 02,4]壬-2
(4),6-二烯及其异构体与1,3-二苯基异苯并呋喃反应,生成两种加成产物，因其稠合发生在碳环上的环丙烯位，增加了环张力，使其合成更加具有挑战性 (
式6)。

合成路线

共找到53条合成路线 >

2-nitro-1,4-diphenyl-1,2,3,4-tetrahydro-1,4-epoxido-naphthalene

2-nitro-1,4-diphenyl-1,2,3,4-tetrahydro-1,4-epoxido-naphthalene

硝基乙烯

1,3-二苯基异苯并呋喃

1,3-二苯基异苯并呋喃

上游原料

共找到60个上游原料 >

2-醛基苯甲酸甲酯

2-醛基苯甲酸甲酯

1,3-dihydro-1,3-diphenyl-isobenzofuran

1,3-dihydro-1,3-diphenyl-isobenzofuran

3-Diethylamino-4,5-dibenzoylcyclohexene

3-Diethylamino-4,5-dibenzoylcyclohexene

三乙基硅烷

三乙基硅烷

(3-ethoxycyclohex-4-ene-1,2-diyl)bis(phenylmethanone)

(3-ethoxycyclohex-4-ene-1,2-diyl)bis(phenylmethanone)

2-nitro-1,4-diphenyl-1,2,3,4-tetrahydro-1,4-epoxido-naphthalene

2-nitro-1,4-diphenyl-1,2,3,4-tetrahydro-1,4-epoxido-naphthalene

下游产品

共找到46个下游商品 >

rac-(5aR,6R,11R)-6,11-diphenyl-1a,4,5,5a,6,11-hexahydro-1H-6,11-epoxycyclopropa[1,7]cyclohepta[1,2-b]naphthalene

rac-(5aR,6R,11R)-6,11-diphenyl-1a,4,5,5a,6,11-hexahydro-1H-6,11-epoxycyclopropa[1,7]cyclohepta[1,2-b]naphthalene

2-[(2-Fluorphenyl)phenylmethyl]benzophenon

2-[(2-Fluorphenyl)phenylmethyl]benzophenon

(3aS,3bS,4S,9R,9aR)-3b-chloro-4,9-diphenyl-2,3,3a,3b,4,9-hexahydro-1H-4,9-epoxycyclopenta[1,3]cyclopropa[1,2-b]naphthalene

(3aS,3bS,4S,9R,9aR)-3b-chloro-4,9-diphenyl-2,3,3a,3b,4,9-hexahydro-1H-4,9-epoxycyclopenta[1,3]cyclopropa[1,2-b]naphthalene

1,3-dihydro-1,3-diphenyl-isobenzofuran

1,3-dihydro-1,3-diphenyl-isobenzofuran

(5S,5aR,11S)-5,11-diphenyl-5a,11-dihydro-5H-5,11-epoxycyclohepta[b]naphthalene

(5S,5aR,11S)-5,11-diphenyl-5a,11-dihydro-5H-5,11-epoxycyclohepta[b]naphthalene

1,4-diphenylnaphthalene

1,4-diphenylnaphthalene

上游原料

2-醛基苯甲酸甲酯 1,3-dihydro-1,3-diphenyl-isobenzofuran 3-Diethylamino-4,5-dibenzoylcyclohexene 三乙基硅烷 (3-ethoxycyclohex-4-ene-1,2-diyl)bis(phenylmethanone) 2-nitro-1,4-diphenyl-1,2,3,4-tetrahydro-1,4-epoxido-naphthalene 2,5-二苯基恶唑 1-苯基-2-丙炔-1-醇 monosodium mono(1,3-diphenyl-1,3-dihydroisobenzofuran-1,3-diide) N-(二苯基亚甲基)-1-苯甲胺苯基锂 phenyl-(3-phenyl-2-benzofuran-1-yl)methanone N'-((2-bromophenyl)(phenyl)methylene)-4-methylbenzenesulfonohydrazide 5,6-dibenzoylcyclohex-2-en-1-yl benzoate 苯甲醛溴化苯基镁 2,2-Dimethyl-1,3-diphenylisoindene 2-((1-phenylprop-2-yn-1-yl)oxy)tetrahydro-2H-pyran 3-苯基苯酞 (4aR,4bR,5R,10S,10aS,10bS)-5,10-diphenyl-4a,4b,5,10,10a,10b-hexahydro-5,10-epoxybenzo[b]biphenylene 3,4-diallyl-2,5-diphenylfuran (E)-4-hydroxy-2,3-diiodo-1,4-diphenylbut-2-en-1-one 2-溴苯基苯甲酮 1,4-Diphenyl-2,3-dibenzoyl-1,4-dihydro-1,4-epoxynaphthalene (3-(piperidin-1-yl)cyclohex-4-ene-1,2-diyl)bis(phenylmethanone) 7,8-diphenylbicyclo[4.2.0]octa-1,3,5-triene-7,8-diol Bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione 反-1,2-二苯酰乙烯 1,2-二苯基苯 2-Benzoyl-1-(trimethylsilyl)benzol 2-苯甲酰基苯甲醛甲基碘 1A,6A-二苯基-1A,6A-二氢-6H-茚并[1,2-B]噁丙烯-6-酮 1-(2-benzoylphenyl)-2-phenylethane-1,2-dione 1-氨基苯并三唑 5,6-dibenzoylcyclohex-2-en-1-yl acetate 苯甲醇 1,9-diphenyl-5-thia-16-oxapentacyclo[7.6.1.02,8.03,7.010,15]hexadeca-10,12,14-triene 5,5-dioxide 二苯甲酮縮胺苯 2-benzoyl-5-iodobenzaldehyde 苯硼酸乙醇胺 rac-dimethyl (5R,5aS,7aR,7bS,8S,13R,13aR,13bS,13cS,14S)-5,8,13,14-tetraphenyl-5,5a,7a,7b,8,13,13a,13b,13c,14-decahydro-5,14:8,13-diepoxynaphtho[2',3':3,4]cyclobuta[1,2-a]anthracene-6,7-dicarboxylate 苯甲酰氯二氧化碳 3-Trimethylsiloxy-4,5-dibenzoylcyclohexene 3,4-diiodo-2,5-diphenylfuran

下游产品

rac-(5aR,6R,11R)-6,11-diphenyl-1a,4,5,5a,6,11-hexahydro-1H-6,11-epoxycyclopropa[1,7]cyclohepta[1,2-b]naphthalene 2-[(2-Fluorphenyl)phenylmethyl]benzophenon (3aS,3bS,4S,9R,9aR)-3b-chloro-4,9-diphenyl-2,3,3a,3b,4,9-hexahydro-1H-4,9-epoxycyclopenta[1,3]cyclopropa[1,2-b]naphthalene 1,3-dihydro-1,3-diphenyl-isobenzofuran (5S,5aR,11S)-5,11-diphenyl-5a,11-dihydro-5H-5,11-epoxycyclohepta[b]naphthalene 1,4-diphenylnaphthalene (2-(cyclohepta-2,4,6-trien-1-ylidene(phenyl)methyl)phenyl)(phenyl)methanone rac-(4aR,4bR,5R,10S,10aS)-4b-chloro-5,10-diphenyl-1,4,4a,4b,5,10-hexahydro-5,10-epoxybenzo[1,3]cyclopropa[1,2-b]naphthalene 9,10-二苯基蒽内过氧化物 1,3-二苯基苯并噻吩 2-溴-9,10-二苯基蒽 5,10-diphenyl-10,11-dihydro-5,10-epoxy-5H-dibenzo[a,d]cycloheptene N-Methyl-N-(2-oxo-2-phenyl-acetyl)-benzamide 1,3-diphenyl-4,5,6,7-tetrahydro-2-benzofuran 9,10-dihydro-9,10-diphenyl-9,10-epoxyanthracene (1R,4S,4aS,9R,9aR,10S)-9,10-diphenyl-1,2,3,4,9,10-hexahydro-9,10-epoxy-1,4:4a,9a-dimethanoanthracene (8R)- and (8S)-(5α,5aα,10aβ,11α)-5,11-epoxy-5a,6,7,8,10a,11-hexahydro-5,11-diphenyl-5H-cyclohepta(b)naphthalen-8-ol (4aS,4bR,5R,10R,10aS)-4b-chloro-5,10-diphenyl-1,2,3,4,4a,4b,5,10-octahydro-5,10-epoxybenzo[1,3]cyclopropa[1,2-b]naphthalene rac-(5aR,5bR,6R,11S,11aS)-5b-chloro-6,11-diphenyl-2,3,4,5,5a,5b,6,11-octahydro-1H-6,11-epoxycyclohepta[1,3]cyclopropa[1,2-b]naphthalene 苯酐 3-溴-7,12-二苯基苯并[k]荧蒽 9,10-二联苯蒽 1-methyl-3,5,6-triphenylpyrazin-2(1H)-one 5,9-甲桥-6,7,8,9-四氢-7H-苯并环庚烯-7-酮 phenyl 2-benzoylbenzoate 2,5-dibutylcyclohept-3-en-1-ol 红荧烯 9,10-diphenyl-1,2-dihydroanthracene 环庚三烯 4,9-diphenylbenzo[f][2]benzofuran-1,3-dione 对甲苯亚磺酸钠 1,4-Diphenyl-1,4-dihydro-1,4-epoxido-benzo[d][1,2]dioxin 9-苯基蒽芬氟咪唑 (3-iodo-1,4-diphenylnaphthalen-2-yl)(phenyl)iodonium triflate 5,11-diphenyl-8H-cyclohepta[b]naphthalene (E)-N-((2-benzoylphenyl)(phenyl)methylene)cyanamide 4,9-diphenyl-3a,4,9,9a-tetrahydro-4,9-epoxynaphtho[2,3-c]furan-1,3-dione 9-(2-Fluorphenyl)-10-phenylanthracen (6aS,6bS,7S,12R,12aR)-6b-chloro-7,12-diphenyl-1,2,3,4,5,6,6a,6b,7,12-decahydro-7,12-epoxycycloocta[1,3]cyclopropa[1,2-b]naphthalene 5,11-Diphenyl-6H-cyclohepta<b>naphthalin 1,2-二苯基苯 4,5-dibutylcyclohept-2-en-1-ol